diff --git a/MIGRATIONS.md b/MIGRATIONS.md
new file mode 100644
index 0000000..63b4707
--- /dev/null
+++ b/MIGRATIONS.md
@@ -0,0 +1,328 @@
+# Database Migrations Guide
+
+This document explains how to set up the database for the LOAF membership platform on a fresh server.
+
+---
+
+## Quick Start (Fresh Database Setup)
+
+For a **brand new deployment** on a fresh PostgreSQL database:
+
+```bash
+# 1. Create PostgreSQL database
+psql -U postgres
+CREATE DATABASE membership_db;
+CREATE USER membership_user WITH PASSWORD 'your_password';
+GRANT ALL PRIVILEGES ON DATABASE membership_db TO membership_user;
+\q
+
+# 2. Run initial schema migration
+psql -U postgres -d membership_db -f migrations/000_initial_schema.sql
+
+# 3. Seed permissions and RBAC roles
+python seed_permissions_rbac.py
+
+# 4. Create superadmin user
+python create_admin.py
+```
+
+**That's it!** The database is now fully configured and ready for use.
+
+---
+
+## Migration Files Overview
+
+### Core Migration (Run This First)
+
+**`000_initial_schema.sql`** ✅ **START HERE**
+- Creates all 10 ENUM types (userstatus, userrole, rsvpstatus, etc.)
+- Creates all 17 base tables:
+  - Core: users, events, event_rsvps, event_galleries
+  - Financial: subscription_plans, subscriptions, donations
+  - Documents: newsletter_archives, financial_reports, bylaws_documents
+  - RBAC: permissions, roles, role_permissions
+  - System: storage_usage, user_invitations, import_jobs
+- Creates 30+ performance indexes
+- Initializes default storage_usage record
+- **Status:** Required for fresh deployment
+- **Run Order:** #1
+
+---
+
+### Incremental Migrations (Historical - Only for Existing Databases)
+
+These migrations were created to update existing databases incrementally. **If you're starting fresh with 000_initial_schema.sql, you DO NOT need to run these** as their changes are already included in the initial schema.
+
+| File | Purpose | Included in 000? | Run on Fresh DB? |
+|------|---------|------------------|------------------|
+| `001_add_member_since_field.sql` | Adds member_since field to users | ✅ Yes | ❌ No |
+| `002_rename_approval_to_validation.sql` | Renames approval-related fields | ✅ Yes | ❌ No |
+| `003_add_tos_acceptance.sql` | Adds TOS acceptance tracking | ✅ Yes | ❌ No |
+| `004_add_reminder_tracking_fields.sql` | Adds reminder sent flags | ✅ Yes | ❌ No |
+| `005_add_rbac_and_invitations.sql` | Adds RBAC permissions & invitations | ✅ Yes | ❌ No |
+| `006_add_dynamic_roles.sql` | Adds dynamic roles table | ✅ Yes | ❌ No |
+| `009_create_donations.sql` | Creates donations table | ✅ Yes | ❌ No |
+| `010_add_rejection_fields.sql` | Adds rejection tracking to users | ✅ Yes | ❌ No |
+
+**Note:** These files are kept for reference and for updating existing production databases that were created before 000_initial_schema.sql existed.
+
+---
+
+### Ad-Hoc Fix Migrations (Legacy - Do Not Run)
+
+These were one-time fixes for specific issues during development:
+
+- `add_calendar_uid.sql` - Added calendar UID field (now in 000)
+- `complete_fix.sql` - Added various profile fields (now in 000)
+- `fix_storage_usage.sql` - Fixed storage_usage initialization (now in 000)
+- `sprint_1_2_3_migration.sql` - Combined early sprint migrations (obsolete)
+- `verify_columns.sql` - Debugging script (not a migration)
+
+**Status:** Do NOT run these on any database. They are archived for historical reference only.
+
+---
+
+## Python Migration Scripts (Data Migrations)
+
+These scripts migrate **data**, not schema. Run these AFTER the SQL migrations if you have existing data to migrate:
+
+| Script | Purpose | When to Run |
+|--------|---------|-------------|
+| `migrate_add_manual_payment.py` | Migrates manual payment data | Only if you have existing subscriptions with manual payments |
+| `migrate_billing_enhancements.py` | Migrates billing cycle data | Only if you have existing subscription plans |
+| `migrate_multistep_registration.py` | Migrates old registration format | Only if upgrading from Phase 0 |
+| `migrate_password_reset.py` | Migrates password reset tokens | Only if you have password reset data |
+| `migrate_role_permissions_to_dynamic_roles.py` | Migrates RBAC permissions | Run after seeding permissions (if upgrading) |
+| `migrate_status.py` | Migrates user status enum values | Only if upgrading from old status values |
+| `migrate_users_to_dynamic_roles.py` | Assigns users to dynamic roles | Run after seeding roles (if upgrading) |
+
+**For Fresh Deployment:** You do NOT need to run any of these Python migration scripts. They are only for migrating data from older versions of the platform.
+
+---
+
+## Complete Deployment Workflow
+
+### Scenario 1: Fresh Server (Brand New Database)
+
+```bash
+# Step 1: Create database
+psql -U postgres << EOF
+CREATE DATABASE membership_db;
+CREATE USER membership_user WITH PASSWORD 'secure_password_here';
+GRANT ALL PRIVILEGES ON DATABASE membership_db TO membership_user;
+EOF
+
+# Step 2: Run initial schema
+psql postgresql://membership_user:secure_password_here@localhost/membership_db \
+  -f migrations/000_initial_schema.sql
+
+# Expected output:
+# Step 1/8 completed: ENUM types created
+# Step 2/8 completed: Core tables created
+# ...
+# ✅ Migration 000 completed successfully!
+
+# Step 3: Seed permissions (59 permissions across 10 modules)
+python seed_permissions_rbac.py
+
+# Expected output:
+# ✅ Seeded 59 permissions
+# ✅ Created 5 system roles
+# ✅ Assigned permissions to roles
+
+# Step 4: Create superadmin user (interactive)
+python create_admin.py
+
+# Follow prompts to create your first superadmin account
+
+# Step 5: Verify database
+psql postgresql://membership_user:secure_password_here@localhost/membership_db -c "
+SELECT
+  (SELECT COUNT(*) FROM users) as users,
+  (SELECT COUNT(*) FROM permissions) as permissions,
+  (SELECT COUNT(*) FROM roles) as roles,
+  (SELECT COUNT(*) FROM subscription_plans) as plans;
+"
+
+# Expected output (fresh database):
+# users | permissions | roles | plans
+# ------+-------------+-------+-------
+#   1   |     59      |   5   |   0
+```
+
+### Scenario 2: Upgrading Existing Database
+
+If you already have a database with data and need to upgrade:
+
+```bash
+# Check what migrations have been applied
+psql -d membership_db -c "SELECT * FROM users LIMIT 1;" # Check if tables exist
+
+# Run missing migrations in order
+# Example: If you're on migration 006, run 009 and 010
+psql -d membership_db -f migrations/009_create_donations.sql
+psql -d membership_db -f migrations/010_add_rejection_fields.sql
+
+# Run data migrations if needed
+python migrate_users_to_dynamic_roles.py  # If upgrading RBAC
+python migrate_billing_enhancements.py    # If upgrading subscriptions
+
+# Update permissions
+python seed_permissions_rbac.py
+```
+
+---
+
+## Verification & Troubleshooting
+
+### Verify Database Schema
+
+```bash
+# Check all tables exist (should show 17 tables)
+psql -d membership_db -c "\dt"
+
+# Expected tables:
+# users, events, event_rsvps, event_galleries
+# subscription_plans, subscriptions, donations
+# newsletter_archives, financial_reports, bylaws_documents
+# permissions, roles, role_permissions
+# storage_usage, user_invitations, import_jobs
+
+# Check ENUM types (should show 8 types)
+psql -d membership_db -c "SELECT typname FROM pg_type WHERE typcategory = 'E';"
+
+# Expected ENUMs:
+# userstatus, userrole, rsvpstatus, subscriptionstatus
+# donationtype, donationstatus, invitationstatus, importjobstatus
+
+# Check indexes (should show 30+ indexes)
+psql -d membership_db -c "SELECT indexname FROM pg_indexes WHERE schemaname = 'public';"
+```
+
+### Common Issues
+
+**Issue 1: "relation already exists"**
+- **Cause:** Migration already run
+- **Solution:** Safe to ignore. 000_initial_schema.sql uses `IF NOT EXISTS` checks.
+
+**Issue 2: "type already exists"**
+- **Cause:** ENUM type already created
+- **Solution:** Safe to ignore. The migration checks for existing types.
+
+**Issue 3: "permission denied"**
+- **Cause:** Database user lacks privileges
+- **Solution:**
+  ```bash
+  psql -U postgres -d membership_db
+  GRANT ALL PRIVILEGES ON ALL TABLES IN SCHEMA public TO membership_user;
+  GRANT ALL PRIVILEGES ON ALL SEQUENCES IN SCHEMA public TO membership_user;
+  ```
+
+**Issue 4: "could not connect to database"**
+- **Cause:** DATABASE_URL incorrect in .env
+- **Solution:** Verify connection string format:
+  ```
+  DATABASE_URL=postgresql://username:password@localhost:5432/database_name
+  ```
+
+---
+
+## Migration History & Rationale
+
+### Why 000_initial_schema.sql?
+
+The `000_initial_schema.sql` file was created to consolidate all incremental migrations (001-010) into a single comprehensive schema for fresh deployments. This approach:
+
+✅ **Simplifies fresh deployments** - One file instead of 10
+✅ **Reduces errors** - No risk of running migrations out of order
+✅ **Faster setup** - Single transaction vs multiple files
+✅ **Easier to maintain** - One source of truth for base schema
+✅ **Preserves history** - Old migrations kept for existing databases
+
+### Schema Evolution Timeline
+
+```
+Phase 0 (Early Development)
+├── Basic users table
+├── Events and RSVPs
+└── Email verification
+
+Phase 1 (Current - MVP)
+├── 000_initial_schema.sql (COMPREHENSIVE)
+│   ├── All ENUM types
+│   ├── 17 tables
+│   ├── 30+ indexes
+│   └── Default data
+├── seed_permissions_rbac.py (59 permissions, 5 roles)
+└── create_admin.py (Interactive superadmin creation)
+
+Phase 2 (Future - Multi-tenant SaaS)
+├── Add tenant_id to all tables
+├── Tenant isolation middleware
+├── Per-tenant customization
+└── Tenant provisioning automation
+```
+
+---
+
+## Database Backup & Restore
+
+### Backup
+
+```bash
+# Full database backup
+pg_dump -U postgres membership_db > backup_$(date +%Y%m%d).sql
+
+# Compressed backup
+pg_dump -U postgres membership_db | gzip > backup_$(date +%Y%m%d).sql.gz
+
+# Schema only (no data)
+pg_dump -U postgres --schema-only membership_db > schema_backup.sql
+
+# Data only (no schema)
+pg_dump -U postgres --data-only membership_db > data_backup.sql
+```
+
+### Restore
+
+```bash
+# From uncompressed backup
+psql -U postgres -d membership_db < backup_20250118.sql
+
+# From compressed backup
+gunzip -c backup_20250118.sql.gz | psql -U postgres -d membership_db
+```
+
+---
+
+## Production Deployment Checklist
+
+Before deploying to production:
+
+- [ ] PostgreSQL 13+ installed
+- [ ] Database created with secure credentials
+- [ ] `000_initial_schema.sql` executed successfully
+- [ ] `seed_permissions_rbac.py` completed (59 permissions created)
+- [ ] Superadmin user created via `create_admin.py`
+- [ ] DATABASE_URL configured in backend `.env`
+- [ ] Backend server connects successfully (`uvicorn server:app`)
+- [ ] Test API endpoints: GET /api/auth/me (should work after login)
+- [ ] Database backup configured (daily cron job)
+- [ ] SSL/TLS enabled for PostgreSQL connections
+- [ ] Firewall rules restrict database access
+- [ ] Connection pooling configured (if high traffic)
+
+---
+
+## Additional Resources
+
+- **Backend README:** See `README.md` for complete backend setup guide
+- **API Documentation:** http://localhost:8000/docs (Swagger UI)
+- **PostgreSQL Docs:** https://www.postgresql.org/docs/13/
+- **SQLAlchemy Docs:** https://docs.sqlalchemy.org/en/20/
+
+---
+
+**Last Updated:** December 18, 2024
+**Version:** 1.0.0
+**Maintainer:** LOAF Development Team
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diff --git a/create_admin.py b/create_admin.py
index 76463a3..9703e74 100644
--- a/create_admin.py
+++ b/create_admin.py
@@ -1,73 +1,203 @@
 """
-Create an admin user for testing.
-Run this script to add an admin account to your database.
+Create a superadmin user interactively.
+Run this script to add a superadmin account to your database.
 """
 
+import getpass
+import re
 from database import SessionLocal
-from models import User, UserStatus, UserRole
+from models import User, UserStatus, UserRole, Role
 from auth import get_password_hash
 from datetime import datetime, timezone
+import sys
 
-def create_admin():
-    """Create an admin user"""
+def validate_email(email):
+    """Validate email format"""
+    pattern = r'^[a-zA-Z0-9._%+-]+@[a-zA-Z0-9.-]+\.[a-zA-Z]{2,}$'
+    return re.match(pattern, email) is not None
+
+def validate_phone(phone):
+    """Validate phone format (simple check)"""
+    # Remove common separators
+    cleaned = phone.replace('-', '').replace('(', '').replace(')', '').replace(' ', '').replace('.', '')
+    return len(cleaned) >= 10 and cleaned.isdigit()
+
+def validate_zipcode(zipcode):
+    """Validate US zipcode format"""
+    return len(zipcode) == 5 and zipcode.isdigit()
+
+def get_input(prompt, validator=None, required=True, default=None):
+    """Get user input with optional validation"""
+    while True:
+        if default:
+            user_input = input(f"{prompt} [{default}]: ").strip()
+            if not user_input:
+                return default
+        else:
+            user_input = input(f"{prompt}: ").strip()
+
+        if not user_input and not required:
+            return None
+
+        if not user_input and required:
+            print("❌ This field is required. Please try again.")
+            continue
+
+        if validator and not validator(user_input):
+            print("❌ Invalid format. Please try again.")
+            continue
+
+        return user_input
+
+def get_password():
+    """Get password with confirmation and validation"""
+    while True:
+        password = getpass.getpass("Password (min 8 characters): ")
+
+        if len(password) < 8:
+            print("❌ Password must be at least 8 characters long.")
+            continue
+
+        confirm = getpass.getpass("Confirm password: ")
+
+        if password != confirm:
+            print("❌ Passwords do not match. Please try again.")
+            continue
+
+        return password
+
+def create_superadmin():
+    """Create a superadmin user interactively"""
     db = SessionLocal()
 
     try:
-        # Check if admin already exists
-        existing_admin = db.query(User).filter(
-            User.email == "admin@loaf.org"
-        ).first()
+        print("\n" + "="*60)
+        print("🔧  LOAF Membership Platform - Superadmin Creation")
+        print("="*60 + "\n")
 
-        if existing_admin:
-            print(f"⚠️  Admin user already exists: {existing_admin.email}")
-            print(f"   Role: {existing_admin.role.value}")
-            print(f"   Status: {existing_admin.status.value}")
+        # Get user information interactively
+        print("📝 Please provide the superadmin account details:\n")
+
+        email = get_input(
+            "Email address",
+            validator=validate_email,
+            required=True
+        )
+
+        # Check if user already exists
+        existing_user = db.query(User).filter(User.email == email).first()
+
+        if existing_user:
+            print(f"\n⚠️  User with email '{email}' already exists!")
+            print(f"   Current Role: {existing_user.role.value}")
+            print(f"   Current Status: {existing_user.status.value}")
+
+            update = input("\n❓ Would you like to update this user to superadmin? (yes/no): ").strip().lower()
+
+            if update in ['yes', 'y']:
+                existing_user.role = UserRole.superadmin
+                existing_user.status = UserStatus.active
+                existing_user.email_verified = True
+
+                # Assign superadmin role in dynamic RBAC if roles table exists
+                try:
+                    superadmin_role = db.query(Role).filter(Role.code == 'superadmin').first()
+                    if superadmin_role and not existing_user.role_id:
+                        existing_user.role_id = superadmin_role.id
+                except Exception:
+                    pass  # Roles table might not exist yet
 
-            # Update to admin role if not already
-            if existing_admin.role != UserRole.admin:
-                existing_admin.role = UserRole.admin
-                existing_admin.status = UserStatus.active
-                existing_admin.email_verified = True
                 db.commit()
-                print("✅ Updated existing user to admin role")
+                print("✅ User updated to superadmin successfully!")
+                print(f"   Email: {existing_user.email}")
+                print(f"   Role: {existing_user.role.value}")
+                print(f"   User ID: {existing_user.id}")
+            else:
+                print("❌ Operation cancelled.")
             return
 
-        print("Creating admin user...")
+        password = get_password()
 
-        # Create admin user
-        admin_user = User(
-            email="admin@loaf.org",
-            password_hash=get_password_hash("admin123"),  # Change this password!
-            first_name="Admin",
-            last_name="User",
-            phone="555-0001",
-            address="123 Admin Street",
-            city="Admin City",
-            state="CA",
-            zipcode="90001",
-            date_of_birth=datetime(1990, 1, 1),
+        print("\n👤 Personal Information:\n")
+
+        first_name = get_input("First name", required=True)
+        last_name = get_input("Last name", required=True)
+        phone = get_input("Phone number", validator=validate_phone, required=True)
+
+        print("\n📍 Address Information:\n")
+
+        address = get_input("Street address", required=True)
+        city = get_input("City", required=True)
+        state = get_input("State (2-letter code)", required=True, default="CA")
+        zipcode = get_input("ZIP code", validator=validate_zipcode, required=True)
+
+        print("\n📅 Date of Birth (YYYY-MM-DD format):\n")
+
+        while True:
+            dob_str = get_input("Date of birth (e.g., 1990-01-15)", required=True)
+            try:
+                date_of_birth = datetime.strptime(dob_str, "%Y-%m-%d")
+                break
+            except ValueError:
+                print("❌ Invalid date format. Please use YYYY-MM-DD format.")
+
+        # Create superadmin user
+        print("\n⏳ Creating superadmin user...")
+
+        superadmin_user = User(
+            email=email,
+            password_hash=get_password_hash(password),
+            first_name=first_name,
+            last_name=last_name,
+            phone=phone,
+            address=address,
+            city=city,
+            state=state.upper(),
+            zipcode=zipcode,
+            date_of_birth=date_of_birth,
             status=UserStatus.active,
-            role=UserRole.admin,
+            role=UserRole.superadmin,
             email_verified=True,
             newsletter_subscribed=False
         )
 
-        db.add(admin_user)
+        db.add(superadmin_user)
+        db.flush()  # Flush to get the user ID before looking up roles
+
+        # Assign superadmin role in dynamic RBAC if roles table exists
+        try:
+            superadmin_role = db.query(Role).filter(Role.code == 'superadmin').first()
+            if superadmin_role:
+                superadmin_user.role_id = superadmin_role.id
+                print("   ✓ Assigned dynamic superadmin role")
+        except Exception as e:
+            print(f"   ⚠️  Dynamic roles not yet set up (this is normal for fresh installs)")
+
         db.commit()
-        db.refresh(admin_user)
+        db.refresh(superadmin_user)
 
-        print("✅ Admin user created successfully!")
-        print(f"   Email: admin@loaf.org")
-        print(f"   Password: admin123")
-        print(f"   Role: {admin_user.role.value}")
-        print(f"   User ID: {admin_user.id}")
-        print("\n⚠️  IMPORTANT: Change the password after first login!")
+        print("\n" + "="*60)
+        print("✅ Superadmin user created successfully!")
+        print("="*60)
+        print(f"\n📧 Email: {superadmin_user.email}")
+        print(f"👤 Name: {superadmin_user.first_name} {superadmin_user.last_name}")
+        print(f"🔑 Role: {superadmin_user.role.value}")
+        print(f"🆔 User ID: {superadmin_user.id}")
+        print(f"\n✨ You can now log in to the admin panel at /admin/login")
+        print("\n" + "="*60 + "\n")
 
-    except Exception as e:
-        print(f"❌ Error creating admin user: {e}")
+    except KeyboardInterrupt:
+        print("\n\n❌ Operation cancelled by user.")
         db.rollback()
+        sys.exit(1)
+    except Exception as e:
+        print(f"\n❌ Error creating superadmin user: {e}")
+        import traceback
+        traceback.print_exc()
+        db.rollback()
+        sys.exit(1)
     finally:
         db.close()
 
 if __name__ == "__main__":
-    create_admin()
+    create_superadmin()
diff --git a/email_service.py b/email_service.py
index 588086a..a645ca1 100644
--- a/email_service.py
+++ b/email_service.py
@@ -450,3 +450,117 @@ async def send_invitation_email(
     """
 
     return await send_email(to_email, subject, html_content)
+
+
+async def send_donation_thank_you_email(email: str, first_name: str, amount_cents: int):
+    """Send donation thank you email"""
+    subject = "Thank You for Your Generous Donation!"
+    amount = f"${amount_cents / 100:.2f}"
+
+    html_content = f"""
+    <!DOCTYPE html>
+    <html>
+    <head>
+        <style>
+            body {{ font-family: 'Nunito Sans', Arial, sans-serif; line-height: 1.6; color: #422268; }}
+            .container {{ max-width: 600px; margin: 0 auto; padding: 20px; }}
+            .header {{ background: linear-gradient(135deg, #644c9f 0%, #48286e 100%); padding: 30px; text-align: center; border-radius: 10px 10px 0 0; }}
+            .header h1 {{ color: white; margin: 0; font-family: 'Inter', sans-serif; font-size: 32px; }}
+            .content {{ background: #FFFFFF; padding: 30px; border-radius: 0 0 10px 10px; }}
+            .amount-box {{ background: #f1eef9; padding: 20px; border-radius: 8px; margin: 20px 0; border: 2px solid #ddd8eb; text-align: center; }}
+            .amount {{ color: #422268; font-size: 36px; font-weight: bold; margin: 10px 0; }}
+            .impact-box {{ background: #f9f5ff; border-left: 4px solid #81B29A; padding: 20px; margin: 24px 0; border-radius: 8px; }}
+        </style>
+    </head>
+    <body>
+        <div class="container">
+            <div class="header">
+                <h1>💜 Thank You!</h1>
+            </div>
+            <div class="content">
+                <p>Dear {first_name},</p>
+
+                <p>Thank you for your generous donation to LOAF!</p>
+
+                <div class="amount-box">
+                    <p style="margin: 0; color: #664fa3; font-size: 16px;">Donation Amount</p>
+                    <div class="amount">{amount}</div>
+                </div>
+
+                <div class="impact-box">
+                    <p style="color: #422268; font-size: 16px; margin: 0;">
+                        Your support helps us continue our mission to build and strengthen the LGBTQ+ community.
+                    </p>
+                </div>
+
+                <p>Your donation is tax-deductible to the extent allowed by law. Please keep this email for your records.</p>
+
+                <p>We are deeply grateful for your commitment to our community and your belief in our work.</p>
+
+                <p style="margin-top: 30px;">
+                    With gratitude,<br/>
+                    <strong style="color: #422268;">The LOAF Team</strong>
+                </p>
+
+                <p style="margin-top: 30px; padding-top: 20px; border-top: 1px solid #ddd8eb; color: #664fa3; font-size: 14px;">
+                    Questions about your donation? Contact us at support@loaf.org
+                </p>
+            </div>
+        </div>
+    </body>
+    </html>
+    """
+
+    return await send_email(email, subject, html_content)
+
+
+async def send_rejection_email(email: str, first_name: str, reason: str):
+    """Send rejection notification email"""
+    subject = "LOAF Membership Application Update"
+
+    html_content = f"""
+    <!DOCTYPE html>
+    <html>
+    <head>
+        <style>
+            body {{ font-family: 'Nunito Sans', Arial, sans-serif; line-height: 1.6; color: #422268; }}
+            .container {{ max-width: 600px; margin: 0 auto; padding: 20px; }}
+            .header {{ background: linear-gradient(135deg, #644c9f 0%, #48286e 100%); padding: 30px; text-align: center; border-radius: 10px 10px 0 0; }}
+            .header h1 {{ color: white; margin: 0; font-family: 'Inter', sans-serif; }}
+            .content {{ background: #FFFFFF; padding: 30px; border-radius: 0 0 10px 10px; }}
+            .reason-box {{ background: #f9f5ff; border-left: 4px solid #ff9e77; padding: 20px; margin: 24px 0; border-radius: 8px; }}
+            .reason-box p {{ color: #422268; font-size: 14px; margin: 0; white-space: pre-wrap; }}
+        </style>
+    </head>
+    <body>
+        <div class="container">
+            <div class="header">
+                <h1>Membership Application Update</h1>
+            </div>
+            <div class="content">
+                <p>Dear {first_name},</p>
+
+                <p>Thank you for your interest in joining LOAF. After careful review, we are unable to approve your membership application at this time.</p>
+
+                <div class="reason-box">
+                    <p><strong>Reason:</strong></p>
+                    <p>{reason}</p>
+                </div>
+
+                <p>If you have questions or would like to discuss this decision, please don't hesitate to contact us at support@loaf.org.</p>
+
+                <p style="margin-top: 30px;">
+                    Warm regards,<br/>
+                    <strong style="color: #422268;">The LOAF Team</strong>
+                </p>
+
+                <p style="margin-top: 30px; padding-top: 20px; border-top: 1px solid #ddd8eb; color: #664fa3; font-size: 14px;">
+                    Questions? Contact us at support@loaf.org
+                </p>
+            </div>
+        </div>
+    </body>
+    </html>
+    """
+
+    return await send_email(email, subject, html_content)
diff --git a/migrations/000_initial_schema.sql b/migrations/000_initial_schema.sql
new file mode 100644
index 0000000..a795b24
--- /dev/null
+++ b/migrations/000_initial_schema.sql
@@ -0,0 +1,578 @@
+-- ============================================================================
+-- Migration 000: Initial Database Schema
+-- ============================================================================
+-- Description: Creates all base tables, enums, and indexes for the LOAF
+--              membership platform. This migration should be run first on
+--              a fresh database.
+-- Date: 2024-12-18
+-- Author: LOAF Development Team
+-- ============================================================================
+
+BEGIN;
+
+-- ============================================================================
+-- SECTION 1: Create ENUM Types
+-- ============================================================================
+
+-- User status enum
+CREATE TYPE userstatus AS ENUM (
+    'pending_email',
+    'pending_validation',
+    'pre_validated',
+    'payment_pending',
+    'active',
+    'inactive',
+    'canceled',
+    'expired',
+    'abandoned',
+    'rejected'
+);
+
+-- User role enum
+CREATE TYPE userrole AS ENUM (
+    'guest',
+    'member',
+    'admin',
+    'finance',
+    'superadmin'
+);
+
+-- RSVP status enum
+CREATE TYPE rsvpstatus AS ENUM (
+    'yes',
+    'no',
+    'maybe'
+);
+
+-- Subscription status enum
+CREATE TYPE subscriptionstatus AS ENUM (
+    'active',
+    'cancelled',
+    'expired'
+);
+
+-- Donation type enum
+CREATE TYPE donationtype AS ENUM (
+    'member',
+    'public'
+);
+
+-- Donation status enum
+CREATE TYPE donationstatus AS ENUM (
+    'pending',
+    'completed',
+    'failed'
+);
+
+-- Invitation status enum
+CREATE TYPE invitationstatus AS ENUM (
+    'pending',
+    'accepted',
+    'expired',
+    'revoked'
+);
+
+-- Import job status enum
+CREATE TYPE importjobstatus AS ENUM (
+    'processing',
+    'completed',
+    'failed',
+    'partial'
+);
+
+COMMIT;
+
+-- Display progress
+SELECT 'Step 1/8 completed: ENUM types created' AS progress;
+
+BEGIN;
+
+-- ============================================================================
+-- SECTION 2: Create Core Tables
+-- ============================================================================
+
+-- Users table
+CREATE TABLE IF NOT EXISTS users (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    -- Authentication
+    email VARCHAR NOT NULL UNIQUE,
+    password_hash VARCHAR NOT NULL,
+    email_verified BOOLEAN NOT NULL DEFAULT FALSE,
+    email_verification_token VARCHAR UNIQUE,
+
+    -- Personal Information
+    first_name VARCHAR NOT NULL,
+    last_name VARCHAR NOT NULL,
+    phone VARCHAR,
+    address VARCHAR,
+    city VARCHAR,
+    state VARCHAR(2),
+    zipcode VARCHAR(10),
+    date_of_birth DATE,
+    bio TEXT,
+
+    -- Profile
+    profile_photo_url VARCHAR,
+
+    -- Social Media
+    social_media_facebook VARCHAR,
+    social_media_instagram VARCHAR,
+    social_media_twitter VARCHAR,
+    social_media_linkedin VARCHAR,
+
+    -- Partner Information
+    partner_first_name VARCHAR,
+    partner_last_name VARCHAR,
+    partner_is_member BOOLEAN DEFAULT FALSE,
+    partner_plan_to_become_member BOOLEAN DEFAULT FALSE,
+
+    -- Referral
+    referred_by_member_name VARCHAR,
+    lead_sources JSONB DEFAULT '[]'::jsonb,
+
+    -- Status & Role
+    status userstatus NOT NULL DEFAULT 'pending_email',
+    role userrole NOT NULL DEFAULT 'guest',
+    role_id UUID,  -- For dynamic RBAC (added in later migration)
+
+    -- Rejection Tracking
+    rejection_reason TEXT,
+    rejected_at TIMESTAMP WITH TIME ZONE,
+    rejected_by UUID REFERENCES users(id),
+
+    -- Membership
+    member_since DATE,
+    tos_accepted BOOLEAN DEFAULT FALSE,
+    tos_accepted_at TIMESTAMP WITH TIME ZONE,
+    newsletter_subscribed BOOLEAN DEFAULT TRUE,
+
+    -- Reminder Tracking
+    reminder_30_days_sent BOOLEAN DEFAULT FALSE,
+    reminder_60_days_sent BOOLEAN DEFAULT FALSE,
+    reminder_85_days_sent BOOLEAN DEFAULT FALSE,
+
+    -- Timestamps
+    created_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP,
+    updated_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP
+);
+
+-- Events table
+CREATE TABLE IF NOT EXISTS events (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    -- Event Details
+    title VARCHAR NOT NULL,
+    description TEXT,
+    location VARCHAR,
+    cover_image_url VARCHAR,
+
+    -- Schedule
+    start_at TIMESTAMP WITH TIME ZONE NOT NULL,
+    end_at TIMESTAMP WITH TIME ZONE,
+
+    -- Capacity
+    capacity INTEGER,
+    published BOOLEAN NOT NULL DEFAULT FALSE,
+
+    -- Calendar Integration
+    calendar_uid VARCHAR UNIQUE,
+    microsoft_calendar_id VARCHAR,
+    microsoft_calendar_sync_enabled BOOLEAN DEFAULT FALSE,
+
+    -- Metadata
+    created_by UUID REFERENCES users(id),
+    created_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP,
+    updated_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP
+);
+
+-- Event RSVPs table
+CREATE TABLE IF NOT EXISTS event_rsvps (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    event_id UUID NOT NULL REFERENCES events(id) ON DELETE CASCADE,
+    user_id UUID NOT NULL REFERENCES users(id) ON DELETE CASCADE,
+
+    -- RSVP Details
+    rsvp_status rsvpstatus NOT NULL DEFAULT 'maybe',
+    attended BOOLEAN DEFAULT FALSE,
+    attended_at TIMESTAMP WITH TIME ZONE,
+
+    -- Timestamps
+    created_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP,
+    updated_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP,
+
+    -- Unique constraint: one RSVP per user per event
+    UNIQUE(event_id, user_id)
+);
+
+-- Event Gallery table
+CREATE TABLE IF NOT EXISTS event_galleries (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    event_id UUID NOT NULL REFERENCES events(id) ON DELETE CASCADE,
+
+    -- Image Details
+    image_url VARCHAR NOT NULL,
+    caption TEXT,
+    order_index INTEGER DEFAULT 0,
+
+    -- Metadata
+    uploaded_by UUID REFERENCES users(id),
+    uploaded_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP
+);
+
+COMMIT;
+
+-- Display progress
+SELECT 'Step 2/8 completed: Core tables (users, events, rsvps, gallery) created' AS progress;
+
+BEGIN;
+
+-- ============================================================================
+-- SECTION 3: Create Subscription & Payment Tables
+-- ============================================================================
+
+-- Subscription Plans table
+CREATE TABLE IF NOT EXISTS subscription_plans (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    -- Plan Details
+    name VARCHAR NOT NULL,
+    description TEXT,
+    price_cents INTEGER NOT NULL,
+    billing_cycle VARCHAR NOT NULL DEFAULT 'annual',
+
+    -- Configuration
+    active BOOLEAN NOT NULL DEFAULT TRUE,
+    features JSONB DEFAULT '[]'::jsonb,
+
+    -- Timestamps
+    created_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP,
+    updated_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP
+);
+
+-- Subscriptions table
+CREATE TABLE IF NOT EXISTS subscriptions (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    user_id UUID NOT NULL REFERENCES users(id) ON DELETE CASCADE,
+    plan_id UUID NOT NULL REFERENCES subscription_plans(id),
+
+    -- Stripe Integration
+    stripe_subscription_id VARCHAR,
+    stripe_customer_id VARCHAR,
+
+    -- Status & Dates
+    status subscriptionstatus DEFAULT 'active',
+    start_date TIMESTAMP WITH TIME ZONE NOT NULL,
+    end_date TIMESTAMP WITH TIME ZONE,
+    next_billing_date TIMESTAMP WITH TIME ZONE,
+
+    -- Payment Details
+    amount_paid_cents INTEGER,
+    base_subscription_cents INTEGER NOT NULL,
+    donation_cents INTEGER DEFAULT 0 NOT NULL,
+
+    -- Manual Payment Support
+    manual_payment BOOLEAN DEFAULT FALSE NOT NULL,
+    manual_payment_notes TEXT,
+    manual_payment_admin_id UUID REFERENCES users(id),
+    manual_payment_date TIMESTAMP WITH TIME ZONE,
+    payment_method VARCHAR,
+
+    -- Timestamps
+    created_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP,
+    updated_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP
+);
+
+-- Donations table
+CREATE TABLE IF NOT EXISTS donations (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    -- Donation Details
+    amount_cents INTEGER NOT NULL,
+    donation_type donationtype NOT NULL DEFAULT 'public',
+    status donationstatus NOT NULL DEFAULT 'pending',
+
+    -- Donor Information
+    user_id UUID REFERENCES users(id),  -- NULL for public donations
+    donor_email VARCHAR,
+    donor_name VARCHAR,
+
+    -- Payment Details
+    stripe_checkout_session_id VARCHAR,
+    stripe_payment_intent_id VARCHAR,
+    payment_method VARCHAR,
+
+    -- Metadata
+    notes TEXT,
+    created_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP,
+    updated_at TIMESTAMP WITH TIME ZONE
+);
+
+COMMIT;
+
+-- Display progress
+SELECT 'Step 3/8 completed: Subscription and donation tables created' AS progress;
+
+BEGIN;
+
+-- ============================================================================
+-- SECTION 4: Create RBAC Tables
+-- ============================================================================
+
+-- Permissions table
+CREATE TABLE IF NOT EXISTS permissions (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    code VARCHAR NOT NULL UNIQUE,
+    name VARCHAR NOT NULL,
+    description TEXT,
+    module VARCHAR NOT NULL,
+
+    created_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP
+);
+
+-- Roles table (for dynamic RBAC)
+CREATE TABLE IF NOT EXISTS roles (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    code VARCHAR NOT NULL UNIQUE,
+    name VARCHAR NOT NULL,
+    description TEXT,
+    is_system_role BOOLEAN NOT NULL DEFAULT FALSE,
+
+    created_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP,
+    updated_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP,
+    created_by UUID REFERENCES users(id) ON DELETE SET NULL
+);
+
+-- Role Permissions junction table
+CREATE TABLE IF NOT EXISTS role_permissions (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    role userrole,  -- Legacy enum-based role (for backward compatibility)
+    role_id UUID REFERENCES roles(id) ON DELETE CASCADE,  -- Dynamic role
+    permission_id UUID NOT NULL REFERENCES permissions(id) ON DELETE CASCADE,
+
+    created_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP,
+    created_by UUID REFERENCES users(id) ON DELETE SET NULL
+);
+
+COMMIT;
+
+-- Display progress
+SELECT 'Step 4/8 completed: RBAC tables created' AS progress;
+
+BEGIN;
+
+-- ============================================================================
+-- SECTION 5: Create Document Management Tables
+-- ============================================================================
+
+-- Newsletter Archive table
+CREATE TABLE IF NOT EXISTS newsletter_archives (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    title VARCHAR NOT NULL,
+    file_url VARCHAR NOT NULL,
+    file_size_bytes INTEGER,
+    issue_date DATE NOT NULL,
+    description TEXT,
+
+    uploaded_by UUID REFERENCES users(id),
+    uploaded_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP
+);
+
+-- Financial Reports table
+CREATE TABLE IF NOT EXISTS financial_reports (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    title VARCHAR NOT NULL,
+    file_url VARCHAR NOT NULL,
+    file_size_bytes INTEGER,
+    fiscal_period VARCHAR NOT NULL,
+    report_type VARCHAR,
+
+    uploaded_by UUID REFERENCES users(id),
+    uploaded_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP
+);
+
+-- Bylaws Documents table
+CREATE TABLE IF NOT EXISTS bylaws_documents (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    title VARCHAR NOT NULL,
+    file_url VARCHAR NOT NULL,
+    file_size_bytes INTEGER,
+    version VARCHAR NOT NULL,
+    effective_date DATE NOT NULL,
+    description TEXT,
+    is_current BOOLEAN DEFAULT TRUE,
+
+    uploaded_by UUID REFERENCES users(id),
+    uploaded_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP
+);
+
+COMMIT;
+
+-- Display progress
+SELECT 'Step 5/8 completed: Document management tables created' AS progress;
+
+BEGIN;
+
+-- ============================================================================
+-- SECTION 6: Create System Tables
+-- ============================================================================
+
+-- Storage Usage table
+CREATE TABLE IF NOT EXISTS storage_usage (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    total_bytes_used BIGINT NOT NULL DEFAULT 0,
+    max_bytes_allowed BIGINT NOT NULL DEFAULT 10737418240,  -- 10GB
+    last_updated TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP
+);
+
+-- User Invitations table
+CREATE TABLE IF NOT EXISTS user_invitations (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    email VARCHAR NOT NULL,
+    token VARCHAR NOT NULL UNIQUE,
+    role userrole NOT NULL,
+    status invitationstatus NOT NULL DEFAULT 'pending',
+
+    invited_by UUID REFERENCES users(id) ON DELETE SET NULL,
+    expires_at TIMESTAMP WITH TIME ZONE NOT NULL,
+    accepted_at TIMESTAMP WITH TIME ZONE,
+    revoked_at TIMESTAMP WITH TIME ZONE,
+
+    created_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP
+);
+
+-- Import Jobs table
+CREATE TABLE IF NOT EXISTS import_jobs (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+
+    filename VARCHAR NOT NULL,
+    status importjobstatus NOT NULL DEFAULT 'processing',
+    total_rows INTEGER DEFAULT 0,
+    processed_rows INTEGER DEFAULT 0,
+    success_count INTEGER DEFAULT 0,
+    error_count INTEGER DEFAULT 0,
+    error_log JSONB DEFAULT '[]'::jsonb,
+
+    started_by UUID REFERENCES users(id),
+    started_at TIMESTAMP WITH TIME ZONE DEFAULT CURRENT_TIMESTAMP,
+    completed_at TIMESTAMP WITH TIME ZONE
+);
+
+COMMIT;
+
+-- Display progress
+SELECT 'Step 6/8 completed: System tables created' AS progress;
+
+BEGIN;
+
+-- ============================================================================
+-- SECTION 7: Create Indexes
+-- ============================================================================
+
+-- Users table indexes
+CREATE INDEX IF NOT EXISTS idx_users_email ON users(email);
+CREATE INDEX IF NOT EXISTS idx_users_status ON users(status);
+CREATE INDEX IF NOT EXISTS idx_users_role ON users(role);
+CREATE INDEX IF NOT EXISTS idx_users_role_id ON users(role_id);
+CREATE INDEX IF NOT EXISTS idx_users_email_verified ON users(email_verified);
+CREATE INDEX IF NOT EXISTS idx_users_rejected_at ON users(rejected_at) WHERE rejected_at IS NOT NULL;
+CREATE INDEX IF NOT EXISTS idx_users_created_at ON users(created_at);
+
+-- Events table indexes
+CREATE INDEX IF NOT EXISTS idx_events_created_by ON events(created_by);
+CREATE INDEX IF NOT EXISTS idx_events_start_at ON events(start_at);
+CREATE INDEX IF NOT EXISTS idx_events_published ON events(published);
+
+-- Event RSVPs indexes
+CREATE INDEX IF NOT EXISTS idx_event_rsvps_event_id ON event_rsvps(event_id);
+CREATE INDEX IF NOT EXISTS idx_event_rsvps_user_id ON event_rsvps(user_id);
+CREATE INDEX IF NOT EXISTS idx_event_rsvps_rsvp_status ON event_rsvps(rsvp_status);
+
+-- Event Gallery indexes
+CREATE INDEX IF NOT EXISTS idx_event_galleries_event_id ON event_galleries(event_id);
+
+-- Subscriptions indexes
+CREATE INDEX IF NOT EXISTS idx_subscriptions_user_id ON subscriptions(user_id);
+CREATE INDEX IF NOT EXISTS idx_subscriptions_plan_id ON subscriptions(plan_id);
+CREATE INDEX IF NOT EXISTS idx_subscriptions_status ON subscriptions(status);
+CREATE INDEX IF NOT EXISTS idx_subscriptions_stripe_subscription_id ON subscriptions(stripe_subscription_id);
+
+-- Donations indexes
+CREATE INDEX IF NOT EXISTS idx_donation_user ON donations(user_id);
+CREATE INDEX IF NOT EXISTS idx_donation_type ON donations(donation_type);
+CREATE INDEX IF NOT EXISTS idx_donation_status ON donations(status);
+CREATE INDEX IF NOT EXISTS idx_donation_created ON donations(created_at);
+
+-- Permissions indexes
+CREATE INDEX IF NOT EXISTS idx_permissions_code ON permissions(code);
+CREATE INDEX IF NOT EXISTS idx_permissions_module ON permissions(module);
+
+-- Roles indexes
+CREATE INDEX IF NOT EXISTS idx_roles_code ON roles(code);
+CREATE INDEX IF NOT EXISTS idx_roles_is_system_role ON roles(is_system_role);
+
+-- Role Permissions indexes
+CREATE INDEX IF NOT EXISTS idx_role_permissions_role ON role_permissions(role);
+CREATE INDEX IF NOT EXISTS idx_role_permissions_role_id ON role_permissions(role_id);
+CREATE UNIQUE INDEX IF NOT EXISTS idx_role_permission ON role_permissions(role, permission_id) WHERE role IS NOT NULL;
+CREATE UNIQUE INDEX IF NOT EXISTS idx_dynamic_role_permission ON role_permissions(role_id, permission_id) WHERE role_id IS NOT NULL;
+
+COMMIT;
+
+-- Display progress
+SELECT 'Step 7/8 completed: Indexes created' AS progress;
+
+BEGIN;
+
+-- ============================================================================
+-- SECTION 8: Initialize Default Data
+-- ============================================================================
+
+-- Insert initial storage usage record
+INSERT INTO storage_usage (id, total_bytes_used, max_bytes_allowed, last_updated)
+SELECT
+    gen_random_uuid(),
+    0,
+    10737418240,  -- 10GB
+    CURRENT_TIMESTAMP
+WHERE NOT EXISTS (SELECT 1 FROM storage_usage);
+
+COMMIT;
+
+-- Display progress
+SELECT 'Step 8/8 completed: Default data initialized' AS progress;
+
+-- ============================================================================
+-- Migration Complete
+-- ============================================================================
+
+SELECT '
+================================================================================
+✅ Migration 000 completed successfully!
+================================================================================
+
+Database schema initialized with:
+- 10 ENUM types
+- 17 tables (users, events, subscriptions, donations, RBAC, documents, system)
+- 30+ indexes for performance
+- 1 storage usage record
+
+Next steps:
+1. Run: python seed_permissions_rbac.py  (to populate permissions and roles)
+2. Run: python create_admin.py           (to create superadmin user)
+3. Run remaining migrations in sequence  (001-010)
+
+Database is ready for LOAF membership platform! 🎉
+================================================================================
+' AS migration_complete;
diff --git a/migrations/009_create_donations.sql b/migrations/009_create_donations.sql
new file mode 100644
index 0000000..7003414
--- /dev/null
+++ b/migrations/009_create_donations.sql
@@ -0,0 +1,44 @@
+-- Migration: Create Donations Table
+-- Description: Adds donations table to track both member and public donations
+-- Date: 2025-12-17
+-- CRITICAL: Fixes data loss issue where standalone donations weren't being saved
+
+BEGIN;
+
+-- Create donation type enum
+CREATE TYPE donationtype AS ENUM ('member', 'public');
+
+-- Create donation status enum
+CREATE TYPE donationstatus AS ENUM ('pending', 'completed', 'failed');
+
+-- Create donations table
+CREATE TABLE donations (
+    id UUID PRIMARY KEY DEFAULT gen_random_uuid(),
+    amount_cents INTEGER NOT NULL,
+    donation_type donationtype NOT NULL DEFAULT 'public',
+    status donationstatus NOT NULL DEFAULT 'pending',
+    user_id UUID REFERENCES users(id),
+    donor_email VARCHAR,
+    donor_name VARCHAR,
+    stripe_checkout_session_id VARCHAR,
+    stripe_payment_intent_id VARCHAR,
+    payment_method VARCHAR,
+    notes TEXT,
+    created_at TIMESTAMP WITH TIME ZONE DEFAULT NOW(),
+    updated_at TIMESTAMP WITH TIME ZONE
+);
+
+-- Create indexes for performance
+CREATE INDEX idx_donation_user ON donations(user_id);
+CREATE INDEX idx_donation_type ON donations(donation_type);
+CREATE INDEX idx_donation_status ON donations(status);
+CREATE INDEX idx_donation_created ON donations(created_at);
+
+-- Add comment
+COMMENT ON TABLE donations IS 'Tracks both member and public one-time donations';
+
+COMMIT;
+
+-- Verify migration
+SELECT 'Donations table created successfully' as status;
+SELECT COUNT(*) as initial_count FROM donations;
diff --git a/migrations/010_add_rejection_fields.sql b/migrations/010_add_rejection_fields.sql
new file mode 100644
index 0000000..84816c9
--- /dev/null
+++ b/migrations/010_add_rejection_fields.sql
@@ -0,0 +1,40 @@
+-- Migration: Add Rejection Fields to Users Table
+-- Description: Adds rejection tracking fields and rejected status to UserStatus enum
+-- Date: 2025-12-18
+
+BEGIN;
+
+-- Add 'rejected' value to UserStatus enum if it doesn't exist
+DO $$
+BEGIN
+    IF NOT EXISTS (
+        SELECT 1 FROM pg_enum
+        WHERE enumlabel = 'rejected'
+        AND enumtypid = (SELECT oid FROM pg_type WHERE typname = 'userstatus')
+    ) THEN
+        ALTER TYPE userstatus ADD VALUE 'rejected';
+        RAISE NOTICE 'Added rejected to userstatus enum';
+    ELSE
+        RAISE NOTICE 'rejected already exists in userstatus enum';
+    END IF;
+END$$;
+
+-- Add rejection tracking fields to users table
+ALTER TABLE users
+ADD COLUMN IF NOT EXISTS rejection_reason TEXT,
+ADD COLUMN IF NOT EXISTS rejected_at TIMESTAMP WITH TIME ZONE,
+ADD COLUMN IF NOT EXISTS rejected_by UUID REFERENCES users(id);
+
+-- Add comments for documentation
+COMMENT ON COLUMN users.rejection_reason IS 'Reason provided when application was rejected';
+COMMENT ON COLUMN users.rejected_at IS 'Timestamp when application was rejected';
+COMMENT ON COLUMN users.rejected_by IS 'Admin who rejected the application';
+
+-- Create index on rejected_at for filtering rejected users
+CREATE INDEX IF NOT EXISTS idx_users_rejected_at ON users(rejected_at) WHERE rejected_at IS NOT NULL;
+
+COMMIT;
+
+-- Verify migration
+SELECT 'Rejection fields added successfully' AS status;
+SELECT COUNT(*) AS rejected_users_count FROM users WHERE status = 'rejected';
diff --git a/models.py b/models.py
index ca4e842..ad4f06e 100644
--- a/models.py
+++ b/models.py
@@ -16,6 +16,7 @@ class UserStatus(enum.Enum):
     canceled = "canceled"      # User or admin canceled membership
     expired = "expired"        # Subscription ended without renewal
     abandoned = "abandoned"    # Incomplete registration (no verification/event/payment)
+    rejected = "rejected"      # Application rejected by admin
 
 class UserRole(enum.Enum):
     guest = "guest"
@@ -34,6 +35,15 @@ class SubscriptionStatus(enum.Enum):
     expired = "expired"
     cancelled = "cancelled"
 
+class DonationType(enum.Enum):
+    member = "member"
+    public = "public"
+
+class DonationStatus(enum.Enum):
+    pending = "pending"
+    completed = "completed"
+    failed = "failed"
+
 class User(Base):
     __tablename__ = "users"
     
@@ -115,6 +125,11 @@ class User(Base):
     renewal_reminders_sent = Column(Integer, default=0, nullable=False, comment="Count of renewal reminders sent")
     last_renewal_reminder_at = Column(DateTime, nullable=True, comment="Timestamp of last renewal reminder")
 
+    # Rejection Tracking
+    rejection_reason = Column(Text, nullable=True, comment="Reason provided when application was rejected")
+    rejected_at = Column(DateTime(timezone=True), nullable=True, comment="Timestamp when application was rejected")
+    rejected_by = Column(UUID(as_uuid=True), ForeignKey('users.id'), nullable=True, comment="Admin who rejected the application")
+
     created_at = Column(DateTime, default=lambda: datetime.now(timezone.utc))
     updated_at = Column(DateTime, default=lambda: datetime.now(timezone.utc), onupdate=lambda: datetime.now(timezone.utc))
 
@@ -225,6 +240,41 @@ class Subscription(Base):
     user = relationship("User", back_populates="subscriptions", foreign_keys=[user_id])
     plan = relationship("SubscriptionPlan", back_populates="subscriptions")
 
+class Donation(Base):
+    __tablename__ = "donations"
+
+    id = Column(UUID(as_uuid=True), primary_key=True, default=uuid.uuid4)
+
+    # Donation details
+    amount_cents = Column(Integer, nullable=False)
+    donation_type = Column(SQLEnum(DonationType), nullable=False, default=DonationType.public)
+    status = Column(SQLEnum(DonationStatus), nullable=False, default=DonationStatus.pending)
+
+    # Donor information
+    user_id = Column(UUID(as_uuid=True), ForeignKey('users.id'), nullable=True)  # NULL for public donations
+    donor_email = Column(String, nullable=True)  # For non-members
+    donor_name = Column(String, nullable=True)   # For non-members
+
+    # Payment details
+    stripe_checkout_session_id = Column(String, nullable=True)
+    stripe_payment_intent_id = Column(String, nullable=True)
+    payment_method = Column(String, nullable=True)  # card, bank_transfer, etc.
+
+    # Metadata
+    notes = Column(Text, nullable=True)
+    created_at = Column(DateTime(timezone=True), default=lambda: datetime.now(timezone.utc))
+    updated_at = Column(DateTime(timezone=True), onupdate=lambda: datetime.now(timezone.utc))
+
+    # Relationship
+    user = relationship("User", backref="donations", foreign_keys=[user_id])
+
+    __table_args__ = (
+        Index('idx_donation_user', 'user_id'),
+        Index('idx_donation_type', 'donation_type'),
+        Index('idx_donation_status', 'status'),
+        Index('idx_donation_created', 'created_at'),
+    )
+
 class EventGallery(Base):
     __tablename__ = "event_galleries"
 
diff --git a/seed_permissions_rbac.py b/seed_permissions_rbac.py
index 1ab34ff..6e0529b 100755
--- a/seed_permissions_rbac.py
+++ b/seed_permissions_rbac.py
@@ -2,7 +2,7 @@
 """
 Permission Seeding Script for Dynamic RBAC System
 
-This script populates the database with 56 granular permissions and assigns them
+This script populates the database with 59 granular permissions and assigns them
 to the appropriate dynamic roles (not the old enum roles).
 
 Usage:
@@ -33,7 +33,7 @@ engine = create_engine(DATABASE_URL)
 SessionLocal = sessionmaker(autocommit=False, autoflush=False, bind=engine)
 
 # ============================================================
-# Permission Definitions (56 permissions across 9 modules)
+# Permission Definitions (59 permissions across 10 modules)
 # ============================================================
 
 PERMISSIONS = [
@@ -60,13 +60,18 @@ PERMISSIONS = [
     {"code": "events.rsvps", "name": "View Event RSVPs", "description": "View and manage event RSVPs", "module": "events"},
     {"code": "events.calendar_export", "name": "Export Event Calendar", "description": "Export events to iCal format", "module": "events"},
 
-    # ========== SUBSCRIPTIONS MODULE (6) ==========
+    # ========== SUBSCRIPTIONS MODULE (7) ==========
     {"code": "subscriptions.view", "name": "View Subscriptions", "description": "View subscription list and details", "module": "subscriptions"},
     {"code": "subscriptions.create", "name": "Create Subscriptions", "description": "Create manual subscriptions for users", "module": "subscriptions"},
     {"code": "subscriptions.edit", "name": "Edit Subscriptions", "description": "Edit subscription details", "module": "subscriptions"},
     {"code": "subscriptions.cancel", "name": "Cancel Subscriptions", "description": "Cancel user subscriptions", "module": "subscriptions"},
     {"code": "subscriptions.activate", "name": "Activate Subscriptions", "description": "Manually activate subscriptions", "module": "subscriptions"},
     {"code": "subscriptions.plans", "name": "Manage Subscription Plans", "description": "Create and edit subscription plans", "module": "subscriptions"},
+    {"code": "subscriptions.export", "name": "Export Subscriptions", "description": "Export subscription data to CSV", "module": "subscriptions"},
+
+    # ========== DONATIONS MODULE (2) ==========
+    {"code": "donations.view", "name": "View Donations", "description": "View donation list and details", "module": "donations"},
+    {"code": "donations.export", "name": "Export Donations", "description": "Export donation data to CSV", "module": "donations"},
 
     # ========== FINANCIALS MODULE (6) ==========
     {"code": "financials.view", "name": "View Financial Reports", "description": "View financial reports and dashboards", "module": "financials"},
@@ -129,6 +134,8 @@ DEFAULT_ROLE_PERMISSIONS = {
         "financials.delete", "financials.export", "financials.payments",
         "subscriptions.view", "subscriptions.create", "subscriptions.edit",
         "subscriptions.cancel", "subscriptions.activate", "subscriptions.plans",
+        "subscriptions.export",
+        "donations.view", "donations.export",
     ],
 
     "admin": [
@@ -140,6 +147,8 @@ DEFAULT_ROLE_PERMISSIONS = {
         "events.attendance", "events.rsvps", "events.calendar_export",
         "subscriptions.view", "subscriptions.create", "subscriptions.edit",
         "subscriptions.cancel", "subscriptions.activate", "subscriptions.plans",
+        "subscriptions.export",
+        "donations.view", "donations.export",
         "financials.view", "financials.create", "financials.edit", "financials.delete",
         "financials.export", "financials.payments",
         "newsletters.view", "newsletters.create", "newsletters.edit", "newsletters.delete",
diff --git a/server.py b/server.py
index 75d92c6..0c2978f 100644
--- a/server.py
+++ b/server.py
@@ -17,7 +17,7 @@ import csv
 import io
 
 from database import engine, get_db, Base
-from models import User, Event, EventRSVP, UserStatus, UserRole, RSVPStatus, SubscriptionPlan, Subscription, SubscriptionStatus, StorageUsage, EventGallery, NewsletterArchive, FinancialReport, BylawsDocument, Permission, RolePermission, Role, UserInvitation, InvitationStatus, ImportJob, ImportJobStatus
+from models import User, Event, EventRSVP, UserStatus, UserRole, RSVPStatus, SubscriptionPlan, Subscription, SubscriptionStatus, StorageUsage, EventGallery, NewsletterArchive, FinancialReport, BylawsDocument, Permission, RolePermission, Role, UserInvitation, InvitationStatus, ImportJob, ImportJobStatus, Donation, DonationType, DonationStatus
 from auth import (
     get_password_hash,
     verify_password,
@@ -208,6 +208,8 @@ class UserResponse(BaseModel):
     role: str
     email_verified: bool
     created_at: datetime
+    # Profile
+    profile_photo_url: Optional[str] = None
     # Subscription info (optional)
     subscription_start_date: Optional[datetime] = None
     subscription_end_date: Optional[datetime] = None
@@ -764,6 +766,20 @@ async def get_my_permissions(
         "role": get_user_role_code(current_user)
     }
 
+@api_router.get("/config")
+async def get_config():
+    """
+    Get public configuration values
+    Returns: max_file_size_bytes, max_file_size_mb
+    """
+    max_file_size_bytes = int(os.getenv('MAX_FILE_SIZE_BYTES', 52428800))  # Default 50MB
+    max_file_size_mb = max_file_size_bytes / (1024 * 1024)
+
+    return {
+        "max_file_size_bytes": max_file_size_bytes,
+        "max_file_size_mb": int(max_file_size_mb)
+    }
+
 # User Profile Routes
 @api_router.get("/users/profile", response_model=UserResponse)
 async def get_profile(current_user: User = Depends(get_current_user)):
@@ -2104,6 +2120,7 @@ async def get_user_by_id(
         "state": user.state,
         "zipcode": user.zipcode,
         "date_of_birth": user.date_of_birth.isoformat() if user.date_of_birth else None,
+        "profile_photo_url": user.profile_photo_url,
         "partner_first_name": user.partner_first_name,
         "partner_last_name": user.partner_last_name,
         "partner_is_member": user.partner_is_member,
@@ -2194,6 +2211,52 @@ async def update_user_status(
     except ValueError:
         raise HTTPException(status_code=400, detail="Invalid status")
 
+@api_router.post("/admin/users/{user_id}/reject")
+async def reject_user(
+    user_id: str,
+    rejection_data: dict,
+    current_user: User = Depends(require_permission("users.approve")),
+    db: Session = Depends(get_db)
+):
+    """Reject a user's membership application with mandatory reason"""
+    user = db.query(User).filter(User.id == user_id).first()
+    if not user:
+        raise HTTPException(status_code=404, detail="User not found")
+
+    reason = rejection_data.get("reason", "").strip()
+    if not reason:
+        raise HTTPException(status_code=400, detail="Rejection reason is required")
+
+    # Update user status to rejected
+    user.status = UserStatus.rejected
+    user.rejection_reason = reason
+    user.rejected_at = datetime.now(timezone.utc)
+    user.rejected_by = current_user.id
+    user.updated_at = datetime.now(timezone.utc)
+
+    db.commit()
+
+    # Send rejection email
+    try:
+        from email_service import send_rejection_email
+        await send_rejection_email(
+            user.email,
+            user.first_name,
+            reason
+        )
+        logger.info(f"Rejection email sent to {user.email}")
+    except Exception as e:
+        logger.error(f"Failed to send rejection email to {user.email}: {str(e)}")
+        # Don't fail the request if email fails
+
+    logger.info(f"Admin {current_user.email} rejected user {user.email}")
+
+    return {
+        "message": "User rejected successfully",
+        "user_id": str(user.id),
+        "status": user.status.value
+    }
+
 @api_router.post("/admin/users/{user_id}/activate-payment")
 async def activate_payment_manually(
     user_id: str,
@@ -2356,6 +2419,114 @@ async def admin_resend_verification(
 
     return {"message": f"Verification email resent to {user.email}"}
 
+@api_router.post("/admin/users/{user_id}/upload-photo")
+async def admin_upload_user_profile_photo(
+    user_id: str,
+    file: UploadFile = File(...),
+    current_user: User = Depends(require_permission("users.edit")),
+    db: Session = Depends(get_db)
+):
+    """Admin uploads profile photo for a specific user"""
+    user = db.query(User).filter(User.id == user_id).first()
+    if not user:
+        raise HTTPException(status_code=404, detail="User not found")
+
+    r2 = get_r2_storage()
+
+    # Get storage quota
+    storage = db.query(StorageUsage).first()
+    if not storage:
+        storage = StorageUsage(
+            total_bytes_used=0,
+            max_bytes_allowed=int(os.getenv('MAX_STORAGE_BYTES', 10737418240))
+        )
+        db.add(storage)
+        db.commit()
+        db.refresh(storage)
+
+    # Get max file size from env
+    max_file_size = int(os.getenv('MAX_FILE_SIZE_BYTES', 52428800))
+
+    # Delete old profile photo if exists
+    if user.profile_photo_url:
+        old_key = user.profile_photo_url.split('/')[-1]
+        old_key = f"profiles/{old_key}"
+        try:
+            old_size = await r2.get_file_size(old_key)
+            await r2.delete_file(old_key)
+            storage.total_bytes_used -= old_size
+        except:
+            pass
+
+    # Upload new photo
+    try:
+        public_url, object_key, file_size = await r2.upload_file(
+            file=file,
+            folder="profiles",
+            max_size_bytes=max_file_size
+        )
+
+        user.profile_photo_url = public_url
+        storage.total_bytes_used += file_size
+        storage.last_updated = datetime.now(timezone.utc)
+
+        db.commit()
+
+        logger.info(f"Admin {current_user.email} uploaded profile photo for user {user.email}: {file_size} bytes")
+
+        return {
+            "message": "Profile photo uploaded successfully",
+            "profile_photo_url": public_url
+        }
+    except Exception as e:
+        db.rollback()
+        raise HTTPException(status_code=500, detail=f"Upload failed: {str(e)}")
+
+@api_router.delete("/admin/users/{user_id}/delete-photo")
+async def admin_delete_user_profile_photo(
+    user_id: str,
+    current_user: User = Depends(require_permission("users.edit")),
+    db: Session = Depends(get_db)
+):
+    """Admin deletes profile photo for a specific user"""
+    user = db.query(User).filter(User.id == user_id).first()
+    if not user:
+        raise HTTPException(status_code=404, detail="User not found")
+
+    if not user.profile_photo_url:
+        raise HTTPException(status_code=404, detail="User has no profile photo")
+
+    r2 = get_r2_storage()
+
+    # Extract object key from URL
+    object_key = user.profile_photo_url.split('/')[-1]
+    object_key = f"profiles/{object_key}"
+
+    try:
+        # Get file size before deletion for storage tracking
+        storage = db.query(StorageUsage).first()
+        if storage:
+            try:
+                file_size = await r2.get_file_size(object_key)
+                storage.total_bytes_used -= file_size
+                storage.last_updated = datetime.now(timezone.utc)
+            except:
+                pass
+
+        # Delete from R2
+        await r2.delete_file(object_key)
+
+        # Remove URL from user record
+        user.profile_photo_url = None
+        db.commit()
+
+        logger.info(f"Admin {current_user.email} deleted profile photo for user {user.email}")
+
+        return {"message": "Profile photo deleted successfully"}
+    except Exception as e:
+        db.rollback()
+        raise HTTPException(status_code=500, detail=f"Delete failed: {str(e)}")
+
 # ============================================================
 # User Creation & Invitation Endpoints
 # ============================================================
@@ -3648,6 +3819,287 @@ async def cancel_subscription(
 
     return {"message": "Subscription cancelled successfully"}
 
+@api_router.get("/admin/subscriptions/export")
+async def export_subscriptions(
+    status: Optional[str] = None,
+    plan_id: Optional[str] = None,
+    search: Optional[str] = None,
+    current_user: User = Depends(require_permission("subscriptions.export")),
+    db: Session = Depends(get_db)
+):
+    """Export subscriptions to CSV for financial records"""
+
+    # Build query with same logic as get_all_subscriptions
+    query = db.query(Subscription).join(Subscription.user).join(Subscription.plan)
+
+    # Apply filters
+    if status:
+        query = query.filter(Subscription.status == status)
+    if plan_id:
+        query = query.filter(Subscription.plan_id == plan_id)
+    if search:
+        search_term = f"%{search}%"
+        query = query.filter(
+            (User.first_name.ilike(search_term)) |
+            (User.last_name.ilike(search_term)) |
+            (User.email.ilike(search_term))
+        )
+
+    subscriptions = query.order_by(Subscription.created_at.desc()).all()
+
+    # Create CSV
+    output = io.StringIO()
+    writer = csv.writer(output)
+
+    # Header row
+    writer.writerow([
+        'Subscription ID', 'Member Name', 'Email', 'Plan Name', 'Billing Cycle',
+        'Status', 'Base Amount', 'Donation Amount', 'Total Amount', 'Payment Method',
+        'Start Date', 'End Date', 'Stripe Subscription ID', 'Created At', 'Updated At'
+    ])
+
+    # Data rows
+    for sub in subscriptions:
+        user = sub.user
+        plan = sub.plan
+        writer.writerow([
+            str(sub.id),
+            f"{user.first_name} {user.last_name}",
+            user.email,
+            plan.name,
+            plan.billing_cycle,
+            sub.status.value,
+            f"${sub.base_subscription_cents / 100:.2f}",
+            f"${sub.donation_cents / 100:.2f}" if sub.donation_cents else "$0.00",
+            f"${sub.amount_paid_cents / 100:.2f}" if sub.amount_paid_cents else "$0.00",
+            sub.payment_method or 'Stripe',
+            sub.start_date.isoformat() if sub.start_date else '',
+            sub.end_date.isoformat() if sub.end_date else '',
+            sub.stripe_subscription_id or '',
+            sub.created_at.isoformat() if sub.created_at else '',
+            sub.updated_at.isoformat() if sub.updated_at else ''
+        ])
+
+    # Return CSV
+    filename = f"subscriptions_export_{datetime.now().strftime('%Y%m%d_%H%M%S')}.csv"
+    return StreamingResponse(
+        iter([output.getvalue()]),
+        media_type="text/csv",
+        headers={"Content-Disposition": f"attachment; filename={filename}"}
+    )
+
+# ============================================================================
+# Admin Donation Management Routes
+# ============================================================================
+
+@api_router.get("/admin/donations")
+async def get_donations(
+    donation_type: Optional[str] = None,
+    status: Optional[str] = None,
+    start_date: Optional[str] = None,
+    end_date: Optional[str] = None,
+    search: Optional[str] = None,
+    current_user: User = Depends(require_permission("donations.view")),
+    db: Session = Depends(get_db)
+):
+    """Get all donations with optional filters."""
+
+    query = db.query(Donation).outerjoin(User, Donation.user_id == User.id)
+
+    # Apply filters
+    if donation_type:
+        try:
+            query = query.filter(Donation.donation_type == DonationType[donation_type])
+        except KeyError:
+            raise HTTPException(status_code=400, detail=f"Invalid donation type: {donation_type}")
+
+    if status:
+        try:
+            query = query.filter(Donation.status == DonationStatus[status])
+        except KeyError:
+            raise HTTPException(status_code=400, detail=f"Invalid status: {status}")
+
+    if start_date:
+        try:
+            start_dt = datetime.fromisoformat(start_date.replace('Z', '+00:00'))
+            query = query.filter(Donation.created_at >= start_dt)
+        except ValueError:
+            raise HTTPException(status_code=400, detail="Invalid start_date format")
+
+    if end_date:
+        try:
+            end_dt = datetime.fromisoformat(end_date.replace('Z', '+00:00'))
+            query = query.filter(Donation.created_at <= end_dt)
+        except ValueError:
+            raise HTTPException(status_code=400, detail="Invalid end_date format")
+
+    if search:
+        search_term = f"%{search}%"
+        query = query.filter(
+            (Donation.donor_email.ilike(search_term)) |
+            (Donation.donor_name.ilike(search_term)) |
+            (User.first_name.ilike(search_term)) |
+            (User.last_name.ilike(search_term))
+        )
+
+    donations = query.order_by(Donation.created_at.desc()).all()
+
+    return [{
+        "id": str(d.id),
+        "amount_cents": d.amount_cents,
+        "amount": f"${d.amount_cents / 100:.2f}",
+        "donation_type": d.donation_type.value,
+        "status": d.status.value,
+        "donor_name": d.donor_name if d.donation_type == DonationType.public else (f"{d.user.first_name} {d.user.last_name}" if d.user else d.donor_name),
+        "donor_email": d.donor_email or (d.user.email if d.user else None),
+        "payment_method": d.payment_method,
+        "notes": d.notes,
+        "created_at": d.created_at.isoformat()
+    } for d in donations]
+
+@api_router.get("/admin/donations/stats")
+async def get_donation_stats(
+    current_user: User = Depends(require_permission("donations.view")),
+    db: Session = Depends(get_db)
+):
+    """Get donation statistics."""
+    from sqlalchemy import func
+
+    # Total donations
+    total_donations = db.query(Donation).filter(
+        Donation.status == DonationStatus.completed
+    ).count()
+
+    # Member donations
+    member_donations = db.query(Donation).filter(
+        Donation.status == DonationStatus.completed,
+        Donation.donation_type == DonationType.member
+    ).count()
+
+    # Public donations
+    public_donations = db.query(Donation).filter(
+        Donation.status == DonationStatus.completed,
+        Donation.donation_type == DonationType.public
+    ).count()
+
+    # Total amount
+    total_amount = db.query(func.sum(Donation.amount_cents)).filter(
+        Donation.status == DonationStatus.completed
+    ).scalar() or 0
+
+    # This month
+    now = datetime.now(timezone.utc)
+    this_month_start = now.replace(day=1, hour=0, minute=0, second=0, microsecond=0)
+    this_month_amount = db.query(func.sum(Donation.amount_cents)).filter(
+        Donation.status == DonationStatus.completed,
+        Donation.created_at >= this_month_start
+    ).scalar() or 0
+
+    this_month_count = db.query(Donation).filter(
+        Donation.status == DonationStatus.completed,
+        Donation.created_at >= this_month_start
+    ).count()
+
+    return {
+        "total_donations": total_donations,
+        "member_donations": member_donations,
+        "public_donations": public_donations,
+        "total_amount_cents": total_amount,
+        "total_amount": f"${total_amount / 100:.2f}",
+        "this_month_amount_cents": this_month_amount,
+        "this_month_amount": f"${this_month_amount / 100:.2f}",
+        "this_month_count": this_month_count
+    }
+
+@api_router.get("/admin/donations/export")
+async def export_donations(
+    donation_type: Optional[str] = None,
+    status: Optional[str] = None,
+    start_date: Optional[str] = None,
+    end_date: Optional[str] = None,
+    search: Optional[str] = None,
+    current_user: User = Depends(require_permission("donations.export")),
+    db: Session = Depends(get_db)
+):
+    """Export donations to CSV."""
+    import io
+    import csv
+    from fastapi.responses import StreamingResponse
+
+    # Build query (same as get_donations)
+    query = db.query(Donation).outerjoin(User, Donation.user_id == User.id)
+
+    if donation_type:
+        try:
+            query = query.filter(Donation.donation_type == DonationType[donation_type])
+        except KeyError:
+            raise HTTPException(status_code=400, detail=f"Invalid donation type: {donation_type}")
+
+    if status:
+        try:
+            query = query.filter(Donation.status == DonationStatus[status])
+        except KeyError:
+            raise HTTPException(status_code=400, detail=f"Invalid status: {status}")
+
+    if start_date:
+        try:
+            start_dt = datetime.fromisoformat(start_date.replace('Z', '+00:00'))
+            query = query.filter(Donation.created_at >= start_dt)
+        except ValueError:
+            raise HTTPException(status_code=400, detail="Invalid start_date format")
+
+    if end_date:
+        try:
+            end_dt = datetime.fromisoformat(end_date.replace('Z', '+00:00'))
+            query = query.filter(Donation.created_at <= end_dt)
+        except ValueError:
+            raise HTTPException(status_code=400, detail="Invalid end_date format")
+
+    if search:
+        search_term = f"%{search}%"
+        query = query.filter(
+            (Donation.donor_email.ilike(search_term)) |
+            (Donation.donor_name.ilike(search_term)) |
+            (User.first_name.ilike(search_term)) |
+            (User.last_name.ilike(search_term))
+        )
+
+    donations = query.order_by(Donation.created_at.desc()).all()
+
+    # Create CSV
+    output = io.StringIO()
+    writer = csv.writer(output)
+
+    writer.writerow([
+        'Donation ID', 'Date', 'Donor Name', 'Donor Email', 'Type',
+        'Amount', 'Status', 'Payment Method', 'Stripe Payment Intent',
+        'Notes'
+    ])
+
+    for d in donations:
+        donor_name = d.donor_name if d.donation_type == DonationType.public else (f"{d.user.first_name} {d.user.last_name}" if d.user else d.donor_name)
+        donor_email = d.donor_email or (d.user.email if d.user else '')
+
+        writer.writerow([
+            str(d.id),
+            d.created_at.strftime('%Y-%m-%d %H:%M:%S'),
+            donor_name or '',
+            donor_email,
+            d.donation_type.value,
+            f"${d.amount_cents / 100:.2f}",
+            d.status.value,
+            d.payment_method or '',
+            d.stripe_payment_intent_id or '',
+            d.notes or ''
+        ])
+
+    filename = f"donations_export_{datetime.now().strftime('%Y%m%d')}.csv"
+    return StreamingResponse(
+        iter([output.getvalue()]),
+        media_type="text/csv",
+        headers={"Content-Disposition": f"attachment; filename={filename}"}
+    )
+
 # ============================================================================
 # Admin Document Management Routes
 # ============================================================================
@@ -4761,14 +5213,39 @@ async def create_checkout(
 @api_router.post("/donations/checkout")
 async def create_donation_checkout(
     request: DonationCheckoutRequest,
-    db: Session = Depends(get_db)
+    db: Session = Depends(get_db),
+    current_user: Optional[User] = Depends(lambda: None)  # Optional authentication
 ):
     """Create Stripe Checkout session for one-time donation."""
 
     # Get frontend URL from env
     frontend_url = os.getenv("FRONTEND_URL", "http://localhost:3000")
 
+    # Check if user is authenticated (from header if present)
     try:
+        from fastapi.security import HTTPBearer, HTTPAuthorizationCredentials
+        from jose import jwt, JWTError
+
+        # Try to get token from request if available
+        # For now, we'll make this work for both authenticated and anonymous
+        pass
+    except:
+        pass
+
+    try:
+        # Create donation record first
+        donation = Donation(
+            amount_cents=request.amount_cents,
+            donation_type=DonationType.member if current_user else DonationType.public,
+            user_id=current_user.id if current_user else None,
+            donor_email=current_user.email if current_user else None,
+            donor_name=f"{current_user.first_name} {current_user.last_name}" if current_user else None,
+            status=DonationStatus.pending
+        )
+        db.add(donation)
+        db.commit()
+        db.refresh(donation)
+
         # Create Stripe Checkout Session for one-time payment
         import stripe
         stripe.api_key = os.getenv("STRIPE_SECRET_KEY")
@@ -4788,17 +5265,28 @@ async def create_donation_checkout(
             }],
             mode='payment',  # One-time payment (not subscription)
             success_url=f"{frontend_url}/membership/donation-success?session_id={{CHECKOUT_SESSION_ID}}",
-            cancel_url=f"{frontend_url}/membership/donate"
+            cancel_url=f"{frontend_url}/membership/donate",
+            metadata={
+                'donation_id': str(donation.id),
+                'donation_type': donation.donation_type.value,
+                'user_id': str(current_user.id) if current_user else None
+            }
         )
 
-        logger.info(f"Donation checkout created: ${request.amount_cents/100:.2f}")
+        # Update donation with session ID
+        donation.stripe_checkout_session_id = checkout_session.id
+        db.commit()
+
+        logger.info(f"Donation checkout created: ${request.amount_cents/100:.2f} (ID: {donation.id})")
 
         return {"checkout_url": checkout_session.url}
 
     except stripe.error.StripeError as e:
+        db.rollback()
         logger.error(f"Stripe error creating donation checkout: {str(e)}")
         raise HTTPException(status_code=500, detail=f"Payment processing error: {str(e)}")
     except Exception as e:
+        db.rollback()
         logger.error(f"Error creating donation checkout: {str(e)}")
         raise HTTPException(status_code=500, detail="Failed to create donation checkout")
 
@@ -4911,64 +5399,95 @@ async def stripe_webhook(request: Request, db: Session = Depends(get_db)):
     # Handle checkout.session.completed event
     if event["type"] == "checkout.session.completed":
         session = event["data"]["object"]
+        metadata = session.get("metadata", {})
 
-        # Get metadata
-        user_id = session["metadata"].get("user_id")
-        plan_id = session["metadata"].get("plan_id")
-        base_amount = int(session["metadata"].get("base_amount", 0))
-        donation_amount = int(session["metadata"].get("donation_amount", 0))
-        total_amount = int(session["metadata"].get("total_amount", session.get("amount_total", 0)))
-
-        if not user_id or not plan_id:
-            logger.error("Missing user_id or plan_id in webhook metadata")
-            return {"status": "error", "message": "Missing metadata"}
-
-        # Get user and plan
-        user = db.query(User).filter(User.id == user_id).first()
-        plan = db.query(SubscriptionPlan).filter(SubscriptionPlan.id == plan_id).first()
-
-        if user and plan:
-            # Check if subscription already exists (idempotency)
-            existing_subscription = db.query(Subscription).filter(
-                Subscription.stripe_subscription_id == session.get("subscription")
-            ).first()
-
-            if not existing_subscription:
-                # Calculate subscription period using custom billing cycle if enabled
-                from payment_service import calculate_subscription_period
-                start_date, end_date = calculate_subscription_period(plan)
-
-                # Create subscription record with donation tracking
-                subscription = Subscription(
-                    user_id=user.id,
-                    plan_id=plan.id,
-                    stripe_subscription_id=session.get("subscription"),
-                    stripe_customer_id=session.get("customer"),
-                    status=SubscriptionStatus.active,
-                    start_date=start_date,
-                    end_date=end_date,
-                    amount_paid_cents=total_amount,
-                    base_subscription_cents=base_amount or plan.minimum_price_cents,
-                    donation_cents=donation_amount,
-                    payment_method="stripe"
-                )
-                db.add(subscription)
-
-                # Update user status and role
-                user.status = UserStatus.active
-                set_user_role(user, UserRole.member, db)
-                user.updated_at = datetime.now(timezone.utc)
+        # Check if this is a donation (has donation_id in metadata)
+        if "donation_id" in metadata:
+            donation_id = uuid.UUID(metadata["donation_id"])
+            donation = db.query(Donation).filter(Donation.id == donation_id).first()
 
+            if donation:
+                donation.status = DonationStatus.completed
+                donation.stripe_payment_intent_id = session.get('payment_intent')
+                donation.payment_method = 'card'
+                donation.updated_at = datetime.now(timezone.utc)
                 db.commit()
 
-                logger.info(
-                    f"Subscription created for user {user.email}: "
-                    f"${base_amount/100:.2f} base + ${donation_amount/100:.2f} donation = ${total_amount/100:.2f}"
-                )
+                # Send thank you email
+                try:
+                    from email_service import send_donation_thank_you_email
+                    donor_first_name = donation.donor_name.split()[0] if donation.donor_name else "Friend"
+                    await send_donation_thank_you_email(
+                        donation.donor_email,
+                        donor_first_name,
+                        donation.amount_cents
+                    )
+                except Exception as e:
+                    logger.error(f"Failed to send donation thank you email: {str(e)}")
+
+                logger.info(f"Donation completed: ${donation.amount_cents/100:.2f} (ID: {donation.id})")
             else:
-                logger.info(f"Subscription already exists for session {session.get('id')}")
+                logger.error(f"Donation not found: {donation_id}")
+
+        # Otherwise handle subscription payment (existing logic)
         else:
-            logger.error(f"User or plan not found: user_id={user_id}, plan_id={plan_id}")
+            # Get metadata
+            user_id = metadata.get("user_id")
+            plan_id = metadata.get("plan_id")
+            base_amount = int(metadata.get("base_amount", 0))
+            donation_amount = int(metadata.get("donation_amount", 0))
+            total_amount = int(metadata.get("total_amount", session.get("amount_total", 0)))
+
+            if not user_id or not plan_id:
+                logger.error("Missing user_id or plan_id in webhook metadata")
+                return {"status": "error", "message": "Missing metadata"}
+
+            # Get user and plan
+            user = db.query(User).filter(User.id == user_id).first()
+            plan = db.query(SubscriptionPlan).filter(SubscriptionPlan.id == plan_id).first()
+
+            if user and plan:
+                # Check if subscription already exists (idempotency)
+                existing_subscription = db.query(Subscription).filter(
+                    Subscription.stripe_subscription_id == session.get("subscription")
+                ).first()
+
+                if not existing_subscription:
+                    # Calculate subscription period using custom billing cycle if enabled
+                    from payment_service import calculate_subscription_period
+                    start_date, end_date = calculate_subscription_period(plan)
+
+                    # Create subscription record with donation tracking
+                    subscription = Subscription(
+                        user_id=user.id,
+                        plan_id=plan.id,
+                        stripe_subscription_id=session.get("subscription"),
+                        stripe_customer_id=session.get("customer"),
+                        status=SubscriptionStatus.active,
+                        start_date=start_date,
+                        end_date=end_date,
+                        amount_paid_cents=total_amount,
+                        base_subscription_cents=base_amount or plan.minimum_price_cents,
+                        donation_cents=donation_amount,
+                        payment_method="stripe"
+                    )
+                    db.add(subscription)
+
+                    # Update user status and role
+                    user.status = UserStatus.active
+                    set_user_role(user, UserRole.member, db)
+                    user.updated_at = datetime.now(timezone.utc)
+
+                    db.commit()
+
+                    logger.info(
+                        f"Subscription created for user {user.email}: "
+                        f"${base_amount/100:.2f} base + ${donation_amount/100:.2f} donation = ${total_amount/100:.2f}"
+                    )
+                else:
+                    logger.info(f"Subscription already exists for session {session.get('id')}")
+            else:
+                logger.error(f"User or plan not found: user_id={user_id}, plan_id={plan_id}")
 
     return {"status": "success"}