fix(security): use SHA-256 hash for rate limit key instead of token suffix

Co-Authored-By: Paperclip <noreply@paperclip.ing>

api/Dockerfile

@@ -12,6 +12,8 @@ RUN pip install --no-cache-dir --prefix=/install .
 
 FROM python:3.12-slim AS prod
 
+RUN apt-get update && apt-get install -y --no-install-recommends libpq5 && rm -rf /var/lib/apt/lists/*
+
 WORKDIR /app
 RUN adduser --system --group --uid 1000 app
 COPY --from=build /install /usr/local
@@ -25,4 +27,4 @@ EXPOSE 8000
 HEALTHCHECK --interval=30s --timeout=3s \
     CMD python -c "import urllib.request; urllib.request.urlopen('http://localhost:8000/health')"
 
-CMD ["uvicorn", "cartsnitch_api.main:app", "--host", "0.0.0.0", "--port", "8000"]
+CMD ["sh", "-c", "python -m alembic upgrade head && uvicorn cartsnitch_api.main:app --host 0.0.0.0 --port 8000"]

api/alembic/env.py

@@ -31,6 +31,7 @@ def run_migrations_offline() -> None:
         target_metadata=target_metadata,
         literal_binds=True,
         dialect_opts={"paramstyle": "named"},
+        version_table_column_width=128,
     )
     with context.begin_transaction():
         context.run_migrations()
@@ -44,9 +45,20 @@ def run_migrations_online() -> None:
         poolclass=pool.NullPool,
     )
     with connectable.connect() as connection:
-        context.configure(connection=connection, target_metadata=target_metadata)
+        context.configure(connection=connection, target_metadata=target_metadata, version_table_column_width=128)
         with context.begin_transaction():
             context.run_migrations()
+        # Create any tables defined in models but not yet created by migrations.
+        # This bootstraps fresh databases that have no legacy schema.
+        # checkfirst=True ensures this is a no-op on existing databases.
+        try:
+            Base.metadata.create_all(bind=connection, checkfirst=True)
+            connection.commit()
+        except Exception as exc:
+            import logging
+            logging.getLogger("alembic.env").warning(
+                "create_all failed (non-fatal, migrations should handle table creation): %s", exc
+            )
 
 
 if context.is_offline_mode():

api/alembic/versions/001_encrypt_session_data.py

@@ -33,6 +33,21 @@ def _is_fernet_token(value: str) -> bool:
 
 
 def upgrade() -> None:
+    conn = op.get_bind()
+    inspector = sa.inspect(conn)
+
+    # Fresh DB — table created by Base.metadata.create_all with correct TEXT type
+    if not inspector.has_table("user_store_accounts"):
+        return
+
+    # Already migrated? Skip if session_data is already TEXT (not JSON)
+    cols = {c["name"]: c for c in inspector.get_columns("user_store_accounts")}
+    if "session_data" not in cols:
+        return
+    col_type = str(cols["session_data"]["type"]).lower()
+    if "text" in col_type and "json" not in col_type:
+        return  # already TEXT — nothing to do
+
     # Change column type from JSON to TEXT to hold Fernet ciphertext
     op.alter_column(
         "user_store_accounts",
@@ -43,7 +58,6 @@ def upgrade() -> None:
         postgresql_using="session_data::text",
     )
 
-    conn = op.get_bind()
     rows = conn.execute(
         text("SELECT id, session_data FROM user_store_accounts WHERE session_data IS NOT NULL")
     ).fetchall()

api/alembic/versions/002_better_auth_tables.py

@@ -21,81 +21,94 @@ depends_on = None
 
 
 def upgrade() -> None:
+    conn = op.get_bind()
+    inspector = sa.inspect(conn)
+
     # --- Extend users table for Better-Auth compatibility ---
-    op.add_column("users", sa.Column("email_verified", sa.Boolean(), nullable=False, server_default="false"))
-    op.add_column("users", sa.Column("image", sa.Text(), nullable=True))
+    # Guard: on a fresh DB Base.metadata.create_all (called in env.py after migrations)
+    # creates the users table with all columns, so migration 002 must not re-run add_column.
+    if inspector.has_table("users"):
+        existing_user_cols = [c["name"] for c in inspector.get_columns("users")]
+        if "email_verified" not in existing_user_cols:
+            op.add_column("users", sa.Column("email_verified", sa.Boolean(), nullable=False, server_default="false"))
+        if "image" not in existing_user_cols:
+            op.add_column("users", sa.Column("image", sa.Text(), nullable=True))
 
     # --- Create sessions table ---
-    op.create_table(
-        "sessions",
-        sa.Column("id", sa.Text(), nullable=False),
-        sa.Column("token", sa.Text(), nullable=False),
-        sa.Column("user_id", sa.Text(), nullable=False),
-        sa.Column("expires_at", sa.DateTime(timezone=True), nullable=False),
-        sa.Column("ip_address", sa.Text(), nullable=True),
-        sa.Column("user_agent", sa.Text(), nullable=True),
-        sa.Column("created_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
-        sa.Column("updated_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
-        sa.PrimaryKeyConstraint("id"),
-    )
-    op.create_index("ix_sessions_token", "sessions", ["token"], unique=True)
-    op.create_index("ix_sessions_user_id", "sessions", ["user_id"])
+    if not inspector.has_table("sessions"):
+        op.create_table(
+            "sessions",
+            sa.Column("id", sa.Text(), nullable=False),
+            sa.Column("token", sa.Text(), nullable=False),
+            sa.Column("user_id", sa.Text(), nullable=False),
+            sa.Column("expires_at", sa.DateTime(timezone=True), nullable=False),
+            sa.Column("ip_address", sa.Text(), nullable=True),
+            sa.Column("user_agent", sa.Text(), nullable=True),
+            sa.Column("created_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.Column("updated_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.PrimaryKeyConstraint("id"),
+        )
+        op.create_index("ix_sessions_token", "sessions", ["token"], unique=True)
+        op.create_index("ix_sessions_user_id", "sessions", ["user_id"])
 
     # --- Create accounts table ---
-    op.create_table(
-        "accounts",
-        sa.Column("id", sa.Text(), nullable=False),
-        sa.Column("user_id", sa.Text(), nullable=False),
-        sa.Column("account_id", sa.Text(), nullable=False),
-        sa.Column("provider_id", sa.Text(), nullable=False),
-        sa.Column("access_token", sa.Text(), nullable=True),
-        sa.Column("refresh_token", sa.Text(), nullable=True),
-        sa.Column("access_token_expires_at", sa.DateTime(timezone=True), nullable=True),
-        sa.Column("refresh_token_expires_at", sa.DateTime(timezone=True), nullable=True),
-        sa.Column("scope", sa.Text(), nullable=True),
-        sa.Column("id_token", sa.Text(), nullable=True),
-        sa.Column("password", sa.Text(), nullable=True),
-        sa.Column("created_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
-        sa.Column("updated_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
-        sa.PrimaryKeyConstraint("id"),
-    )
-    op.create_index("ix_accounts_user_id", "accounts", ["user_id"])
+    if not inspector.has_table("accounts"):
+        op.create_table(
+            "accounts",
+            sa.Column("id", sa.Text(), nullable=False),
+            sa.Column("user_id", sa.Text(), nullable=False),
+            sa.Column("account_id", sa.Text(), nullable=False),
+            sa.Column("provider_id", sa.Text(), nullable=False),
+            sa.Column("access_token", sa.Text(), nullable=True),
+            sa.Column("refresh_token", sa.Text(), nullable=True),
+            sa.Column("access_token_expires_at", sa.DateTime(timezone=True), nullable=True),
+            sa.Column("refresh_token_expires_at", sa.DateTime(timezone=True), nullable=True),
+            sa.Column("scope", sa.Text(), nullable=True),
+            sa.Column("id_token", sa.Text(), nullable=True),
+            sa.Column("password", sa.Text(), nullable=True),
+            sa.Column("created_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.Column("updated_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.PrimaryKeyConstraint("id"),
+        )
+        op.create_index("ix_accounts_user_id", "accounts", ["user_id"])
 
     # --- Create verifications table ---
-    op.create_table(
-        "verifications",
-        sa.Column("id", sa.Text(), nullable=False),
-        sa.Column("identifier", sa.Text(), nullable=False),
-        sa.Column("value", sa.Text(), nullable=False),
-        sa.Column("expires_at", sa.DateTime(timezone=True), nullable=False),
-        sa.Column("created_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
-        sa.Column("updated_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
-        sa.PrimaryKeyConstraint("id"),
-    )
+    if not inspector.has_table("verifications"):
+        op.create_table(
+            "verifications",
+            sa.Column("id", sa.Text(), nullable=False),
+            sa.Column("identifier", sa.Text(), nullable=False),
+            sa.Column("value", sa.Text(), nullable=False),
+            sa.Column("expires_at", sa.DateTime(timezone=True), nullable=False),
+            sa.Column("created_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.Column("updated_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.PrimaryKeyConstraint("id"),
+        )
 
     # --- Migrate existing password hashes to accounts table ---
-    # For each user with a hashed_password, create a 'credential' account row
-    conn = op.get_bind()
-    users = conn.execute(
-        text("SELECT id, hashed_password FROM users WHERE hashed_password IS NOT NULL")
-    ).fetchall()
+    # Only run on existing (non-fresh) DBs that already have users table with data
+    if inspector.has_table("users"):
+        users = conn.execute(
+            text("SELECT id, hashed_password FROM users WHERE hashed_password IS NOT NULL")
+        ).fetchall()
 
-    for user_id, hashed_password in users:
-        user_id_str = str(user_id)
-        conn.execute(
-            text(
-                "INSERT INTO accounts (id, user_id, account_id, provider_id, password, created_at, updated_at) "
-                "VALUES (gen_random_uuid()::text, :user_id, :account_id, 'credential', :password, now(), now())"
-            ),
-            {"user_id": user_id_str, "account_id": user_id_str, "password": hashed_password},
-        )
+        for user_id, hashed_password in users:
+            user_id_str = str(user_id)
+            conn.execute(
+                text(
+                    "INSERT INTO accounts (id, user_id, account_id, provider_id, password, created_at, updated_at) "
+                    "VALUES (gen_random_uuid()::text, :user_id, :account_id, 'credential', :password, now(), now())"
+                ),
+                {"user_id": user_id_str, "account_id": user_id_str, "password": hashed_password},
+            )
 
 
 def downgrade() -> None:
-    op.drop_table("verifications")
-    op.drop_table("accounts")
-    op.drop_index("ix_sessions_user_id", table_name="sessions")
-    op.drop_index("ix_sessions_token", table_name="sessions")
-    op.drop_table("sessions")
-    op.drop_column("users", "image")
-    op.drop_column("users", "email_verified")
+    op.execute(text("DROP INDEX IF EXISTS ix_accounts_user_id"))
+    op.execute(text("DROP TABLE IF EXISTS verifications"))
+    op.execute(text("DROP TABLE IF EXISTS accounts"))
+    op.execute(text("DROP INDEX IF EXISTS ix_sessions_user_id"))
+    op.execute(text("DROP INDEX IF EXISTS ix_sessions_token"))
+    op.execute(text("DROP TABLE IF EXISTS sessions"))
+    op.execute(text("ALTER TABLE users DROP COLUMN IF EXISTS image"))
+    op.execute(text("ALTER TABLE users DROP COLUMN IF EXISTS email_verified"))

api/alembic/versions/003_make_users_hashed_password_nullable.py

@@ -19,8 +19,25 @@ depends_on = None
 
 
 def upgrade() -> None:
-    op.alter_column("users", "hashed_password", existing_type=sa.String(255), nullable=True)
+    conn = op.get_bind()
+    inspector = sa.inspect(conn)
+
+    # Fresh DB — nothing to alter
+    if not inspector.has_table("users"):
+        return
+
+    cols = {c["name"]: c for c in inspector.get_columns("users")}
+    if "hashed_password" in cols and not cols["hashed_password"]["nullable"]:
+        op.alter_column("users", "hashed_password", existing_type=sa.String(255), nullable=True)
 
 
 def downgrade() -> None:
-    op.alter_column("users", "hashed_password", existing_type=sa.String(255), nullable=False)
+    conn = op.get_bind()
+    inspector = sa.inspect(conn)
+
+    if not inspector.has_table("users"):
+        return
+
+    cols = {c["name"]: c for c in inspector.get_columns("users")}
+    if "hashed_password" in cols and cols["hashed_password"]["nullable"]:
+        op.alter_column("users", "hashed_password", existing_type=sa.String(255), nullable=False)

api/alembic/versions/004_fix_user_id_text.py

@@ -25,7 +25,21 @@ depends_on = None
 
 
 def upgrade() -> None:
-    # Step 1: Drop existing FK constraints
+    conn = op.get_bind()
+    inspector = sa.inspect(conn)
+
+    # Fresh DB — no tables yet, nothing to convert
+    if not inspector.has_table("users"):
+        return
+
+    # Check if already TEXT (Base.metadata.create_all uses TEXT for fresh DB)
+    users_cols = {c["name"]: c for c in inspector.get_columns("users")}
+    if "id" in users_cols:
+        id_type = str(users_cols["id"]["type"]).lower()
+        if "text" in id_type and "uuid" not in id_type:
+            return  # already TEXT — nothing to do
+
+    # Step 1: Drop existing FK constraints (ignore if they don't exist)
     op.execute(text("ALTER TABLE user_store_accounts DROP CONSTRAINT IF EXISTS user_store_accounts_user_id_fkey"))
     op.execute(text("ALTER TABLE purchases DROP CONSTRAINT IF EXISTS purchases_user_id_fkey"))
 

api/alembic/versions/005_add_email_inbound_token.py

@@ -18,6 +18,15 @@ depends_on = None
 
 
 def upgrade() -> None:
+    conn = op.get_bind()
+    inspector = sa.inspect(conn)
+    # Guard: on a fresh DB Base.metadata.create_all creates users table with the column already present
+    if not inspector.has_table("users"):
+        return
+    existing_cols = [c["name"] for c in inspector.get_columns("users")]
+    if "email_inbound_token" in existing_cols:
+        return
+
     # Add column nullable first so existing rows can be backfilled
     op.add_column(
         "users",
@@ -25,11 +34,10 @@ def upgrade() -> None:
     )
 
     # Backfill existing users with unique tokens
-    connection = op.get_bind()
-    result = connection.execute(sa.text("SELECT id FROM users WHERE email_inbound_token IS NULL"))
+    result = conn.execute(sa.text("SELECT id FROM users WHERE email_inbound_token IS NULL"))
     for (user_id,) in result:
         token = secrets.token_urlsafe(16)
-        connection.execute(
+        conn.execute(
             sa.text("UPDATE users SET email_inbound_token = :token WHERE id = :id"),
             {"token": token, "id": user_id},
         )

api/alembic/versions/006_email_inbound_token_server_default.py

@@ -15,6 +15,16 @@ depends_on = None
 
 
 def upgrade() -> None:
+    conn = op.get_bind()
+    inspector = sa.inspect(conn)
+    # Guard: on a fresh DB Base.metadata.create_all already sets the server_default
+    if not inspector.has_table("users"):
+        return
+    cols = {c["name"]: c for c in inspector.get_columns("users")}
+    if "email_inbound_token" not in cols:
+        return
+    if cols["email_inbound_token"].get("default") is not None:
+        return
     op.alter_column(
         "users",
         "email_inbound_token",

api/alembic/versions/007_bootstrap_users_table.py

@@ -0,0 +1,47 @@
+"""Bootstrap users table on fresh databases.
+
+On fresh databases, migrations 001-006 skip users-table operations because
+the table does not exist yet. Base.metadata.create_all() in env.py is meant
+to handle this, but if it fails (import errors, etc.) the table is never
+created. This migration creates the users table with raw SQL as a safety net.
+
+Revision ID: 007_bootstrap_users_table
+Revises: 006_email_inbound_token_server_default
+Create Date: 2026-04-04
+"""
+
+import sqlalchemy as sa
+from sqlalchemy import text
+
+from alembic import op
+
+revision = "007_bootstrap_users_table"
+down_revision = "006_email_inbound_token_server_default"
+branch_labels = None
+depends_on = None
+
+
+def upgrade() -> None:
+    conn = op.get_bind()
+    inspector = sa.inspect(conn)
+    if inspector.has_table("users"):
+        return  # Table already exists (non-fresh DB or create_all already ran)
+
+    conn.execute(text("""
+        CREATE TABLE users (
+            id TEXT PRIMARY KEY,
+            email VARCHAR(255) NOT NULL UNIQUE,
+            hashed_password VARCHAR(255),
+            display_name VARCHAR(100),
+            email_verified BOOLEAN NOT NULL DEFAULT false,
+            image TEXT,
+            email_inbound_token VARCHAR(22) NOT NULL UNIQUE
+                DEFAULT replace(replace(trim(trailing '=' from encode(gen_random_bytes(16), 'base64')), '+', '-'), '/', '_'),
+            created_at TIMESTAMPTZ NOT NULL DEFAULT now(),
+            updated_at TIMESTAMPTZ NOT NULL DEFAULT now()
+        )
+    """))
+
+
+def downgrade() -> None:
+    op.execute(text("DROP TABLE IF EXISTS users"))

api/alembic/versions/008_create_domain_tables.py

@@ -0,0 +1,210 @@
+"""Create domain tables (stores, purchases, coupons, etc.).
+
+Revision ID: 008_create_domain_tables
+Revises: 007_bootstrap_users_table
+Create Date: 2026-04-04
+"""
+
+import sqlalchemy as sa
+from sqlalchemy import text
+
+from alembic import op
+
+revision = "008_create_domain_tables"
+down_revision = "007_bootstrap_users_table"
+branch_labels = None
+depends_on = None
+
+
+def upgrade() -> None:
+    conn = op.get_bind()
+    inspector = sa.inspect(conn)
+
+    # 1. stores
+    if not inspector.has_table("stores"):
+        op.create_table(
+            "stores",
+            sa.Column("id", sa.Uuid(), server_default=text("gen_random_uuid()"), primary_key=True),
+            sa.Column("name", sa.String(100), nullable=False),
+            sa.Column("slug", sa.String(20), nullable=False, unique=True),
+            sa.Column("logo_url", sa.String(500), nullable=True),
+            sa.Column("website_url", sa.String(500), nullable=True),
+            sa.Column("created_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.Column("updated_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+        )
+
+    # 2. store_locations
+    if not inspector.has_table("store_locations"):
+        op.create_table(
+            "store_locations",
+            sa.Column("id", sa.Uuid(), server_default=text("gen_random_uuid()"), primary_key=True),
+            sa.Column("store_id", sa.Uuid(), sa.ForeignKey("stores.id"), nullable=False),
+            sa.Column("address", sa.String(300), nullable=False),
+            sa.Column("city", sa.String(100), nullable=False),
+            sa.Column("state", sa.String(2), nullable=False),
+            sa.Column("zip", sa.String(10), nullable=False),
+            sa.Column("lat", sa.Float(), nullable=True),
+            sa.Column("lng", sa.Float(), nullable=True),
+            sa.Column("created_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.Column("updated_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+        )
+
+    # 3. normalized_products
+    if not inspector.has_table("normalized_products"):
+        op.create_table(
+            "normalized_products",
+            sa.Column("id", sa.Uuid(), server_default=text("gen_random_uuid()"), primary_key=True),
+            sa.Column("canonical_name", sa.String(300), nullable=False),
+            sa.Column("category", sa.String(50), nullable=True),
+            sa.Column("subcategory", sa.String(100), nullable=True),
+            sa.Column("brand", sa.String(200), nullable=True),
+            sa.Column("size", sa.String(50), nullable=True),
+            sa.Column("size_unit", sa.String(10), nullable=True),
+            sa.Column("upc_variants", sa.JSON(), nullable=True),
+            sa.Column("created_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.Column("updated_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+        )
+
+    # 4. purchases
+    if not inspector.has_table("purchases"):
+        op.create_table(
+            "purchases",
+            sa.Column("id", sa.Uuid(), server_default=text("gen_random_uuid()"), primary_key=True),
+            sa.Column("user_id", sa.Text(), sa.ForeignKey("users.id"), nullable=False),
+            sa.Column("store_id", sa.Uuid(), sa.ForeignKey("stores.id"), nullable=False),
+            sa.Column("store_location_id", sa.Uuid(), sa.ForeignKey("store_locations.id"), nullable=True),
+            sa.Column("receipt_id", sa.String(200), nullable=False),
+            sa.Column("purchase_date", sa.Date(), nullable=False),
+            sa.Column("total", sa.Numeric(10, 2), nullable=False),
+            sa.Column("subtotal", sa.Numeric(10, 2), nullable=True),
+            sa.Column("tax", sa.Numeric(10, 2), nullable=True),
+            sa.Column("savings_total", sa.Numeric(10, 2), nullable=True),
+            sa.Column("source_url", sa.String(500), nullable=True),
+            sa.Column("raw_data", sa.JSON(), nullable=True),
+            sa.Column("ingested_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.Column("created_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.Column("updated_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.UniqueConstraint("user_id", "store_id", "receipt_id", name="uq_purchase_receipt"),
+            sa.Index("ix_purchases_user_store", "user_id", "store_id"),
+        )
+
+    # 5. purchase_items
+    if not inspector.has_table("purchase_items"):
+        op.create_table(
+            "purchase_items",
+            sa.Column("id", sa.Uuid(), server_default=text("gen_random_uuid()"), primary_key=True),
+            sa.Column("purchase_id", sa.Uuid(), sa.ForeignKey("purchases.id"), nullable=False),
+            sa.Column("product_name_raw", sa.String(300), nullable=False),
+            sa.Column("upc", sa.String(20), nullable=True),
+            sa.Column("quantity", sa.Numeric(10, 3), nullable=False),
+            sa.Column("unit_price", sa.Numeric(10, 2), nullable=False),
+            sa.Column("extended_price", sa.Numeric(10, 2), nullable=False),
+            sa.Column("regular_price", sa.Numeric(10, 2), nullable=True),
+            sa.Column("sale_price", sa.Numeric(10, 2), nullable=True),
+            sa.Column("coupon_discount", sa.Numeric(10, 2), nullable=True),
+            sa.Column("loyalty_discount", sa.Numeric(10, 2), nullable=True),
+            sa.Column("category_raw", sa.String(100), nullable=True),
+            sa.Column("normalized_product_id", sa.Uuid(), sa.ForeignKey("normalized_products.id"), nullable=True),
+            sa.Column("created_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.Column("updated_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+        )
+
+    # 6. coupons
+    if not inspector.has_table("coupons"):
+        op.create_table(
+            "coupons",
+            sa.Column("id", sa.Uuid(), server_default=text("gen_random_uuid()"), primary_key=True),
+            sa.Column("store_id", sa.Uuid(), sa.ForeignKey("stores.id"), nullable=False),
+            sa.Column("normalized_product_id", sa.Uuid(), sa.ForeignKey("normalized_products.id"), nullable=True),
+            sa.Column("title", sa.String(300), nullable=False),
+            sa.Column("description", sa.String(1000), nullable=True),
+            sa.Column("discount_type", sa.String(20), nullable=False),
+            sa.Column("discount_value", sa.Numeric(10, 2), nullable=True),
+            sa.Column("min_purchase", sa.Numeric(10, 2), nullable=True),
+            sa.Column("valid_from", sa.Date(), nullable=True),
+            sa.Column("valid_to", sa.Date(), nullable=True),
+            sa.Column("requires_clip", sa.Boolean(), server_default=text("false"), nullable=False),
+            sa.Column("coupon_code", sa.String(100), nullable=True),
+            sa.Column("source_url", sa.String(500), nullable=True),
+            sa.Column("scraped_at", sa.DateTime(timezone=True), nullable=True),
+            sa.Column("created_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.Column("updated_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+        )
+
+    # 7. price_history
+    if not inspector.has_table("price_history"):
+        op.create_table(
+            "price_history",
+            sa.Column("id", sa.Uuid(), server_default=text("gen_random_uuid()"), primary_key=True),
+            sa.Column("normalized_product_id", sa.Uuid(), sa.ForeignKey("normalized_products.id"), nullable=False),
+            sa.Column("store_id", sa.Uuid(), sa.ForeignKey("stores.id"), nullable=False),
+            sa.Column("observed_date", sa.Date(), nullable=False),
+            sa.Column("regular_price", sa.Numeric(10, 2), nullable=False),
+            sa.Column("sale_price", sa.Numeric(10, 2), nullable=True),
+            sa.Column("loyalty_price", sa.Numeric(10, 2), nullable=True),
+            sa.Column("coupon_price", sa.Numeric(10, 2), nullable=True),
+            sa.Column("source", sa.String(20), nullable=False),
+            sa.Column("purchase_item_id", sa.Uuid(), sa.ForeignKey("purchase_items.id"), nullable=True),
+            sa.Column("created_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.Column("updated_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.Index("ix_price_history_product_store_date", "normalized_product_id", "store_id", "observed_date"),
+        )
+
+    # 8. shrinkflation_events
+    if not inspector.has_table("shrinkflation_events"):
+        op.create_table(
+            "shrinkflation_events",
+            sa.Column("id", sa.Uuid(), server_default=text("gen_random_uuid()"), primary_key=True),
+            sa.Column("normalized_product_id", sa.Uuid(), sa.ForeignKey("normalized_products.id"), nullable=False),
+            sa.Column("detected_date", sa.Date(), nullable=False),
+            sa.Column("old_size", sa.String(50), nullable=False),
+            sa.Column("new_size", sa.String(50), nullable=False),
+            sa.Column("old_unit", sa.String(10), nullable=True),
+            sa.Column("new_unit", sa.String(10), nullable=True),
+            sa.Column("price_at_old_size", sa.Numeric(10, 2), nullable=True),
+            sa.Column("price_at_new_size", sa.Numeric(10, 2), nullable=True),
+            sa.Column("confidence", sa.Numeric(3, 2), server_default=text("1.00"), nullable=False),
+            sa.Column("notes", sa.String(1000), nullable=True),
+            sa.Column("created_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.Column("updated_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+        )
+
+    # 9. user_store_accounts
+    if not inspector.has_table("user_store_accounts"):
+        op.create_table(
+            "user_store_accounts",
+            sa.Column("id", sa.Uuid(), server_default=text("gen_random_uuid()"), primary_key=True),
+            sa.Column("user_id", sa.Text(), sa.ForeignKey("users.id"), nullable=False),
+            sa.Column("store_id", sa.Uuid(), sa.ForeignKey("stores.id"), nullable=False),
+            sa.Column("session_data", sa.JSON(), nullable=True),
+            sa.Column("session_expires_at", sa.DateTime(timezone=True), nullable=True),
+            sa.Column("last_sync_at", sa.DateTime(timezone=True), nullable=True),
+            sa.Column("status", sa.String(20), server_default=text("'active'"), nullable=False),
+            sa.Column("created_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.Column("updated_at", sa.DateTime(timezone=True), server_default=sa.func.now(), nullable=False),
+            sa.UniqueConstraint("user_id", "store_id", name="uq_user_store_account"),
+        )
+
+
+def downgrade() -> None:
+    conn = op.get_bind()
+    inspector = sa.inspect(conn)
+
+    if inspector.has_table("user_store_accounts"):
+        op.drop_table("user_store_accounts")
+    if inspector.has_table("shrinkflation_events"):
+        op.drop_table("shrinkflation_events")
+    if inspector.has_table("price_history"):
+        op.drop_table("price_history")
+    if inspector.has_table("coupons"):
+        op.drop_table("coupons")
+    if inspector.has_table("purchase_items"):
+        op.drop_table("purchase_items")
+    if inspector.has_table("purchases"):
+        op.drop_table("purchases")
+    if inspector.has_table("normalized_products"):
+        op.drop_table("normalized_products")
+    if inspector.has_table("store_locations"):
+        op.drop_table("store_locations")
+    if inspector.has_table("stores"):
+        op.drop_table("stores")

api/src/cartsnitch_api/auth/dependencies.py

@@ -19,12 +19,15 @@ bearer_scheme = HTTPBearer(auto_error=False)
 
 # Better-Auth session cookie name
 SESSION_COOKIE_NAME = "better-auth.session_token"
+# Secure prefix used by better-auth on HTTPS deployments
+SECURE_SESSION_COOKIE_NAME = "__Secure-better-auth.session_token"
 
 
 async def _validate_session_token(token: str, db: AsyncSession) -> str:
     """Validate a Better-Auth session token against the sessions table.
 
-    Returns the user_id (as str) if the session is valid and not expired.
+    Better-Auth stores the raw token in the DB. The cookie/Bearer header
+    carries the same raw token, so we compare directly.
     """
     result = await db.execute(
         text("SELECT user_id, expires_at FROM sessions WHERE token = :token"),
@@ -65,14 +68,17 @@ async def get_current_user(
     """
     token: str | None = None
 
-    # 1. Check session cookie
-    cookie_token = request.cookies.get(SESSION_COOKIE_NAME)
+    # 1. Check session cookie — prefer __Secure- variant (HTTPS) over plain (HTTP dev)
+    cookie_token = request.cookies.get(SECURE_SESSION_COOKIE_NAME) or request.cookies.get(SESSION_COOKIE_NAME)
     if cookie_token:
-        token = cookie_token
+        # Better-Auth cookie format is "token.sessionId" — extract just the token part
+        token = cookie_token.split(".")[0] if "." in cookie_token else cookie_token
 
     # 2. Fall back to Bearer header
     if not token and credentials:
-        token = credentials.credentials
+        # Callers might pass the compound value here too
+        raw = credentials.credentials
+        token = raw.split(".")[0] if "." in raw else raw
 
     if not token:
         raise HTTPException(

api/src/cartsnitch_api/config.py

@@ -1,23 +1,25 @@
 import base64
 
-from pydantic import model_validator
+from pydantic import AliasChoices, Field, model_validator
 from pydantic_settings import BaseSettings
 
 
 class Settings(BaseSettings):
     model_config = {"env_prefix": "CARTSNITCH_"}
 
-    database_url: str = "postgresql+asyncpg://cartsnitch:cartsnitch@localhost:5432/cartsnitch"
+    database_url: str = Field(
+        default="postgresql+asyncpg://cartsnitch:cartsnitch@localhost:5432/cartsnitch",
+        validation_alias=AliasChoices("CARTSNITCH_DATABASE_URL", "DATABASE_URL"),
+    )
     redis_url: str = "redis://localhost:6379/0"
 
-    jwt_secret_key: str = "change-me-in-production"
+    jwt_secret_key: str
     jwt_algorithm: str = "HS256"
     jwt_access_token_expire_minutes: int = 15
     jwt_refresh_token_expire_days: int = 7
 
-    service_key: str = "change-me-in-production"
-    # Valid Fernet key for local dev — MUST be overridden in production
-    fernet_key: str = "7reF42nmTwbdN21PBoubGp7h_FU8qSimstmlaMLoRK8="
+    service_key: str
+    fernet_key: str
 
     auth_service_url: str = "http://auth:3001"
 
@@ -32,9 +34,26 @@ class Settings(BaseSettings):
     rate_limit_window_seconds: int = 60
     rate_limit_enabled: bool = True
 
+    _PLACEHOLDER_VALUES = {"change-me-in-production"}
+
     @model_validator(mode="after")
-    def validate_fernet_key(self):
-        """Validate fernet_key is a valid 32-byte url-safe base64 key at startup."""
+    def validate_secrets(self):
+        if not self.jwt_secret_key or self.jwt_secret_key in self._PLACEHOLDER_VALUES:
+            raise ValueError(
+                "CARTSNITCH_JWT_SECRET_KEY must be set to a secure value. "
+                'Generate one with: python -c "import secrets; print(secrets.token_urlsafe(32))"'
+            )
+        if not self.service_key or self.service_key in self._PLACEHOLDER_VALUES:
+            raise ValueError(
+                "CARTSNITCH_SERVICE_KEY must be set to a secure value. "
+                'Generate one with: python -c "import secrets; print(secrets.token_urlsafe(32))"'
+            )
+        if not self.fernet_key or self.fernet_key in self._PLACEHOLDER_VALUES:
+            raise ValueError(
+                "CARTSNITCH_FERNET_KEY must be set to a valid Fernet key. "
+                "Generate one with: python -c "
+                "'from cryptography.fernet import Fernet; print(Fernet.generate_key().decode())'"
+            )
         try:
             decoded = base64.urlsafe_b64decode(self.fernet_key.encode())
             if len(decoded) != 32:
@@ -49,5 +68,12 @@ class Settings(BaseSettings):
             ) from None
         return self
 
+    @model_validator(mode="after")
+    def normalize_database_url(self):
+        """Normalize postgresql:// → postgresql+asyncpg:// for the asyncpg driver."""
+        if self.database_url.startswith("postgresql://"):
+            self.database_url = self.database_url.replace("postgresql://", "postgresql+asyncpg://", 1)
+        return self
+
 
 settings = Settings()

api/src/cartsnitch_api/middleware/rate_limit.py

@@ -4,6 +4,7 @@ Uses in-memory sliding window as fallback, Redis/DragonflyDB when available.
 Per-IP limiting on public endpoints, per-token limiting on authenticated endpoints.
 """
 
+import hashlib
 import time
 from collections import defaultdict
 from threading import Lock
@@ -71,8 +72,8 @@ def _get_rate_limit_key(request: Request) -> tuple[str, _SlidingWindowCounter]:
     auth_header = request.headers.get("authorization", "")
     if auth_header.startswith("Bearer "):
         token = auth_header[7:]
-        # Use last 16 chars of token as key to avoid storing full tokens
-        return f"token:{token[-16:]}", _auth_limiter
+        token_hash = hashlib.sha256(token.encode()).hexdigest()
+        return f"token:{token_hash}", _auth_limiter
 
     # Fallback to IP for unauthenticated non-public endpoints
     return f"ip:{_get_client_ip(request)}", _public_limiter

api/src/cartsnitch_api/models/user.py

@@ -4,7 +4,8 @@ import secrets
 from datetime import datetime
 from typing import TYPE_CHECKING
 
-from sqlalchemy import DateTime, ForeignKey, String, Text, UniqueConstraint
+import sqlalchemy as sa
+from sqlalchemy import Boolean, DateTime, ForeignKey, String, Text, UniqueConstraint
 from sqlalchemy.orm import Mapped, mapped_column, relationship
 
 from cartsnitch_api.constants import AccountStatus
@@ -23,13 +24,20 @@ class User(TimestampMixin, Base):
 
     id: Mapped[str] = mapped_column(Text, primary_key=True)
     email: Mapped[str] = mapped_column(String(255), nullable=False, unique=True)
-    hashed_password: Mapped[str] = mapped_column(String(255), nullable=False)
+    hashed_password: Mapped[str | None] = mapped_column(String(255), nullable=True)
     display_name: Mapped[str | None] = mapped_column(String(100))
+    email_verified: Mapped[bool] = mapped_column(
+        Boolean, nullable=False, server_default="false"
+    )
+    image: Mapped[str | None] = mapped_column(Text, nullable=True)
     email_inbound_token: Mapped[str] = mapped_column(
         String(22),
         nullable=False,
         unique=True,
         default=lambda: secrets.token_urlsafe(16),
+        server_default=sa.text(
+            "replace(replace(trim(trailing '=' from encode(gen_random_bytes(16), 'base64')), '+', '-'), '/', '_')"
+        ),
     )
 
     # Relationships

api/tests/conftest.py

@@ -19,6 +19,25 @@ from cartsnitch_api.database import get_db
 from cartsnitch_api.main import create_app
 from cartsnitch_api.models import Base
 
+TEST_JWT_SECRET = secrets.token_urlsafe(32)
+TEST_SERVICE_KEY = secrets.token_urlsafe(32)
+TEST_FERNET_KEY = "7reF42nmTwbdN21PBoubGp7h_FU8qSimstmlaMLoRK8="
+
+
+@pytest.fixture(autouse=True)
+def setup_test_settings():
+    original_jwt = cartsnitch_settings.jwt_secret_key
+    original_service = cartsnitch_settings.service_key
+    original_fernet = cartsnitch_settings.fernet_key
+    cartsnitch_settings.jwt_secret_key = TEST_JWT_SECRET
+    cartsnitch_settings.service_key = TEST_SERVICE_KEY
+    cartsnitch_settings.fernet_key = TEST_FERNET_KEY
+    yield
+    cartsnitch_settings.jwt_secret_key = original_jwt
+    cartsnitch_settings.service_key = original_service
+    cartsnitch_settings.fernet_key = original_fernet
+
+
 TEST_DATABASE_URL = "sqlite+aiosqlite:///:memory:"
 
 
@@ -60,7 +79,8 @@ async def db_engine():
     async with engine.begin() as conn:
         await conn.run_sync(Base.metadata.create_all)
         # Create Better-Auth tables (not managed by SQLAlchemy models)
-        await conn.execute(text("""
+        await conn.execute(
+            text("""
             CREATE TABLE IF NOT EXISTS sessions (
                 id TEXT PRIMARY KEY,
                 token TEXT NOT NULL UNIQUE,
@@ -71,8 +91,10 @@ async def db_engine():
                 created_at TIMESTAMP DEFAULT CURRENT_TIMESTAMP NOT NULL,
                 updated_at TIMESTAMP DEFAULT CURRENT_TIMESTAMP NOT NULL
             )
-        """))
-        await conn.execute(text("""
+        """)
+        )
+        await conn.execute(
+            text("""
             CREATE TABLE IF NOT EXISTS accounts (
                 id TEXT PRIMARY KEY,
                 user_id TEXT NOT NULL,
@@ -88,8 +110,10 @@ async def db_engine():
                 created_at TIMESTAMP DEFAULT CURRENT_TIMESTAMP NOT NULL,
                 updated_at TIMESTAMP DEFAULT CURRENT_TIMESTAMP NOT NULL
             )
-        """))
-        await conn.execute(text("""
+        """)
+        )
+        await conn.execute(
+            text("""
             CREATE TABLE IF NOT EXISTS verifications (
                 id TEXT PRIMARY KEY,
                 identifier TEXT NOT NULL,
@@ -98,7 +122,8 @@ async def db_engine():
                 created_at TIMESTAMP DEFAULT CURRENT_TIMESTAMP NOT NULL,
                 updated_at TIMESTAMP DEFAULT CURRENT_TIMESTAMP NOT NULL
             )
-        """))
+        """)
+        )
 
     yield engine
 
@@ -133,10 +158,13 @@ async def client(db_engine):
     app.dependency_overrides.clear()
 
 
-async def _create_test_user_and_session(client: AsyncClient, db_engine, **user_overrides) -> tuple[dict, str]:
+async def _create_test_user_and_session(
+    client: AsyncClient, db_engine, **user_overrides
+) -> tuple[dict, str]:
     """Create a test user and a valid session directly in the DB.
 
-    Returns (user_dict, session_token).
+    Returns (user_dict, session_token).  Better-Auth stores the raw token
+    in the DB, so we insert it as-is.
     """
     user_id = str(uuid.uuid4())
     email = user_overrides.get("email", "test@example.com")

api/tests/test_auth/test_auth_endpoints.py

@@ -71,6 +71,56 @@ async def test_delete_me(client, auth_headers):
     assert resp.status_code == 404
 
 
+@pytest.mark.asyncio
+async def test_get_me_compound_cookie(client, db_engine):
+    """Compound cookie value (token.sessionId) must be parsed to extract the token part."""
+    from tests.conftest import _create_test_user_and_session
+
+    _, session_token = await _create_test_user_and_session(
+        client, db_engine, email="compound@example.com", display_name="Compound User"
+    )
+    compound = f"{session_token}.B0atkJCFxK1rZlwWPMK97nVO2LnyDun7"
+    resp = await client.get(
+        "/auth/me",
+        headers={"Cookie": f"better-auth.session_token={compound}"},
+    )
+    assert resp.status_code == 200
+    assert resp.json()["email"] == "compound@example.com"
+
+
+@pytest.mark.asyncio
+async def test_get_me_raw_token_cookie(client, db_engine):
+    """Raw token (no dot) in cookie must still work — regression guard."""
+    from tests.conftest import _create_test_user_and_session
+
+    _, session_token = await _create_test_user_and_session(
+        client, db_engine, email="rawcookie@example.com", display_name="Raw Cookie User"
+    )
+    resp = await client.get(
+        "/auth/me",
+        headers={"Cookie": f"better-auth.session_token={session_token}"},
+    )
+    assert resp.status_code == 200
+    assert resp.json()["email"] == "rawcookie@example.com"
+
+
+@pytest.mark.asyncio
+async def test_get_me_compound_bearer(client, db_engine):
+    """Compound Bearer token (token.sessionId) must be parsed to extract the token part."""
+    from tests.conftest import _create_test_user_and_session
+
+    _, session_token = await _create_test_user_and_session(
+        client, db_engine, email="compoundbearer@example.com", display_name="Compound Bearer User"
+    )
+    compound = f"{session_token}.B0atkJCFxK1rZlwWPMK97nVO2LnyDun7"
+    resp = await client.get(
+        "/auth/me",
+        headers={"Authorization": f"Bearer {compound}"},
+    )
+    assert resp.status_code == 200
+    assert resp.json()["email"] == "compoundbearer@example.com"
+
+
 @pytest.mark.asyncio
 async def test_expired_session_rejected(client, db_engine):
     """Expired sessions must be rejected."""

api/tests/test_config.py

@@ -0,0 +1,48 @@
+"""Tests for Settings config, specifically the database_url env var fallback."""
+
+import os
+
+from cartsnitch_api.config import Settings
+
+
+def test_database_url_prefers_cartsnitch_prefix():
+    """CARTSNITCH_DATABASE_URL takes precedence over DATABASE_URL."""
+    env = {
+        "CARTSNITCH_DATABASE_URL": "postgresql+asyncpg://user1:pass1@host1:5432/db1",
+        "DATABASE_URL": "postgresql://user2:pass2@host2:5432/db2",
+    }
+    settings = Settings(**env)
+    assert settings.database_url == "postgresql+asyncpg://user1:pass1@host1:5432/db1"
+
+
+def test_database_url_falls_back_to_database_url():
+    """When CARTSNITCH_DATABASE_URL is absent, DATABASE_URL is accepted."""
+    env = {
+        "DATABASE_URL": "postgresql://user:pass@dbhost:5432/mydb",
+    }
+    settings = Settings(**env)
+    assert settings.database_url == "postgresql+asyncpg://user:pass@dbhost:5432/mydb"
+
+
+def test_database_url_normalizes_plain_postgresql_prefix():
+    """DATABASE_URL with plain postgresql:// is normalized to postgresql+asyncpg://."""
+    env = {
+        "DATABASE_URL": "postgresql://cartsnitch:cartsnitch@localhost:5432/cartsnitch",
+    }
+    settings = Settings(**env)
+    assert settings.database_url == "postgresql+asyncpg://cartsnitch:cartsnitch@localhost:5432/cartsnitch"
+
+
+def test_database_url_preserves_asyncpg_prefix():
+    """CARTSNITCH_DATABASE_URL with postgresql+asyncpg:// is left unchanged."""
+    env = {
+        "CARTSNITCH_DATABASE_URL": "postgresql+asyncpg://cartsnitch:cartsnitch@localhost:5432/cartsnitch",
+    }
+    settings = Settings(**env)
+    assert settings.database_url == "postgresql+asyncpg://cartsnitch:cartsnitch@localhost:5432/cartsnitch"
+
+
+def test_database_url_default():
+    """When neither env var is set, the hardcoded default is used."""
+    settings = Settings()
+    assert settings.database_url == "postgresql+asyncpg://cartsnitch:cartsnitch@localhost:5432/cartsnitch"

api/tests/test_middleware/test_rate_limit.py

@@ -1,8 +1,10 @@
 """Tests for rate limiting middleware."""
 
+from unittest.mock import MagicMock
+
 import pytest
 
-from cartsnitch_api.middleware.rate_limit import _SlidingWindowCounter
+from cartsnitch_api.middleware.rate_limit import _SlidingWindowCounter, _get_rate_limit_key
 
 
 class TestSlidingWindowCounter:
@@ -53,3 +55,32 @@ async def test_health_skips_rate_limit(client):
     resp = await client.get("/health")
     assert resp.status_code == 200
     assert "x-ratelimit-limit" not in resp.headers
+
+
+class TestGetRateLimitKey:
+    def _make_request(self, auth_header: str = "") -> MagicMock:
+        req = MagicMock()
+        req.url.path = "/purchases"
+        req.headers = {"authorization": auth_header} if auth_header else {}
+        return req
+
+    def test_distinct_tokens_produce_distinct_keys(self):
+        req1 = self._make_request("Bearer token_alpha_12345")
+        req2 = self._make_request("Bearer token_beta_67890")
+        key1, _ = _get_rate_limit_key(req1)
+        key2, _ = _get_rate_limit_key(req2)
+        assert key1 != key2
+
+    def test_same_token_produces_same_key(self):
+        req1 = self._make_request("Bearer same_token_value_abc")
+        req2 = self._make_request("Bearer same_token_value_abc")
+        key1, _ = _get_rate_limit_key(req1)
+        key2, _ = _get_rate_limit_key(req2)
+        assert key1 == key2
+
+    def test_key_does_not_contain_raw_token_suffix(self):
+        raw_token = "my_secret_jwt_token_xyz"
+        req = self._make_request(f"Bearer {raw_token}")
+        key, _ = _get_rate_limit_key(req)
+        assert raw_token[-16:] not in key
+        assert raw_token not in key