diff --git a/alembic/versions/019_add_highlight_candidates.py b/alembic/versions/019_add_highlight_candidates.py
index b4f1da5..f2b32ed 100644
--- a/alembic/versions/019_add_highlight_candidates.py
+++ b/alembic/versions/019_add_highlight_candidates.py
@@ -16,10 +16,14 @@ depends_on = None
 
 
 def upgrade() -> None:
-    # Create the highlight_status enum type
+    # Create the highlight_status enum type (create_type=False on the column
+    # prevents SQLAlchemy's before_create event from double-creating it)
     highlight_status = sa.Enum("candidate", "approved", "rejected", name="highlight_status", create_constraint=True)
     highlight_status.create(op.get_bind(), checkfirst=True)
 
+    # Use create_type=False so create_table doesn't try to recreate the enum
+    hl_col_type = sa.Enum("candidate", "approved", "rejected", name="highlight_status", create_type=False)
+
     op.create_table(
         "highlight_candidates",
         sa.Column("id", UUID(as_uuid=True), primary_key=True, server_default=sa.text("gen_random_uuid()")),
@@ -28,7 +32,7 @@ def upgrade() -> None:
         sa.Column("score", sa.Float, nullable=False),
         sa.Column("score_breakdown", sa.dialects.postgresql.JSONB, nullable=True),
         sa.Column("duration_secs", sa.Float, nullable=False),
-        sa.Column("status", highlight_status, nullable=False, server_default="candidate"),
+        sa.Column("status", hl_col_type, nullable=False, server_default="candidate"),
         sa.Column("created_at", sa.DateTime, server_default=sa.func.now(), nullable=False),
         sa.Column("updated_at", sa.DateTime, server_default=sa.func.now(), nullable=False),
     )
diff --git a/alembic/versions/020_add_chapter_status_and_sort_order.py b/alembic/versions/020_add_chapter_status_and_sort_order.py
index b5b5d75..9a648ca 100644
--- a/alembic/versions/020_add_chapter_status_and_sort_order.py
+++ b/alembic/versions/020_add_chapter_status_and_sort_order.py
@@ -19,9 +19,12 @@ def upgrade() -> None:
     chapter_status = sa.Enum("draft", "approved", "hidden", name="chapter_status", create_constraint=True)
     chapter_status.create(op.get_bind(), checkfirst=True)
 
+    # Use create_type=False to prevent double-creation during add_column
+    ch_col_type = sa.Enum("draft", "approved", "hidden", name="chapter_status", create_type=False)
+
     op.add_column(
         "key_moments",
-        sa.Column("chapter_status", chapter_status, nullable=False, server_default="draft"),
+        sa.Column("chapter_status", ch_col_type, nullable=False, server_default="draft"),
     )
     op.add_column(
         "key_moments",