diff --git a/.github/actions/setup/action.yml b/.github/actions/setup/action.yml
index acbf0e320..6e5bd99e6 100644
--- a/.github/actions/setup/action.yml
+++ b/.github/actions/setup/action.yml
@@ -2,7 +2,7 @@ name: "Setup authentik testing environment"
 description: "Setup authentik testing environment"
 
 inputs:
-  postgresql_tag:
+  postgresql_version:
     description: "Optional postgresql image tag"
     default: "12"
 
@@ -33,9 +33,8 @@ runs:
     - name: Setup dependencies
       shell: bash
       run: |
-        export PSQL_TAG=${{ inputs.postgresql_tag }}
+        export PSQL_TAG=${{ inputs.postgresql_version }}
         docker-compose -f .github/actions/setup/docker-compose.yml up -d
-        poetry env use python3.12
         poetry install
         cd web && npm ci
     - name: Generate config
diff --git a/.github/workflows/ci-main.yml b/.github/workflows/ci-main.yml
index 9fa00800b..26baa3556 100644
--- a/.github/workflows/ci-main.yml
+++ b/.github/workflows/ci-main.yml
@@ -48,16 +48,27 @@ jobs:
       - name: run migrations
         run: poetry run python -m lifecycle.migrate
   test-migrations-from-stable:
+    name: test-migrations-from-stable - PostgreSQL ${{ matrix.psql }}
     runs-on: ubuntu-latest
-    continue-on-error: true
+    strategy:
+      fail-fast: false
+      matrix:
+        psql:
+          - 12-alpine
+          - 15-alpine
+          - 16-alpine
     steps:
       - uses: actions/checkout@v4
         with:
           fetch-depth: 0
       - name: Setup authentik env
         uses: ./.github/actions/setup
+        with:
+          postgresql_version: ${{ matrix.psql }}
       - name: checkout stable
         run: |
+          # Delete all poetry envs
+          rm -rf /home/runner/.cache/pypoetry
           # Copy current, latest config to local
           cp authentik/lib/default.yml local.env.yml
           cp -R .github ..
@@ -67,6 +78,8 @@ jobs:
           mv ../.github ../scripts .
       - name: Setup authentik env (ensure stable deps are installed)
         uses: ./.github/actions/setup
+        with:
+          postgresql_version: ${{ matrix.psql }}
       - name: run migrations to stable
         run: poetry run python -m lifecycle.migrate
       - name: checkout current code
@@ -76,9 +89,13 @@ jobs:
           git reset --hard HEAD
           git clean -d -fx .
           git checkout $GITHUB_SHA
+          # Delete previous poetry env
+          rm -rf $(poetry env info --path)
           poetry install
       - name: Setup authentik env (ensure latest deps are installed)
         uses: ./.github/actions/setup
+        with:
+          postgresql_version: ${{ matrix.psql }}
       - name: migrate to latest
         run: poetry run python -m lifecycle.migrate
   test-unittest:
@@ -97,7 +114,7 @@ jobs:
       - name: Setup authentik env
         uses: ./.github/actions/setup
         with:
-          postgresql_tag: ${{ matrix.psql }}
+          postgresql_version: ${{ matrix.psql }}
       - name: run unittest
         run: |
           poetry run make test
diff --git a/authentik/events/utils.py b/authentik/events/utils.py
index 2bc3587d6..a7c3bdf3e 100644
--- a/authentik/events/utils.py
+++ b/authentik/events/utils.py
@@ -164,9 +164,10 @@ def sanitize_item(value: Any) -> Any:
     if isinstance(value, (bool, int, float, NoneType, list, tuple, dict)):
         return value
     try:
-        return DjangoJSONEncoder.default(value)
-    finally:
+        return DjangoJSONEncoder().default(value)
+    except TypeError:
         return str(value)
+    return str(value)
 
 
 def sanitize_dict(source: dict[Any, Any]) -> dict[Any, Any]: