diff --git a/.github/workflows/conpty-compat.yml b/.github/workflows/conpty-compat.yml
index 4458782f..9532f522 100644
--- a/.github/workflows/conpty-compat.yml
+++ b/.github/workflows/conpty-compat.yml
@@ -234,7 +234,7 @@ jobs:
       - name: Repeat the actions scenarios
         env:
           TERMFORGE_REQUIRE_SYSTEM_CLIPBOARD: '1'
-        run: ctest --test-dir build -C Release -R "text_actions|selection_context|shell" --repeat until-fail:3 --output-on-failure
+        run: ctest --test-dir build -C Release -R "text_actions|selection_context|shell" --repeat until-fail:5 --output-on-failure
       - name: Preserve repeat evidence
         if: always()
         uses: actions/upload-artifact@cf430e030ddbb5b0abf93d22962f4752f3646cd9 # v7.0.2