diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index 7e58ce2f8..76254504e 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -70,7 +70,8 @@ jobs:
             [[ "$file" == ".github/workflows/ci.yml" ]] && ci_workflow_changed=1
             [[ "$file" == "uv.schema.json" ]] && schema_changed=1
             [[ "$file" =~ ^crates/uv-publish/ || "$file" =~ ^scripts/publish/ ]] && publish_code_changed=1
-            [[ "$file" =~ ^crates/uv-trampoline/ || "$file" =~ ^crates/uv-trampoline-builder/ ]] && trampoline_changed=1
+            [[ "$file" == ".github/workflows/test-windows-trampolines.yml" ]] && trampoline_workflow_changed=1
+            [[ "$file" =~ ^crates/uv-trampoline/ || "$file" =~ ^crates/uv-trampoline-builder/ ]] && trampoline_code_changed=1
             [[ "$file" =~ ^crates/uv-build/ ]] && uv_build_changed=1
             [[ "$file" == "Dockerfile" ]] && dockerfile_changed=1
             [[ "$file" == ".github/workflows/build-docker.yml" ]] && docker_workflow_changed=1
@@ -91,7 +92,7 @@ jobs:
           [[ ! $has_skip_label && ! $has_build_skip_label && ! $has_build_skip_release_label && ($release_build_changed || $has_build_release_label) ]] && build_release_binaries=1
           [[ ! $has_skip_label ]] && run_checks=1
           [[ $publish_changed || $on_main_branch ]] && test_publish=1
-          [[ ! $has_skip_label && ($trampoline_changed || $on_main_branch) ]] && test_windows_trampoline=1
+          [[ ! $has_skip_label && ($trampoline_code_changed || $trampoline_workflow_changed || $rust_deps_changed || $on_main_branch) ]] && test_windows_trampoline=1
           [[ $on_main_branch || $cache_relevant_changed ]] && save_rust_cache=1
           [[ ! $has_skip_label && ($any_rust_changed || $on_main_branch) ]] && run_bench=1
           [[ ! $has_skip_label ]] && test_smoke=1