diff --git a/.github/pull_request_template.md b/.github/pull_request_template.md
index fc690e0b..d9782dab 100644
--- a/.github/pull_request_template.md
+++ b/.github/pull_request_template.md
@@ -31,3 +31,4 @@
 <!--- If you need clarification on any of these, feel free to ask. We're here to help! -->
 - [ ] I have updated [CHANGELOG.md](../CHANGELOG.md) to cover notable changes.
 - [ ] I have updated all related GitHub issues to reflect their current state.
+- [ ] I have run the `rsconnect-python-tests-at-night` workflow in Connect against this feature branch.
diff --git a/CONTRIBUTING.md b/CONTRIBUTING.md
index 4de4ea49..3161a5da 100644
--- a/CONTRIBUTING.md
+++ b/CONTRIBUTING.md
@@ -53,6 +53,15 @@ uses some of these targets during the CI for building and testing.
 Any and all proposed changes are expected to be made via [pull
 request](https://help.github.com/en/github/collaborating-with-issues-and-pull-requests/about-pull-requests).
 
+### Testing Against Connect
+
+Prior to merging, we run tests against the dev version of Connect using the `rsconnect-python-tests-at-night` workflow
+in the Connect repository. To test a feature branch:
+
+1. Navigate to the `rsconnect-python-tests-at-night` workflow in the Connect repository
+2. Trigger it manually via workflow_dispatch
+3. Specify your `rsconnect-python` branch/ref in the dropdown
+
 ## Versioning and Releasing
 
 All version and release management is done via [annotated git tags](https://git-scm.com/docs/git-tag), as this is the