diff --git a/.github/automatic-issues/set-repo-settings.md b/.github/automatic-issues/set-repo-settings.md
index cc183539..2a12b0e0 100644
--- a/.github/automatic-issues/set-repo-settings.md
+++ b/.github/automatic-issues/set-repo-settings.md
@@ -3,9 +3,11 @@ For more information on these settings see instructions in the [getting started
 
 ### Needed settings:
 
+- [ ] [Add the `jhudsl-robot` as a collaborator to your repository.](https://github.com/jhudsl/OTTR_Template/wiki/Setting-up-your-repository-settings#add-jhudsl-robot-as-a-collaborator).
+
 #### Turn on GitHub pages
 - [ ] Go to `Settings` > `Pages`. Underneath `Source`, choose `main` for the branch and select the `docs` folder. Then click `Save`.  
-- [ ] Check `Enforce HTTPS`. 
+- [ ] Check `Enforce HTTPS`.
 
 #### Set protections for main branch
 \* Don't set these settings right away! Wait a few minutes after starting your repository.
diff --git a/.github/automatic-issues/update-enrollment.md b/.github/automatic-issues/update-enrollment.md
index 76a1eb5e..e68a701e 100644
--- a/.github/automatic-issues/update-enrollment.md
+++ b/.github/automatic-issues/update-enrollment.md
@@ -4,4 +4,6 @@ We are working on adding more features and smoothing out bugs as we go.
 
 If you want to receive updates from the original template to your course template, you will need to enroll this repository to the template updates by adding it to the `sync.yml` file.
 
-[Follow these instructions](https://github.com/jhudsl/OTTR_Template/wiki/Receiving-template-updates#how-to-enroll-a-repository-to-receive-template-updates) to enroll your course repository to receive these updates.
+- [ ] [Follow these instructions](https://github.com/jhudsl/OTTR_Template/wiki/Receiving-template-updates#how-to-enroll-a-repository-to-receive-template-updates) to enroll your course repository to receive these updates.
+
+- [ ] [Ensure that you have followed these instructions](https://github.com/jhudsl/OTTR_Template/wiki/Setting-up-your-repository-settings#add-jhudsl-robot-as-a-collaborator) to add the `jhudsl-robot` as a collaborator to your repository.
diff --git a/resources/screenshots/add-jhudsl-robot.png b/resources/screenshots/add-jhudsl-robot.png
new file mode 100644
index 00000000..e2bf8039
Binary files /dev/null and b/resources/screenshots/add-jhudsl-robot.png differ