diff --git a/install/bootstrap-mac.sh b/install/bootstrap-mac.sh
index 98b166f..eadd775 100644
--- a/install/bootstrap-mac.sh
+++ b/install/bootstrap-mac.sh
@@ -94,6 +94,7 @@ ensure_gh_auth() {
 clone_repo() {
   if [ -d "$TARGET_DIR/.git" ]; then
     say "  - Repo already cloned at $TARGET_DIR"
+    run_quiet "Pulling latest changes" git -C "$TARGET_DIR" pull --rebase origin main
     return
   fi
 
diff --git a/install/bootstrap-windows.ps1 b/install/bootstrap-windows.ps1
index 38f8024..5fcc698 100644
--- a/install/bootstrap-windows.ps1
+++ b/install/bootstrap-windows.ps1
@@ -95,6 +95,7 @@ function Ensure-GhAuth {
 function Clone-Repo {
     if (Test-Path (Join-Path $TargetDir '.git')) {
         Write-Host "  - Repo already cloned at $TargetDir"
+        Run-Quiet -Step "Pulling latest changes" -Command "git" -Args @("-C", $TargetDir, "pull", "--rebase", "origin", "main")
         return
     }