diff --git a/bootstrap.sh b/bootstrap.sh
index 9101845..3ed6ed4 100755
--- a/bootstrap.sh
+++ b/bootstrap.sh
@@ -238,7 +238,7 @@ info "Starting containers..."
 docker compose up -d
 
 info "Installing gutasktool inside agent0 container..."
-docker exec agent0 bash -c "python3 -m pip install -e /a0/usr/gutasktool --quiet"
+docker exec agent0 bash -c "python3 -m ensurepip --upgrade --quiet && python3 -m pip install -e /a0/usr/gutasktool --quiet"
 
 echo ""
 docker compose ps