I don't think I've ever regretting setting up push-button deploys on a new project. It always feels like overkill. But once you get it set up, there are huge benefits in your ability to iterate quickly.
I've definitely gotten too far down the road and regretted that I didn't make it easier to deploy early on.
I'm thinking critically about these lessons as I get into helping people start new projects. Some things you don't need. But this one still holds up.