You'll wish you didn't at some point, but probably just ever so briefly. Then once you get past those things or used to doing them, then you'll probably be asking why you didn't do it sooner.
I'm not to that point yet. I still plan to remain on tubes for the near future. I'm just having trouble myself imagining they are that much better since I don't flat but rarely. So far not quite 4000 miles since the last flat. If I don't get out there and ride, it'll still be 4000 miles next time I get a chance to brag.