I agree that live should be lived on the way, but that doesn't require a ton of $$$ IMO.
I don't regret living in a crappy apartment with my friends, driving my crappy car, and drinking yeungling instead of local IPAs. Many good times were had, I don't think that living in a fancier apartment or upgrading my beater to a beemer would have made an appreciable impact, and I'm glad I left myself in as reasonable a financial situation as possible. Skimp on the things, though, not the experiences. I would absolutely regret if i hadn't traveled to new zealand with my friends. I have no regrets that we stayed in hostels, rented a wreck of a car, and so on.