Speaking for a friend...
Seriously, I had a friend who started a business and went through agony. He bought a two-screen movie theater that had recently closed in the small town where he worked, and reopened it. He was convinced that with better management (him) and the sweet low lease price he negotiated, surely he would succeed. Holding on to his day job, he spent many hours refurbishing the tatty movie hall, opening for business, and doing everything from taking tickets to picking movies to cleaning the bathroom. The agony part was a combination of losing sleep from the 90 hour weeks and financially losing his butt.
As the bills mounted and failure clouds grew larger, he convinced himself that with more work, he could turn this thing around. He quit the well paying job he'd had for ten years. Two or three months later he reached the point where even he had to admit the thing was hopeless. He closed the doors, moped in depression for months, and grimly avoided creditors.
"I should have listened," he said, "when my friends who owned businesses asked if I had enough of a plan." He'd gone into the whole thing on a shoestring. Now he didn't have enough money to even declare bankruptcy - couldn't pay a lawyer. Sadly, he never again got a job that paid as much as the one he left. Despite being broke, he found a decreasing succession of lower paying jobs. Gradually he drank more and worked less until he reached the brink of homelessness. Meaning, he would have been homeless except relatives took him in for year or two until he got cancer and passed away.
Strictly speaking, he didn't say that he regretted taking the risk. It seems that he was glad he tried, just embarrassed at how badly it went. Also strictly speaking, I can't prove what he felt, because he didn't discuss it that often. He was a bit incensed later though when he found out that that same theater had closed five times before!
I support the suggestions to have a well researched plan with limited risk. That said, your Mustachian abilities make me feel your outcome will be better than my friend's.
Then again, we will all be even when we're six feet under. So if you want to start a business, do it now while you can!!
:)