Assuming it is not murder or something extreme, there would be a time limit for me, i.e. if it is not within the past 20-30 years (depending upon ones age), I really could care less. The incident about Romney when he was in prep school is a good example of just useless information; the 64 year old candidate was like 14 at the time. Ditto whatever Obama felt like snorting 30 years ago.
While things like that can really be written off as essentially immaturity, others which reveal far deeper character & value concerns bother me. Newt Gingrich's cringe worthy personal background being a prime & recent example. It is way beyond adultery; his own party loathed him & he really just is not a good person. That is pretty much a prerequisite for for any plausible candidate. All major candidates since Nixon, I see no real character flaws which would would prevent me from voting for then (Bill & adultery, that just makes me respect him less, not alter my view on his ability to govern).
Regarding how one should pay for college- it is just not the same as it once was. Not like there is an over abundance of jobs out there to begin with, but the idea of committing to academics full time & working enough to pay off the obscene prices of college by the end of the education? Either said individual will not sleep for four years, or they will earn a GPA in the 2.0 range, assuming they are naturally bright.
My Father worked full time while he was in college; 3 diff. jobs through four years while being the captain of his schools baseball team his final two years (no lie, IDK how he did it and why I didnt get those hard working genes



). His GPA upon graduating was like a 2.7 or something, but because of the crazy workload he had accomplished, he little trouble landing (and thriving in) a high level business job. But that was forty years ago.
Today - espec. today, when for many entry level jobs, there are dozens of middle aged professionals seeking the same spot - it just doesn't work like that. I cannot talk about work loads of forty years ago, but the workload I suffered in college made working 30 hour weeks impossible. Working 10 hour weeks would have been tough.
It is why parents reallllly need to get the 529s going EARLY. Or be prepared to help their children out with loan repayment. College has become a requirement for success in our country (which is fine), but the price has sky rocketed. I would never fault a candidate for declaring bankruptcy due to college loan debt.
I mean, if he took out like 200k to go to Cooley Law or something, maybe I would, because he clearly has no on intelligence whatsoever. But most often, I would never fault them, rather those are the people most deserving of sympathy. We are the land of opportunity, and bettering yourself is NEVER easy. That is just a prime example, and I would never criticize someone for trying to better themselves, in order to provide a better future for themselves and their families.