I refinanced my student loan - my second biggest payment - and now am hving it auto-debited for an APR discount. I really don't want to screw up that discount, but now that puts me in a hole with two signup bonuses I'm looking to hit and I'm not confident I can do it without having those student payments through a CC.
My smallest bill goes to a family member, so I was debating for the next 2-3 months paying them that bill + a few hundred more, then they write me a personal check back for that extra money I sent them.
Would that work? Or too shady?