Part 91 flying
 

Searched for it on these forums and there is no real clear answer to Part 91 flying while at UPS.

Can you flight instruct on days off?
Fly as a co-pilot in a private jet?

Lyka

Part 91 and military flying are OK. I believe you will need chief pilot approval for anything else.

UPS Off Duty Flying
It is the crewmember's responsibility to assure he is available and within FAA guidelines when reporting for work regardless of any flying activity outside of Company business. However, no crewmember shall perform flying, which would count toward his maximum flight/duty limitation under the FARs. This does not restrict the flying of military aircraft by a crewmember affiliated with a military guard or reserve organization
So, one may want to read this FAA document regarding Part 91 to determine your status. https://www.faa.gov/about/office_org...rpretation.pdf

So long story short, it really boils down to whether or not you are being compensated for your work. Teaching your kid to fly in your own plane, no worries. Teaching your buddy’s kid for cheap, but still compensation, not kosher.

Why would you want to? You are making at least $180,000 a year so you don't need to waste your valuable time off making $30 an hour teaching steep turns. Does Jeff Bezos make amazon deliveries on his off days?

If you want to teach a friend or family member, sure. If you just really like flying, buy a plane and fly it yourself. Odds are you will have hobbies outside of aviation that keep you occupied between trips.

Just thinking about supplemental income the first year.

Interest rates are incredibly low at the moment. HELOC or even an unsecured loan is maybe 5-8% ATM, with no prepayment penalty. You could pay it off in a couple of months on second year pay. For my part, I have no intention of leaving myself open to any sort of trouble from Brown under any circumstances during my (hopefully) probationary year. Yes sir, no sir, how high sir?

I heard of guys driving Ubers, bartending, etc. I think most just gutted it out or relied on savings, a working spouse, or a small loan to supplement. It goes by quick

Yeah, I dunno, maybe it's a weird confluence of the fact that the first year pay is so low and UPS tends to hire older dudes. I'm right in what I understand to be the "normal" hire age range, and my plan (should it all pan out) is to fly min guarantee for the first year both because the money is so bad and because I want to limit my exposure to any kind of trouble until I'm off probation. I'm sure the calculus is different for people who have kids or other obligations, but I plan to work on the house, or the bike, or the car, or whatever, and show up to work with a smile on my face, a song in my heart, and zero intention of working any more than I'm obliged to. It just doesn't make any financial sense to fly extra at UPS or anywhere else while you're still in the "try it out and return it if you don't like it" phase. Keep your head down.

Your approach is probably the most commonly used. Everyone has different options for making extra income or sufficient savings to coast for a year. Obviously, with second year pay soon to be in the $200k/yr range, you should be able to recover relatively quickly.