This was back when the tap-to-pay app was called ISIS, for context.
I combined a couple offers:
Amex's Serve (prepay debit card thing) offered a $1 off any transaction over $1 (a fixed $1, not a percentage), up to 50 transactions a month.
The vending machine company near me that had machines in my office offered a buy-4-get-1-free promo using tap-to-pay that has a very weird implementation: The dollar limit for the buy-4 portion had no lower limit, and the get-1 had a fixed $4 worth of payout.
Essentially, every time I got up and went to the bathroom I'd stop by a vending machine, buy 4 items worth $1.25 (costing me, $1 total), and then use the get-1 portion to buy $4 worth of items.
I'd then turn around and sell said $1.25 items to folks in my department for well under ($0.75 for $1.25 items, etc). I told them exactly what I was doing, nobody wanted to deal with the hassle though. And the dollar amounts were so small. The real reason I sold them to coworkers was because I wanted quarters for the pool table at a nearby bar.
In addition to those two offers, the Amex Serve also just straight up gave you something like $60 for signing up for the account plus adding some small amount of money to the card. This basically funded this series of $0.25 purchases for the entire 6 months.
I basically got unlimited snacks for myself, and a freeish source of quarters to fund my pool games for that time period.