Here’s my vacation hack: had plans since spring to meet family in Central Florida this week, at which time I booked a r/t on points with Southwest as a placeholder.
Then I added a few days to the front and made it a business trip. I’m not expensing this trip, entirely a write-off.
Booked AA/first outbound and Alaska/first/direct on the return. Used my Chase Ink business cash back card for both. Rental car is also booked on Ink cashback card
Hotel is a Marriott property on my Marriott AMEX (just cancelled my Chase Bonvoy card at renewal).