Take more UPTO
Microsoft announced that they are doing away with their traditional PTO system and giving everyone "unlimited" PTO.
So my advice to you is to get a job at Microsoft. The 1099 life is for suckers, since we generally only get UPTO - Unpaid TIme Off.
Just kidding!
What I do advise though, is to take more UPTO as a 1099.
I generally sprinkle in half days, Friday's off, and a couple of multi-week vacations.
The obvious trade off is that you're leaving a few bucks on the table, but I've found the psychological benefit of going on lunch date with my wife on a Wednesday or building in a few post-vacation days off to rest and get over jet lag to be worth it.
When you go 1099, what will you do on your days off? I'd love to know.
Want the full playbook? Check out Going 1099.