I would also suggest the place to be homeless, because I would guarantee your current city would be looked at heavy.
I would avoid very large cities. Too many other homeless. Instead, a medium sized city with good public transit. Cars are just too much issue. Park it till the hunt is over. You need tags and most states are on the Driver's License Compact and DMVs communicate. Also, a lot of city, state, and county cops have license plate recognition devices.
Also.. a bit of tin foil hat: A few major city bus terminals like Greyhound have facial recognition stuff on the cameras. They caught a kid a few years back who fled New Orleans to hide in Iowa by quietly catching the 'hound out paying cash.
I'd rely heavily on my friends. I don't know about anyone else's status with their friends, but much of my friends are pretty damn reliable(and with some, it's like a sibling bond). They also know many people.
Come to think of it, if it was absolutely necessary, I'm pretty sure I could successfully make myself practically vanish(especially with 25k to support me along the way). Maybe I could even sneak into that dirty ruskies home country and show up at his doorsteps(I mean it's hard to hide yourself as a billionaire). It may not exactly be something to brag about...but I amusingly know many "shady" people or people who know them.
Which is starting to sound weird. Hrm...I usually act like I don't know anybody but turns out I do. I shall term it my "underground network" who's door I haven't opened(cause underground isn't a door one should carelessly open).
Of course leaving the US would be bit of a problem since it'd be easily picked up on. I'd probably want to drive into Mexico with US passport. Then I can use my Turkish passport to get around South America(Turks are visa-free in every South American country) from where I'd have to find transportation out(probably on a cargo vessel that I'd have to bribe myself onto).
I'd probably make my way to Turkey(avoiding European territory), then take transport to Belarus, from there I can comfortably enter Russia(they don't even have border control set up there). Both Belarus and Russia are visa-free for Turks.
Of course getting into Russia would be harder had the billionaire bribed enough folk to put me on a list somewhere, but I'm assuming the lack of border control at Belarus means my biggest danger would be customs who probably won't harass me much.
Not everyone expects you to hide right under their nose...
(I put so much thought into this. I literally have a plan for most occasions no matter how unlikely)
"Creepy crazy fucking idiot Nr. 873894532"-aCol
the most well written and verbose shitposter on the internet