re: If you break out of jail and are looking at life where you going?

A beach in Mexico

Get dirty. Don't shower. Long sleeve shirt, wholly undershirt, and some ok tennis shoes. Then go be homeless for a couple weeks to disappear if you are in a city. Slowly rail jump south and get into Mexico. Work your way to south america. Slowly disappear in the world. No cell phone. No credit cards. Small jobs cash only until you find a destination.

Back in the early 2000s I owned a pretty successful small business and had all of the head aches that went with it.....I became obsessed with simply disappearing LOL. Many months I would have what would be a significant fortune in the bank, at my disposal, for a few days....and had access to a ridiculous line of credit. At $.10 on the dollar 1/4 of it would have been enough to live comfortably on for 70 years. I was not serious, I don't think, it was just a fun thought like what you would do if you won the lottery. I read a BUNCH of books, talked to a lawyer, and basically concluded if you were not wanted for a crime and no spouse was looking for you for child support if all you had done was not pay several million dollars worth of vendor bills and maybe maxed out your line of credit and ran off with it no one would even be looking for you. If anyone were looking for you, however, and they had the resources to do so there is NO way to escape. None. It is not possible. Most people eventually come back to the states and get caught because they are bored or lonely or broke or all three....even when it means facing some pretty harsh penalties. If the state is looking for you for some reason you aini't going to stay hidden long...and this was 20 or more years ago...its gotten worse. The best advice, at the time, was to become homeless in a large city with mild winters.....leaving the country is obviously problematic, not knowing the language, not having proper papers....people in rural areas are nosy...they know every time someone has a wet fart so they certainly know when a stranger shows up. At the end of the day it is damn near impossible to do for long unless no one is looking for you and if that is the case you have already dissappeared.....

Only one answer here in LA:


Angola

You could go to a small town with a population of like 20k and never be recognized. That is as long as you don't have blaring face/neck tattoos. Grown your hair out a little, grow a beard and find a construction job with no background checks that pays cash or a farmer.

First titty bar I can find

I'm a US Marshal, so this is pretty much my career.

I can tell you a few things, first and foremost you have to be in a very small percentage that has all the right circumstances line up to not be caught within weeks.

Second, Mexico isn't a safe haven and you'll have a very hard time "disappearing" even there. Those that say "just get to a coastal town in Mexico and disappear", that's about the most cliche thing you can think of and you will get caught. We have many eyes down there just because of this popular cliche.

Those that actively evade us, even to this day, mostly have a few things in common. Either they have access to money off the grid, no family, or are so downtrodden they can disappear into a crowd of homeless or be gone in general and have nobody that cares. We're talking about two polar opposites, the rich clever guy that stashed money or the one that's burned every bridge and has absolutely no connection to anyone else and no living family. A ghost.

Even then, your chances aren't great. You might make it a few months or years, but eventually we find just about everyone or at least have an idea what happened to them. People don't just randomly build shacks out in the vast wilderness to live off the land, and Americans don't just randomly show up in a small Mexican coastal town without eventually being noticed.

Your best bet, if you had any kind of money stashed away where it could be accessible without any flags, would be to get to Canada and get out of the continent on a ship (not an airplane). It would also have to be a ship going towards either non-tourist south America or one of the less "tourist" destinations in Europe.
Once again the right circumstances lining up perfectly where your identity isn't scrutinized along the way.

If you don't have money stashed away, you better hope you have survival skills and a vast wilderness accessible nearby. Even then you have to be careful and keep moving, smoke from a fire in an area of wilderness that's not normally trekked is a gimme for LEO. You might be able to hide and survive for a few months or years in that scenario, but you will eventually be found in the continental US. Without a fire (which you'd pretty much HAVE to have), you're dying soon anyway.

Your best bet is to just not break the law and be imprisoned. The general public has no idea what law enforcement is capable of if they want you bad enough. There's cameras, satellites, Internet, and people watching everywhere.

I’d go to Andy’s island.