With the secular urbanization trend created by the consolidation of jobs in the city for work, contrarians that can work remotely have an incredible opportunity

With the secular urbanization trend created by the consolidation of jobs in the city for work, contrarians that can work remotely have an incredible opportunity for easy living. I've given up on living in major metro areas and the rat race it entails. I tried it in a few different cities, and it was fun in my 20's. But now at 31, I want to semi-retire, do some remote consulting and work on my ideas. There are a lot of places that let you do this, Southeastern Connecticut is one. You don't need much money at all, and it's very doable for competent developers. Get a good deal on a multi-family house, let the tenant(s) pay all your housing costs. Find some remote work. Find someone with a sailboat that needs to sell quick, get a deal. Spend the summer on the water. Keep a small nut, stay free. Take Amtrak to NYC, or Boston, get hotel rooms for short trips or find someone that will cut a deal for a room mate that only wants to come in a few weekends a month for all your city excitement needs. Make some friends in Providence and take the short drive on 95 to play disk golf with them or go to concerts. You can rent a million+ waterfront home for the fall, winter and spring for < $1,000 a month here. I had always wanted to take a startup all the way to a big exit for the FU money I thought I needed to be free. It turns out you don't even really needs millions to live life on your own terms if you do it in the right place. If you do it right you can spend 1.5-2x Thailand/Vietnam digital nomad costs in quiet, scenic, pockets of the Northeast Megalopolis.