Mexico City has extremely affordable and good quality fibre internet in central areas (where you would want to live anyway), and the food options are amazing. It's as safe as long as you stay aware of your surroundings and use a taxi service. Many parts of Mexico are safe to travel, especially in high tourism areas. I assume the property would be in the Condesa or Roma area. You'll see americans and europeans walking around everywhere and feel quite at home.
"assume the property would be in the Condesa or Roma area."
I hope so. Polanco is too snooty. The Historic Center has gotten viable for living with residential redevelopment and revolutionary traffic calming but still has a touristy vibe. I like family-oriented Del Valle but it's probably better for a 40 year old than a 20 year old.
Coyoacán's ayuntamiento discourages short term residents and has driven almost all hotels out of the area, but would make a good location close to the National University and lively streets and parks.
Indeed. Guadalajara (at least from what I've gathered chatting with folks local to that area) is much more tech-savvy (quite a few tech firms - big and small - have setups there), is home to an indie film festival (among other things), and is the supposed birthplace of mariachi music. If I were to give up my stationary life and become a nomad, I'd much rather have my transient basecamp in Guadalajara than Mexico City, to be honest.
Spent some time there in the past 6 months and i found it very OK. We looked at more southern destinations, like Medellin / Bogota, but then the flight times to SF and NY start making 1-2 day trips less feasible.
- Further north (albeit slightly) than Mexico City, and thus even closer to New York and San Francisco (if those proximities are in indeed your criteria)
- Major (relative to Mexico, at least) tech hub, making the perfect setting for programmers, remote sysadmins, and other folks who would appreciate living in a place populated by like-minded folks
