Where on earth did you get the idea that Cayman Islands was cheap? George Town is more expensive than Washington D.C; you can get a pad in Dupont for $1.2k, further towards Adams Morgan much cheaper, yet further still in Ward 1, Columbia Heights, Park View, Kalorama and Mount Pleasant and you hit sub $700 territory.
Cayman Islands you're lucky to get a pad for $3k, and anywhere you wanna live is probably an expat community home (mid-aged nudist Englishman alert!)
If you're working for a startup, your colleagues will most definitely want you at hand. They might agree to telecommuting now, but if they're really a startup, then they will be screaming their heads off at you over the phone and demanding you come back. If they don't fire you by fax or message in a bottle, that is.
P.S. Stay in the same timezone or suffer the consequences. I am 15 hours ahead of my work zone, and I have days when I just finish a long day at work and feel like a cold beer, even though the clock says it's 8AM where I live.
You make valid points. I threw in Cayman Islands because I know someone there and I might be able to rent from them.
As for the telecommuting, the startup has a couple of developers that don't live in the same state. They are flown in whenever needed, but it seems to be working well. The thing is, I want to use my summer to travel and to experience cool internships. Unfortunately, these two things don't mesh very well hence this idea.
Never been there, but Panama looks good: cheap cost of living, fast internet, sizeable "knowledge worker" expat community (from cursory googling), good nightlife, etc.
Cayman Islands you're lucky to get a pad for $3k, and anywhere you wanna live is probably an expat community home (mid-aged nudist Englishman alert!)
If you're working for a startup, your colleagues will most definitely want you at hand. They might agree to telecommuting now, but if they're really a startup, then they will be screaming their heads off at you over the phone and demanding you come back. If they don't fire you by fax or message in a bottle, that is.
P.S. Stay in the same timezone or suffer the consequences. I am 15 hours ahead of my work zone, and I have days when I just finish a long day at work and feel like a cold beer, even though the clock says it's 8AM where I live.