I could give you some advice there. Of the last 5 months, I spent 2 in India (I'm Indian), 1 in Singapore, and 2 in Thailand. I am going to visit my parents in Oman for 2 months next. What citizenship(s) do you hold? Most western nations require a paid-for visa to India that is not cheap to get. I am not sure how difficult it is to secure/renew either.
Singapore has wonderful internet, amazing public transit, and just the right amount of crowd and bustle - you're not choking, but it's always lively. And people love their technology. Wonderfully conducive immigration atmosphere. However, although everyone speaks english, the people are not very personable, so it's hard to grow a social circle through random acquaintances if you don't already have friends there (I did). It is also a fairly expensive place (comparable to Berkeley or Seattle), one of the top 5 in Asia.
Thailand has great internet, extremely nice people, and is ridiculously cheap to live in. Bangkok is lively and bustling with lots to do, but a bit too crowded. Public transit is not nearly as well-connected except in BKK city, but taxis/bikes are affordable. Unfortunately, very few locals speak English, so again growing a random acquaintance social circle is difficult. You can however meet lots of like-minded foreigners at the co-working spaces.
I personally strongly discourage bootstrapping from India. The internet situation alone was probably enough to call it quits. Terrible ISPs, high cost, slow speeds, data caps on wired connections, bad customer service (they left me without internet for 3 days before I had to have my complaint elevated), etc makes it nearly impossible for bootstrapping a software product. Public transit is mediocre in most cities and requires knowledge of the local language (and there is a different one in every state). Electronics are expensive (heavily taxed). Majority of local vendors will try to pillage any foreigner. They even try to rip me off because they can tell I haven't spent much time locally.
If you have a close friend who is more familiar and comfortable with a part of India that you will live/work with, it can be a lot better (you mostly just need someone who can yell at them right when necessary).
Don't get me wrong though, it's a beautiful country and wonderful to spend time in, just terrible to try to get any work done.
Yes, you always have to be aware of the current visa situation. For back-packers, it's been very popular to get a tourist visa and just cross the border back and forth once every month to get it extended. But lately the government started parsing new laws to try and close this loophole.
I'm not exactly sure what the new rules are, but it's something you have to be aware of before moving here. We are on a visa where we "only" have to cross the border every 3 months, and the new rules doesn't yet apply to people arriving via plane, so so far this haven't been an issue for us (it's easy and recommendable to get cheap plane tickets to the neighbouring countries and combine it with an extended weekend and some sightseeing while you're at it).
Rumors have it they are going to make it a requirement for all nationalities to procure your visa from your country of citizenship or permanent residence if you want one longer than 30 days.
Indians have 15-day visa-on-arrival in Thailand, but to get the 60 day visa I had to go to a consulate in India specifically, I was not allowed to apply for it from Singapore or elsewhere. Apparently this currently isn't true for all nationalities, but the list has been growing.
I probably should have mentioned that I'm planning to switch cities regularly to see a broader range. I don't want to overspend money, but... I also wanted to travel the region for a long time and I will definitely mix in some holidays. Currently, I can keep the business running with 1 - 2 days of effort per week. I'd like to spend more time on it, of course, but it's not strictly necessary and I can spend some time sight seeing :)
I had three fellow students doing an internship in India, all within western companies. They all liked the country a lot - but I guess it's a lot easier when the company has already organized most of the stuff.
Do you have experience with co-working spaces in India? Do they have their internet connections sorted out?
Switching cities is a lot of fun, and keeps every day interesting (it's what I'm doing too, a couple months at a time). Doing it in Asia is definitely viable, I've spent about $2k in the last 6 months hopping month-long airbnb rentals and crashing at friends'/family's with my backpack. A refreshing change after leaving the Bay Area.
India is actually a lot of fun to travel through. If you have company, getting on a train starting somewhere in the south and working your way up north visiting the major metropolises, tourist sites (and coworking spaces I guess) can be really fresh and enlightening. I strongly recommend that, if you're ok being without internet and power supplies for extended periods of time.
[see The Darjeeling Express if you haven't]
I have not spent any meaningful amount of time at Indian coworking spaces. Due to poor navigability of public transit and not having my own ride, I didn't have a good option. And heaven forbid actually having to drive on Indian roads without lots of slow practice.
Corporate internet connections tend to be a lot better (and cost a buttload), so not all "businesses" bother to get them. I have heard that coworking spaces in any of the true IT-powered metropolises -- Bangalore, Hyderabad, Mumbai, Chennai -- are much more likely to have solid internet connections, although there are coworking spaces in some of the smaller cities too (like those in Kerala).
I worked out of Microsoft's offices in Hyderabad once because a friend is there, and funnily enough they were having massive bandwidth and ping issues that day, I couldn't stream SD video without buffering pauses for my app. Maybe it was just their guest network, but I doubt it. So who knows? If people here think American ISPs are bad, you don't want to go near India...
> India is actually a lot of fun to travel through. If you have company, getting on a train starting somewhere in the south and working your way up north visiting the major metropolises, tourist sites (and coworking spaces I guess) can be really fresh and enlightening. I strongly recommend that, if you're ok being without internet and power supplies for extended periods of time.
That is what I had in mind :) Actually, I want to start in Sri Lanka - been going to a great Sri Lankan restaurant here in Berlin that has a picture of Sigiriya, which I've looked at so many times that I need to see it in real life now :)
Definitely want to visit either Chennai or Bangalore, Mumbai and New Delhi. Maybe also Hyderabad. I'm still not sure whether I want to travel through more cities and spend less time in each, or visit fewer cities but have more time and experience the city in a less touristy fashion.
Well, I hope to be able to check my email at least once a day, but most hostels seem to offer wifi. For real working I plan to visit co-working spaces, though.
Thanks for your input, it's good to hear some real life experiences :)
If you ever happen to be in Kerala when I'm there as well, I would be happy to host and help you out in kochi. PM me at (HN username)[at]gmail[dot]com and reference this thread anytime :)
Singapore has wonderful internet, amazing public transit, and just the right amount of crowd and bustle - you're not choking, but it's always lively. And people love their technology. Wonderfully conducive immigration atmosphere. However, although everyone speaks english, the people are not very personable, so it's hard to grow a social circle through random acquaintances if you don't already have friends there (I did). It is also a fairly expensive place (comparable to Berkeley or Seattle), one of the top 5 in Asia.
Thailand has great internet, extremely nice people, and is ridiculously cheap to live in. Bangkok is lively and bustling with lots to do, but a bit too crowded. Public transit is not nearly as well-connected except in BKK city, but taxis/bikes are affordable. Unfortunately, very few locals speak English, so again growing a random acquaintance social circle is difficult. You can however meet lots of like-minded foreigners at the co-working spaces.
I personally strongly discourage bootstrapping from India. The internet situation alone was probably enough to call it quits. Terrible ISPs, high cost, slow speeds, data caps on wired connections, bad customer service (they left me without internet for 3 days before I had to have my complaint elevated), etc makes it nearly impossible for bootstrapping a software product. Public transit is mediocre in most cities and requires knowledge of the local language (and there is a different one in every state). Electronics are expensive (heavily taxed). Majority of local vendors will try to pillage any foreigner. They even try to rip me off because they can tell I haven't spent much time locally.
If you have a close friend who is more familiar and comfortable with a part of India that you will live/work with, it can be a lot better (you mostly just need someone who can yell at them right when necessary).
Don't get me wrong though, it's a beautiful country and wonderful to spend time in, just terrible to try to get any work done.
I hope that was helpful!