Hah, me too! I’ve met Dries at Drupalcons a few times. I was just about to say “What, Ruby?!”
I’d recommend avoiding India for your travels. It’s a great place to work and travel (and live!), but my initial ideas of building a strong dev team here while I ran around nonprofit tech conferences giving workshops / talks and getting new business didn’t work so well. Very few developers here are good (very entrenched culture of $500 wordpress site builds, and most of the “freelancers” never get above that level). Almost none of them have any interest or inclination towards startups. Almost all of them jump jobs every six months to get a pay increase. Almost none of them value learning anything new on the job, or are passionate (or even curious) about the tech they’re working with.
There are a lot of exceptions, of course, and I’ve been fortunate enough to meet and work with a few of them over the last couple of years. But on the whole, it wasn’t nearly as easy as I thought it’d be. I had a much easier time building teams on this model in Chicago.
I’ve heard very good things about dev talent in the Philippines, and I know at least one Drupal shop in Chicago that has had a lot of success recruiting developers there (they’ve even set up a satellite office there). Might be worth checking out.