"You're going to Thailand?? In the jungle with monkeys?"
"Isn't it dangerous there?"
"Do you have a job lined up?"
"Have you ever been there?"
"Do you speak Thai?"
"Do you have a teaching degree?"
"How long will you be gone?"
"Do you like Thai food?"
"Isn't the weather way too hot?"
Hmmm.. I didn't have the answers to these questions (or the answer was no) but I decided to bypass all that and just GO! You learn as you go!
I ended up finding a job easily, buying a scooter, falling in love with the cuisine and the climate, learning some Thai, staying 18 months, and only got robbed once! And unexpectedly along the way, found the answers to a lot of life's questions.