You find a job first. If you say 99% are not getting traction focus your efforts on the 1%. Remember Thailand is not a job-seekers paradise. Which field are you looking at? Your experience will count more than a degree (although for many positions that will be a requirement). Target foreign companies, as Thai companies will generally look for fluent Thai-speakers
Ok. No worries. Keep it in mind should you come again and spend any time in Bangkok. Unfortunately I don't know anyone permanently in Hua Hin as they could have done the deal
Yes you can. A friend of mine has already done that and got the DTV. His "remote working" consists of daily checking of emails, and monthly reconciliation of income.