@Todd ********
"Extensions for DTV, nobody knows the requirements yet but only permitted one per 5 year visa. So at some point, a bounce or travel will be required. And will need several over the 5 year term."
I don't think this is correct. It's 1 extension per entry, not 1 per visa. So in effect you only need to bounce once a year.
And yes champ, I do know the cost. You're looking at a minimum of 12,000 baht to fly return to Singapore or KL out of Samui. Can go up to 20,000 at busier times. Not to mention 6+ hours turnaround. Or 18 hours if you want to go by bus. That's significantly more time and money than extending no matter which route you choose.
Anyone typing "just do a border run" obviously has not considered that a lot of people in this group live in Samui/Phangan where border run is always the worst option.