has your answer. Why on earth are you considering DTV if your income is high and/or assets are decent. LTR is BY FAR the superior visa. Simply go online, fill out the application, upload supporting documents and await approval.
if your intent is legit nomadic existence, border bounces are simply and easy way to handle entries into Thailand. Especially as you get 60 days+30 now. And yes, flights to all neighbouring countries or Singapore, Indonesia, China and Vietnam and easy, fast, fun and cheap. Great way to see the region
this really depends on where you live. If close to a border point or international airport, border bounces are incredibly easy. But more difficult/expensive from other locations