Usually the exchange rate goes up in the low seasons then goes down in the high season so it reached a peak of 37.xx this year now its going down while the high season is approaching with a lot of $$ coming to the country so i wouldnt expect much of a dump in the currency price to dollar in the next few months .. its ur choice though
I just did that 2 months ago and spent around 40 days out of thailand .. everything was super smooth no questions asked except they were making fun of my thai accent 😅
You need to have more than a month left in your last extension and a re entry permit to do so