Can I extend my DTV visa for another 180 days and get a work permit?

You cannot work in Thailand with DTV. You must get a nin b and work permit usually done by the company you work for. You can go out and come back as many times as you like it's multi entry for 5 years each reentry sets your 180 days. You must also do 90 day reporting. No need to use a border bounce company you can go and come yourself it's easy they will never ask for your paperwork only your DTV

You can't get a work permit on a DTV but you can change the DTV to another type of visa that does allow you to get a work permit

Yes and NO

1.....YES...a simple BORDER BOUNCE to get a NEW 180 Day STAMP is now okay 👍.

Suggest you use an experienced border run service company to take you out and back on the same day. They know which land border crossing to use. As long as you are with them, same day return.

Carry with you the DTV Visa you received by email or show the DTV sticker pasted in your passport.

Carry with you copies of the documents you submitted with your DTV application.

2... YES... that can be done during the 5 years of your DTV Visa.

3... NO.. you cannot work inside Thailand WITH a Thai company or customers in Thailand.

The workcation, DIGITAL NOMADS , is for those whose customers are outside of Thailand