1) Easy to get a prepaid monthly plan from AIS or other providers. Thai number and data. Set this as your primary number and data. Get ESIM installed at the store. I pay 399 baht per month for 100gb
2) keep home country number in secondary position. Very beneficial for banking, etc in home country.
Nomad version of dtv. Flew out and back twice. Also one land border crossing. No questions for me but I've heard others have had questions when entering again.
I'm not sure what you mean by "activate it" but the 5 year visa validity starts on the day you were approved.
Then each time you enter Thailand you receive a 180 day entry stamp.
Come and go as often as you like during the 5 years. Each time you receive 180 day entry stamp.
Edit: of course any and every entry is up to the immigration officer and depending on your specific circumstances, the port of entry, which type of DTV, the mood of the IO, and many other factors, entrance is never guaranteed for ANY visa including the DTV.
I have entered and exited a couple times already on the DTV (remote work nomad). Never had any questions from immigration. I went to Taiwan, Spain and Laos.
I definitely prefer airport immigration over the land border at Vientiane because much easier than the walking, crowded bus between Lao and Thai border, etc
The other country didn't ask any questions related to the stay in Thailand or DTV. Irrelevant to them