You don't HAVE to work remotely to be eligible for the DTV. There is something called 'soft power path' which allows you to apply if you enroll to Muay Thai training or Thai cooking classes. If you're interested in that you can contact Zee @ KLMT (Khao Lak Muay Thai)
If you plan on partaking courses yourself why not apply for a DTV for yourself instead of piggybacking? You'll save him the back pain as well as I'd imagine it won't be fun to piggy back someone for 5 years...
Laos is your best option from where you are. Catch the train from Bangkok, explore another beautiful country for a day or 2 and comeback and get another 60 days
It should be 'My husband and myself" or "My husband and I". Like "The kind and I". Not "Me and the king" but you obviously know better since English is NOT your first language...