After careful consideration, I have decided to go down the route of getting a DTV, purely because it's 5 years and I can return to work (working remotely in Thailand, for a non-Thai company).
Currently, I am on the retirement extension issued in Chiang Mai. I emailed the Thai Embassy Vientiane with some questions, one of which was to ask if I should cancel this before applying with them for the DTV, they said no need to. - Should I trust this feedback or cancel the extension before going to Laos?
TLDR : Answer Summary
The user is considering transitioning from a retirement extension to a DTV visa, which allows remote work in Thailand for a non-Thai company. They are unsure about whether to cancel their existing retirement extension before applying for the DTV visa in Laos, and have received ambiguous guidance from the Thai Embassy in Vientiane.
DTV VISA RESOURCES / SERVICES