Has anyone managed to get the DTV for teaching English online?

Planning to go to Thailand in December, but only will stay for less than 2 months, which I can use my free visa upon entry of 60 days. From February next year, planning to stay a longer time . Should I wait for February next year to apply Dtv? If I apply now, I feel like some months are wasted. Since I'm thinking of HCM or Hanoi, it is already in the evisa now

On the evisa system to apply for the Dtv, I saw there is a section for including the flight details and date for the length of stay, what are the dates I should include there? I'm using the digital nomad/remote worker option.

My employer is a huge company, I am allowed to work remotely, but they can't provide paperwork other than proof of employment (with no mention of remote work). Will that pass in Laos?

A few DTV questions.

Is there the usual 90 day reporting? I thought I read somewhere that people a bit older might have trouble getting one? I am 62 but do remote work. Is the application fee non-refundable like most other visas, or they give you more latitude to re-submit documents? THX