No you cannot go before.
You advise you have a tourist visa (TR Visa) that you applied for in your home country. You will be denied as you can't hold 2 visas at the same time. You will need to reapply
You won't qualify is my understanding. Go to DLT and ask?
New med required
If DLT advises you can't renew license then get an agent to renew for you. Chiang Mai buddy recommended
Its really up to you. If you put an offer in you need to add the clause fix water damage and also add that they must fix water damage for the next 5 years
Hello. Firsty you aren't a permanent resident but are likely to hold a Non O extension (12 months).
You can transfer the stamp from your old passport to your new passport at no charge