so you are screwed with patreon, if your subscribers are sozzled expats in Pattaya enjoying commentary free but creepy people watching videos on walking street.
How many times you can enter on a visa extension is not the same how long you can cumulatively stay in Thailand on tourist visa exempt entries. If you are staying 180 days a year in Thailand, that suggests you are not a tourist, and there might be reasons you are avoiding applying for a visa, perhaps reasons that that includes grounds fir refusal.
Geoff Carter posted a video on this. It looked a mess. I suppose if you are an old gipper with nothing else to do but stand around in a queue, I can see why one wouldn't want to use an agent
Something to be aware of is working conditions. You no.longer have uk working rights. That might not be a problem if your employer is cool. Contractors basically have no rights, and it will be tough to be in Thailand, on a visa that's related to your employment status, and suddenly out of work. I know many contractors set up their own limited company. That might be worth doing now, if you are allowed to, and getting it bedded in.
Any professional organisation's lawyers would rightfully ask questions about that. Its unlikely in your case. But your employer might be concerned about an administrative burden placed having to prove each year the company has no Thai income. I've asked around and it's not clear even yo tax professionals