The biggest mistake I see is guys agreeing to allowance before they meet. Thailand is full of girls who try the “can you send a little help first” trick. It is not even malicious, it is cultural. Many Thai girls test new men this way because tourists usually say yes.
My rule: No allowance and no transfer before a face to face meeting in a public spot.
Once I started following that, everything improved.

Another thing new guys miss is the schedule issue. A lot of Thai sugar babies have school or part time work. If her schedule is chaotic, your arrangement becomes stressful.
Ask this on day one:
“What days and hours are usually easiest for you?”
If she cannot answer clearly, she is not ready for a consistent arrangement.

New guys also chase every cute girl they see on Thai Friendly or Instagram. They do not filter at all.
Better strategy:
Look for girls who talk about consistency, comfort, and stability instead of fast cash. Those girls usually become long term sugar babies.
If she only says “How much?” in the first two messages, walk away.

Cultural mistakes are real. I always tell newcomers: calm masculine energy wins here.
Thailand is polite.
If you stay relaxed, speak gently, and make the girl feel safe, you immediately stand out.
Most tourists act loud or pushy.
Safety first, fun second, money third. That mindset works with Thai sugar babies every single time.

A trick that changed everything for me was offering a range instead of a fixed allowance.
Example: “I usually do something between X and Y depending on comfort and consistency.”
Thai sugar babies respond way better to this. It removes tension and shows you are experienced.
Fixed offers make you look rigid or unsure.
Ranges make you look like a man who has done this before.

One mistake I made early on was assuming the first meet has to be some fancy dinner. Not necessary at all in Thailand. A simple coffee at someplace neutral like Starbucks in Terminal 21 or Lotus Sky View Lounge in Sukhumvit is enough.
You are not trying to impress her, you are trying to read her energy.
A real sugar baby will sit calmly, talk about expectations, and ask sensible questions.
A time waster will rush the conversation straight toward allowance.
Keeping the first meet simple saves money and exposes the pretenders fast.