What should I expect regarding my visa-free entry into Thailand after multiple trips?

if they only gave you a 7 day stamp you will have problem. But you might be lucky with the new year

There's no reset, they will look at your history and make a call

try.. and then tell us 👌🏽

So you never did an extension or a border run, if I understand right?

You did exemptions, not extensions. Not the same.

Based on what you describe, your total time in Thailand is likely in the range of roughly 120–150 days, spread over many visa-exempt entries with only short stays outside the country. While each stay has been relatively short, the frequency of entries and limited time abroad is exactly what immigration now looks at more closely, which explains why you were already questioned on your last arrival. There is no “reset,” and a further visa-exempt entry is discretionary. To reduce risk, the sensible step would be to apply for a tourist visa before your next entry, which does not guarantee entry but materially improves your chances compared to another visa exemption.

How many days total did you spend in Thailand last year ?

If more than 150 i guess they may start looking at your travel