How many times can Canadians enter Thailand visa exempt within a year and extend their stay?

Canadians can enter Thailand visa exempt for 30 days, and they can do so multiple times by air as long as immigration permits. However, there is a limit of two entries per year when entering through a land border. If planning to return in June, it is possible to extend the 30-day stay by applying for a 30-day extension or consider applying for a 60-day tourist visa to avoid complications.