If entering Thailand by land or sea, eligible travelers holding normal passports will be granted visa-free travel to Thailand twice per calendar year. There is no limitation when entering by air.
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You can, however, enter the country by flying in as many times as you like. You can only stay in Thailand for 182 days per year without the correct visa allowing you to stay longer.
In the past people could do infinite border runs (leaving by a land border and re-entering, getting a new visa exemption in the process) however as of January 1, 2018 you can only do 2 border runs per calendar year (any more and you will likely be denied).
Upon entry, Thai immigration officials will place an immigration stamp in the passport permitting a 30-day stay in Thailand if arriving by air or land. This time limit may subsequently be extended for an additional 30 days by paying a 1,900 baht fee to the Thai Immigration Bureau office.
The B1/B2 visa is a multiple-entry visa, which means you can use it to enter the U.S. more than once. There's no set limit to the number of times you can visit the U.S. in a year, and it really depends on the specific circumstances and discretion of the CBP officers who review your case each time you enter.
If you have already overstayed, our advice is different depending on length of overstay. Overstay a week or two -> prepare the fine and leave by airport immediately. Overstay more than 90 days -> seek legal help immediately and do not put yourself in any situations where you might be detained by police.
If someone is not eligible for visa exemption, they may apply for a 15-day Visa on Arrival. If you are entering Thailand for tourism, leisure, or medical purposes, are not intending to visit other Asian countries, and know that 30 days will not be long enough, then you can apply for a 60-day Single Entry Tourist Visa.