this is a really important way to start that you mention , the initial 60 day tourist visa is the best way to begin, it saves money and time, also depending on ones home country, and the immigration office you apply at, you can get a letter of income validation from your embassy/ consulate for the Thai immigration department, it speeds the whole process up. Well, not really speed it up but it cuts out a couple of steps.
It seems daunting but you don’t need an agent, it’s illegal and could backfire in the future.
I just got my 90 day extension stamp in this process so next trip in may is 1 yr retirement stamp.
It’s not difficult to do on your own but you should have a Thai translator with you at the offices
it’s also illegal and continues to fuel possible corruption in the various agencies. Please do not use agents, it’s fueling the whole problem.
My experience is that the Thai government personnel are not hard to deal with once you get familiar with the offices in areas where you live. They are just good people just trying to make a living, and many really do love their country in spite of all the critics. Frankly I wish Canada had some of the rules here that I have seen. It wouldn’t be such a 3 rd world country if it did