Has anyone come in on a tourist visa and successfully changed it to an o retirement visa with an extension from within Thailand?
Answer summary
Yes, it is possible to change a tourist visa to an O retirement visa from within Thailand, provided certain conditions are met. Key factors include having a Thai bank account with the required amount (800,000 THB) and being aware that not all Immigration Offices may process this conversion. Recent changes in banking and immigration policies may affect the ease of this process.
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It can be done if you have a Thai bank account and 800k in it but some Immigration Offices will not do this conversion so you need to say where you will be doing this
Yes, many people did it this way in the past. Are you asking if it's a good idea to do it now? It might be better if you ask if they managed to do it in the past 6 months as the banking situation changed this year, making it virtually impossible without an existing bank account or using an agent.
You can use any account, so definitely Canada. You don't need a Thai account to apply outside Thailand. I have not personally done it, but it's something that people do on a very regular basis.