Do I need to secure a job in my home country before retiring to Thailand and working remotely?

If you're considering retiring in Thailand while possibly working remotely, a traditional retirement visa will not allow you to work. To work in Thailand, you generally need a Non-Immigrant B visa, which requires sponsorship from a Thai company. Alternatively, you might explore the Destination Thailand Visa (DTV) tailored for remote workers, which could suit your situation better.