Will Singapore Airlines allow boarding for a 30-day visa exempt entry into Thailand with a return ticket 41 days later?

The question concerns whether Singapore Airlines would permit boarding for a flight to Thailand with only a 30-day visa exemption, when the return ticket is booked for 41 days later, with the intent of obtaining a visa extension in Thailand. Responses from the community suggest mixed opinions, indicating that boarding ultimately depends on the discretion of the airline staff. Some suggest it is risky, while others express confidence that with a valid flight explanation regarding the visa extension, boarding should be possible.