Will I encounter any issues with Thai Immigration upon re-entry in January 2025 after my previous visa exempt stay?

Make sure you arrive with the 3 proofs to maximise your chance of entry.

The Three Tourism Entry Proofs :

- proof of accommodation for at least your first few nights (hotel booking or a letter of invite from a Thai)

- proof of onward travel (international travel ticket leaving Thailand within your initial entry stamp exit by date i.e 60 days)

- proof of funds (20,000 Baht or equivalent in any major currency in CASH per individual, or 40,000 for a family)

If you arrived to Thailand 24 September your 60th day was 22 November and that was also the first day of the visa extension. So you have to fly out the 21. December. Check the date of your visa. From 2 January to 25 March that's ok if you have a new visa and you ask the extension in February.