I have stayed here for about 10 months or so I think at this point using border runs to Cambodia. You can buy a ticket at the visa office next to the Jomtien immigration office. They drive you and a few others to Cambodia and return in minutes, never a hassle. I have seen IO ask 2 guys for 1000BHT one trip though, stating their next visa run should have been by air as they already used up their land crossing for the year. One of those guys was not actually in that situation though, but 'fined' none the less.
My intent now is to stay for another full year. I would like to get some medical work done that needs to happen in multiple sessions every 6-8 weeks.
By the sounds of it, no only might I have some difficulty this time but doing this for another full year will likely fail? I'd hate to buy personal items, such as an expensive bike if one day I might get denied return and never be able to recover it, lose condo deposit etc.