Shouldn't be any problem at all. You cannot file a TM30 with a past date so every TM30 is for the date it is filed and replaces all TM30 from the past since it's a system about where you are now. Don't even say anything unless they ask, and then if they do just tell them you asked your condo for an up to date TM30 for your extension application.
We are NOT talking about fast track. We are talking about a special agent VIP entry for people who are worried they will be denied entry. You are taken to the entrance to the passport control and told to go to a specific, pre-arranged line with an officer who knows the situation.
I think the airport entry one starts around 2500 baht, and then the price goes up depending on how checkered and extensive your history in Thailand is.
the 2 times per year never made sense. What if you're staying near the border and want to go shopping a couple of times, and now you're locked out? I don't think there's anything sinister about it. They got rid of a rule that made no sense. The immigration officers enforce the rules as usual. The agents have been doing what they do too, as there were always people abusing border bounces even when the rule was in place.
I think it starts around 2500? I can't remember exactly. It goes up from there based on your history. The longer and more checkered your history in Thailand, the higher the price is to get them to look the other way as they stamp you in.
People doing it themselves is being clamped down. No word of any agent entries being affected at all. In fact border bounce agencies are doing better business than ever now that the 2 times per year at land rule is gone.
That link goes to the agent that owns this group. They have a good reputation and they will tell you if they cannot help. If they say they can help you then it's as good as guaranteed.