Does Allan have a pricing mistake for Marco to fix? I haven't heard anywhere that it is a real impediment to TM2. Even in the list message from Allan, he mentions that maybe it was a mistake, but money wasn't his primary motivation.
If Allan is smart he'll look at the Sophiestication blow up regarding CoverSutra 2.5 being a paid upgrade. I think that would be about the worst thing that could happen to his motivation to work on TextMate. Marco should buy another license if he wants, and I, and many other developers will most likely follow suite of our own free will.
I just can't trust Marco's analysis when it feels like he doesn't seem to give any consideration to the fallout. In the last Build and Analyze he also didn't know Allan's employment situation, and many other things that don't seem to vibe with what I know of the situation as someone who has used TextMate since it was first released. Granted I know he was being a bit flippant at this point, but he brought up how there are holidays before Christmas that could further delay things, but since Thanksgiving is firmly a US holiday and Allan is a Dane living in Denmark, it's fairly safe to say that Nov. 24 and that entire week are just going to be another week for Allan.
He could simply be honest that he's expending a lot more effort on v2 to make it as awesome as he wants it to be. Charge the full price, but offer a refund or full price rebate if you show that you bought v1.