Hi,
For what it is worth I just bought a JTV59 from Sweetwater. They offer 0% financing over 24 months so it is about $40 a month. Obviously it will cost more than the $300 for the old model. But it is an extraordinary instrument. In fact IMHO the guitar itself is a high quality LP style guitar on its own even without the modeling. I bought it for the modeling but Tylers humbuckers are terrific and worth the price of admission. I can't speak to the 69 and the 89 but I expect they are on a par with the 59. They are a bit cheaper than the 59 because they are bolt on neck guitars. By the time that you finish paying for upgrading a Squire you could probably get the 69 and have all of the cool modeling to boot. And 0% is free money.