Tyler, here's a picture of my 26 trailer, the tongue should be pretty much the same as the 260 trailer. My bow stand is 5-3/4" back from the end of the square trailer tongue (not the extension) . Measure yours, see if it has been moved back. Looking at your pics it looks right, but when you say, you climb on the transom and the tongue lifts a little, that doesn't sound right at all. When I climb up the stern ladder, my rig doesn't feel like it's gonna tip at all and I weigh 220 lbs.
https://hunter.sailboatowners.com/mods.php?task=article&mid=15&aid=100080&mn=26
https://hunter.sailboatowners.com/mods.php?task=article&mid=15&aid=100080&mn=26