hello Cole,
unfuortunatly, I confirm - that is a flex issue. The port often breaks at the root inside the housing and the only solution is to replace it. You should remove the screen (which is not easy), take out the motherboard - which is certainly a difficult and time-consuming activity (most often here later problems with killing iPads arise). Don't do it yourself if you are not qualified. Find out in independent repair shops, it should not cost more than $ 150-175.
- regards,
I recommend ipadRehab.com or ststele.com