> Tried that. I'm just sorta locked out from changing the alignment
Sure *both* clips have enough handles? To have a Start on Edit transition, the outgoing clip must have enough handles for the entire duration of the transition. To have an End of Edit transition, the incoming clip must have handles equal to the entire transition duration.
Also check to make sure the two clips are flush against each other. A blank frame will obviously prevent you from doing anything with the transition.