In both of these cases, the same underlying problem is happening.
You're trimming the airfoil TE by specifying a target thickness (THICK mode instead of X). This causes OpenVSP to run a Newtons Method solver to find the chord that corresponds to the target thickness.
I believe the problem is exacerbated by the fact that your airfoils have a cusped trailing edge.
Instead of finding the target t/c near the trailing edge, the solver is finding an alternate solution near the leading edge. This is of course not what is desired.
I'll see if I can make the solver more robust to this sort of thing.
In the immediate term, as a workaround, you could also consider using X trimming instead of THICK. That should avoid this issue entirely.
Rob