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Well that was straightforward! I'm hoping someone has a more positive answer (i.e. extra conditions to require to make it possible), so I won't accept this quite yet, but it's certainly a definitive answer to the question as stated.
Yes, but the transversality results in differential topology involve making generic choices in an infinite-dimensional space rather than a finite-dimensional one.
Demazure has a paper about the automorphism group of toric varieties, which can be nonreductive, e.g. $\mathbb P^2$ blown up at a point. Then I guess your question is about maximal tori of that automorphism group? They're still all conjugate as I recall, i.e., the resulting toric varieties are equivariantly isomorphic. Things change a great deal if you consider different toric variety structures on the same real manifold, e.g., all the even Hirzebruch surfaces are toric and complexly different but really diffeomorphic.
I'm a little surprised that Kirwan's thesis "Topology of quotients in symplectic and algebraic geometry" hasn't been mentioned yet, as a place to see GIT in a rather differential-geometric perspective. Of course, Kirwan is coauthor on the 3rd edition of GIT.
Have the dimensions on the gauge vectors merely be increasing to the framed vertex, e.g. $$ \begin{matrix} \fbox{n} \\ | \\ d &-& c &-& b &-& a \end{matrix}$$ where $a\leq b\leq c\leq d \leq n$ (without which the stability condition forces the quiver variety to be empty). This one will be $T^* Fl(a,b,c,d;\ n)$.