Seth, I had looked at Grasshoppers a few years ago.  The dealer was primarily a Ferris dealer.  i was interested in the Ferris for its oscillating deck feature.  He just happened to have a GH in the showroom.  I don't know if it was top of line or bottom.  The ferris just seemed to have too many moving parts and I wanted something that looked a lot more durable.  There was a Skag dealer who i had been dealing with, but he was moving out.  I was mainly looking for a good service department.  As it turned out, the Skag dealer who was moving away sold the biz to his head mechanic.  From that point i have never really looked seriously at any other brand.  "If John don't sell/fix it, I don't buy it," has been my motto ever since.
Your Gh does looks like a serious play toy  [blink].   If it takes care of the snow in your yard, it has to be a real serious play toy.  Do you have to plow off in stages, like take off the top 3 feet and then work your way down to the serious sno?  [wink]  What do you tow with the hitch? A yard of sand? In the pic, it looks like a 1-1/4" ball which means hard working.  When my guy (John does everything) fabricated a cart for my Skag, he made it with swiveling casters with solid mount (bolt on clips) to frame of the mower with sort of a hinge type pivot for oscilation up and down.  It gave me more stability on hillsides.  It required close attention to where the back was going, as i am sure you know from running your front deck mower.  You can get into a peck of problems if you forget about the back swing.  The front mount is great for working around trees and beds.  With the Walker I had, the geometry was such that if i trimmed around anything, those back wheels would clear on the swings around beds on the inside of the turns.  NOT SO with the outside of a turn.  don't bother asking how I know.  [scared]  
I eventually gave the cart to my son.  i don't know what he actually did with it. probably just used the iron for fabricating something else.  
Tinker