Breaking trail on skinny skis is no fun. With your trail system, have you ever thought of investing in a TiddTech
4' groomer that you could pull with a snowmobile?
Yes, I thought about it long ago, but decided it wasn't really worth the trouble. Snow doesn't last all that long around here, and as you know, I already have so many vehicles. However, if I relent for even a moment, I'm sure Zack would have a snowmobile show up here the next day.
You can also groom by dragging a tire on a rope. Did that before I got my Tidd Tech. Can pull with a snowmobile or while on snowshoes for a good workout.