If you are in the seat & are using the Hi / Lo switch for the Hydro trans & the tractor shutdowns... I'm thinking the seat switch is working correctly, but you can easily bypass it to test. This does sound like a safety interlock / switch issue.
When you say it won't restart... can you clarify on whether the tractor cranks / turns over & does not start??? Or does it not even turn over??? I think those are two very different issues.
I don't know the Workmaster series as well as other NH models, but really need to know if the tractor is even turning over when this happens...