I've be doing 'small' things for a couple of years now, but mostly I've been cutting back and strategically improving drainage. Actual digging work takes serious hours and aggregate.
I get the impression you're talking about a fall-line trail – These are notoriously difficult to protect from wear. About the only thing that works is heavy duty stone pitching, which is akin to a drystone wall laid on and in the ground. This involves the removal of tonnes of material and the replacement with tonnes of stone, which is, may I respectfully suggest, rather more than you on your jack jones could manage.
I'd spend my efforts extending the network elsewhere where its more sustainable, or putting in a more sustainable line if I were in your shoes.