With all due respect, I think your time would be better spent trying to get permission from the city to bring a piece of private equipment onto the jail trail and clear it. Then find a sympathetic plow truck owner to plow the trail, or someone with a plow on their ATV. If someone wants to do the politicking I can probably round up a plow truck or an ATV with a plow.
Also, it would be great if the county jail had the inmates shovel the trail as part of repaying their "debt to society."