Rule #2: Don't be offended if someone knows more than you.
One has to wonder how well a small passenger excursion would work on that segment.Not saying it would work, but it would be fun to ride.
.. or to just take a hand cart to the top and let it go. Riding the cart on the way down might be stupid but life is short.
You know, one early attempt at putting ROW up that hill goes right through what is now Clifty Falls park. The old Tunnels are still there. You can walk through them when following the hiking trails. I would suggest taking a flashlight and don't wear your Sunday best either. I think that was prior to the existing ROW by a few years and those folks went bankrupt. I think they ran them out of town on a rail or something as well. It's been awhile since I read that story so the details are a little fuzzy.
Thanks for clarifying that point. Didn't they put a cog/gear system on the hill at one time to help get the trains up and down the hill? And, I'm thinking that in some museum in Indy there is an old loco that used to work on the hill and/or was the first loco to get up the hill on traction effort alone. It's been a long time since I read up on the Madison Hill history.
Railroad cut, Clifty Falls, Madison. Courtesy of the Indiana Department of Conservation Photographed by H. M. Flora