Have you thought about joining the club and trying a glider on for size just for fun, before you worry about the tailwheel endorsement or towing? Flying a glider will very quickly remind you what your feet are for, and that will probably save you money when you get around to your tailwheel endo.
I was at a similar hour level to you when I did my tailwheel endorsement and glider conversion, and each of these really helped polish up my basic handling skills no end.