Not really tow out gear related, but I recall years ago, Bill Seed discovered that the ailerons had a "stop to stop motion" that would get going at about 5-10 MPH tailwind. You might need to restrain the stick or have an obvious, easy to remove gust lock to prevent damaging the ailerons. This mode was encountered when pulling the plane forward, downwind, to the end of the runway for doing auto tows. Wind speed minus walking speed set it off. Something to be aware of.

As for a tow bar, could you make a cuff with a wheel to set the tail in, then pin it to the airframe where the ground handling tail tube gets poked through? Your wing wheel is going to have a really big cuff!

Good luck!

Steve Leonard