This 'ol' thread [Feb. 08] has a lot of good ideas. I got the Portland Pudgy and love it. It came with a nice bridle system. We have to tow and made two 250 mile vacation sails last summer and it towed fine. We put the little Tuhatsu outboard on the rail for traveling. I appreciate the suggestion of using a snubber...will do that. I also like the idea of using a funnel to keep it from bumping...though it may look like a hardware store ad but the time we put it together.
I learned early on to never, ever back down while anchoring with the tow line in the water.

That prop nearly gobbled the dink. I take up the slack, then back down.