Been there! Not with a little tailwheel, but a big engine, wobbly wheels, and rubber prop, cowl flaps, etc.
Pointed out to him that it's not an easy aircraft to fly, and that we'd sell it to him only if he undertook in writing to have conversion training with a CFI before flying it solo. He did, then flew it solo anyway and scared himself rigid while doing so (no surprise) and sold it again quickly.