I am curious, however...is there a required endorsement for "conventional" gear, or if I get a tail dragger, can I start flying it immediately? Interesting as I don't remember any differentiation between conventional and tri-gear aircraft.
There is an endorsement required for the FAA. However, the insurance co. may require some amount of dual in make and model with TW for coverage.
When I bought my 150 TD last year I had more than a thousand hours of tailwheel time. I also had more than 1500 hours of 150 time. Avemco issued coverage with no restrictions for me as the named pilot. I had previously carried insurance with Avemco for another TW airplane with no claims so I guess they thought I was OK. I have to look to see if there are any TW requirements for pilots in the employ of an FBO or maintenance facility.
Geo.