I fly out of Coldstream airport, it's a gravel strip and no matter how careful you are that initial power when taxiing or taking off can suck stones up into the prop,,,,the taildraggers don't have the problem like the nose wheelers,although I'm still very aware of it and do all I can to be kind to my prop. Another point in favour of the taildragger ,on a recent trip some of the crosswinds were well above anything I'd flown in 25knots and more, at a couple of the places we dropped into I had to touch down on one corner of the runway splay area run up over the runway on an angle and off the other side ,in a taildragger it wasn't an issue ,I don't know to many ultralight tricycles that I'd be comfy doing that with.
I started off in tricycle gear stuff like most of us but always like the taildraggers( I've never seen an aircraft that looked ugly with a tailwheel) after a while I did the training and started to look for time in anything going, it's not easy to do nowadays but I managed to get some C185 and RV6 time, then we moved south and I got some Eurofox hours ( a really sweet plane) and spent a few hours in a super decathalon and recently was able to get checked out in a DH82a , the thing is ,for some reason ,the most interesting planes have tail wheels and the ability to handle one finds you in a position to get left seat in some pretty cool aircraft.
Someone mentioned insurance? I have my Skywolf ( a Skyfox based experimental) insured for flight risk, and my RV6 kit for ground risk ,hull value about $38000 each for a premium of $2200 a year, not sure how that compares with others, also heard that the RV taildraggers are less risk than the nose wheelers.
My point in if you have the choice to train in a taildragger I'd go for it , if it added maybe 3-5 hours to the total ( which is about the minimum for an endorsement) it would be worth it ,you'd come out the other end a much more aware and competent pilot, and in a position to get time in some of the more interesting aircraft around,
Matty