I myself have been flying an avistar for about 2 years now and recently started to look into getting a low wing plane but unable to find one ready to fly and didn't want to build one since the season is in full swing. I had a extra 300 that I purchased off a club member last year that I never flew since my club members told me I wasn't ready for it. Well after l took it to a club members house to work on the extra he asked me if I was flying this plane and I said no because I was told not to and he got upset because he seen me fly and believed that I can handle that plane. So he was like this weekend you are flying this plane and fly it I did. A bit nerve racking but I zoned out and flew the plane. A tail dragger is definitely a different kind of plane. I was going for the sig four star and still recommend a low wing trainer. For the most part if you believe you are ready for that second plane go for it.

Mark