I had an older I-20 (2000) that I upgraded with gen 3 rudders, self tacker, mid-pole snuffer, and a 10:1 main sheet, and side laced trampoline. As far as rudders go, many that sail the 20 like the 1st gen rudders best, some like the 3rd gen rudders. I felt that the 3rd gen rudders were more foregiving. The only reason that I did the upgrade is that my rudders were stolen and I replaced them with 3rd gens. The self tacker is a no-brainer, do it. If I remember correctly, the jib for the self tacker is a bit different than the other jib, so you may need a new jib also. I really liked tha 10:1 main over the 8:1, but there is a bit more line to deal with. Upgrading your tramp to a side laced one is a good move also, you will be able to keep the tramp a lot tighter. We all know a tight tramp is far better than a loose one! If your not going to be racing much, there is no reason not to upgrade to a mid pole sniffer, your end pole will be fine.