Last year I bought a gorgeous 182C with all sorts of great mods including an unbelievable Pponk motor. The thing flies straight as an arrow, climbs like hell, is really comfortable and reasonably fast. I only started flying last March and have about 100 hours. In that time I've completely fallen in love with it. I bought a plane that I thought I would grow up with. I knew that I needed 4 seats as my wife and son like to fly with me too, and I wanted a good plane to put on floats. I have now spent lots of time flying my friends 180, both on wheels and floats, and another friends Cub on wheels and skis. I was initially turned off from buying a taildragger due to $2,500/year more in insurance cost, as well as horror stories of landing taildraggers. Now that I've got some taildragger time, I'm not too worried about the latter issue, although I can tell you it is indeed nice on those gusty crosswind days to not have to worry at all in my 182.
So, unfortunately I did not purchase a plane with a float kit, nor does it have a ski kit. These are things I can add to my 182 (although I have not seen too many examples of 182's on skis) at some expense. Am I better off to simply sell my 182 and buy a 180 and know that I will truly grow old with it? Or, since I already own my 182 and know it's a great plane (and know that swapping to a 180 will cost me $25k which is a big factor) should I stick with it?