DBisDogOne
I say go for it, sod the money you can't take it with you!!!. Taildragger won't cost to much maybe 5-10 hours. Seaplane is gonna cost a bit more, but then picture the Maldivian holidays or other exotic island hopping fun you can have. And then settling down int he evening sitting on the float with your bottle of wine and fishing kit.
I think I just sold it to myself
Oh and forget the rich woman...she will eventualy cost you more!!