seeg05,
I have had mine for over 4 years, I road Hondas most of my life and a Harley for a few years. The Trophy is fast, fun to ride, and comfortable for me. As Saddle Tramp said, only you can tell if it "fits" you.
One caution, it is a very technically complex piece of equipment. I am fortunate to live less than two miles from a great Triumph dealer with excellent mechanics. Although most with rudimentary skills can do oil changes and small maintenance, anything more requires more than I am competent to handle. I would be reluctant to own one if I was not within a reasonable distance of a dealer who had competent staff.
One last thing, it is a bike that Triumph has given up on, so although you may find some great deals, the flip side is resale is tough.
That said, I really enjoy riding mine, and although I also have a Triumph Explorer (love the motor), my preference is to ride the Trophy.
Ride Safe and Good Luck with any decisions you make.
ZShyster