I bought my TC knowing 80% of my riding was solo with 2up more for excursions with the wifey. What are you wanting in a bike I would think would be the question. I have always been after a bagger so the TC fit. You can sololize it if you like (seat mod, remove the backrest) and easily convert it back to 2up and IMHO the TC looks badd azz as a solo bagger with a batwing, screen or a wide grip bar and no screen. Again, I dig baggers.
Im not going to knock the 02's and the Hammer powerplant/tranny but to me it looks like if you have a choice the 03 or newer with the Freedom V92 its going to give you more bang for the buck with less hassle. Im only 10 months into mine so others may have a better opinion. That said, I wouldn't passup a good priced 02 C with the tranny fix inplace. There is just too much you can do to these bikes to personalize them.
One thing to keep in mind as another member posted, you should be able to get shipping on a bike for around 600 bucks so don't limit yourself. Check out cycletrader.com as well as ebay and craigs list. Good luck on your purchase and keep us posted!
2011 White Vision - Nuvi 550, Lowers, Lloydz 2nd filter, Vic perf filter, CB/Icom, 96 Brake LED's, Clear Signal lens/Switchbacks, VIC Hwy Pegs, Stebel Horn, 7Jurock 15" Shield, PCV, Lloyd ATS and Variable intake, Ness honkers
2004 V92 TC - S1 flash, level 1 slip-on, Ness big sucker K&N, ISO Grips, 4x1.5 Highway Hawg Risers, extra chrome (never too much), JM 2k CB 4' antena, Mustang seat, HD Front TS & Lowers, OD Pulley
Retired Navy SCPO