evo or another twincam?
What would I go for if changing bikes? Very difficult! I owned a new TC88 for a few years and it was fine, once I changed the primary gearing by a lot. As an engineer I am more interested in the underpinnings of our bikes and the problem these days, especially with the internet, is that we can be easily tempted by a dazzling variety of good things we can do, for styling, performance, braking, handling, suspension, etc. In some ways the post-Evo bikes are better finished, but not better provided for in other ways, especially ride quality.
Knowing what I do now, I suggest that any bike up to 2013 will require many of the same improvements as an old Evo, to drag it up to scratch! It might look nicer, with its swish wheels and paint, but underneath, in far too many ways, it is not any more modern. Only with the 2014 bikes has Harley made some serious improvements IMHO. To some degree the less you pay for a bike, hence the older it is, the more cash you may have spare for essential improvements!
What are the landmarks? The oilpan under the trans during the mid-90s, 1" twin-row wheel bearings in 2000, Delphi EFI, superior engine/trans interface with TC96, Brembo brakes and that's about it. Everything else is tinkering around the edges.











