I don't track what roads I've been on (I'd like too but too much backlog)
I was 22 when I started mine. I also thought it was too much backlog, but I just went one state at a time, then one route at a time within each state, used Street View and Google Maps for help here and there, and got most of it complete after a few evenings working on it. And I didn't even use the .list tool for my initial data entry, which would have saved tons of time.
As with my county clinches, I mostly consider my Travel Mapping to be accurate from 2010 to present. There are some early trips to NJ, PA, OH, MI, and possibly other states where I know I didn't get everything exactly, but I decided not to care, since I can't remember much of those trips anyways. That will just be an incentive to revisit and keep better track of what routes I use next time I visit those areas.