I've thought this also, somewhat. Every time I lay these out, I make up storylines in my head, like an angle that Tyson Kidd has, where, though he's reached the top of the ladder, is struggling to win more matches, and is about to lose his spot to Jinder Mahal, and ends up feuding with him for the top spot.
Alternatively, in the Raw-SmackDown Records, I've made up this angle where Sheamus has become power hungry with being Champion and with the most wins, and is feuding with Big Show to stay at the top, doing everything he can to get Big Show out of competition.
One more thing I also like to do is imagine if 'whoever has the most wins' faces 'whoever has the best overall record' in a WrestleMania match, to earn a title shot. For example, on the Raw/SD side, it would be Sheamus (22-9-2) vs. Brodus Clay (18-0).