I gotta say that the racers are the ones who mostly contributed to the interesting episode titles. With a cast like this, where they chose uninteresting teams like John and Jessica and Dave and Connor over more viable teams... you really can't expect much. (And the more interesting teams being eliminated first, NaNa, Mallory, Youtube etc.. who are always quote worthy)
In both seasons they are on, Dave and Connor contributed to ZERO titles so far. That's how interesting they are.
Now look at Oswald and Danny, who gave a total of six on their 2 seasons, Charla and Mirna, who gave five... and even Flight Time contributed to three titles just this season alone!
I would think that the producers tried their best to pick the title most representative of the episode. But you can't deny the fact that these uninteresting teams also contributed to the lack of uninteresting episode titles too. Even "The Worst Day to Have a Bad Day" sounded inappropriate for a season first episode as compared to "Back in the Saddle", clearly meaning that it's a new race around the world?