Dean and Caelynn hang out with another former Bachelorette, Rachel Recchia!

She shares what it was really like working as a pilot after being on The Bachelor/Bachelorette, and she gives Dean some much needed advice on how he can earn his wings.

Rachel reveals that every one of her exes has a break-up song, but what does that mean for the guys she dated on the show??

And… Rachel spills some secrets about her dating life!