The first I watched was for Jake Tapper who has roots on his mother's side going back to a Loyalist family named Huff. For Tapper that was "the wrong side". The Huffs settled in the Quinte area. Tapper grudgingly admitted that the family was successful in Canada, and even found solace in that Huff's fought in WWII which Canada entered before the US. Had he looked further he'd have found Huff's enlisted for WW1 which Canada entered even further in advance of the US.
I also watched the segment for Anderson Cooper who recent appeared on PBS's Finding Your Roots.
He ended the segment saying:
The thing about the past is that one can't help what zip code one was born in, what country or family you're descended from. All you can do is learn the lessons of those who came before you, their stories, their mistakes, their successes. You can't choose what family you were born into. All you can really do is choose how you want to live your life.See all the segments at cnn.com/roots