One half of the series' most memorable alliance. Alex's flirtations with Tara would prove to be the key to them winning the Race, as she would constantly help them out, even against her own partner's protests. Though they were good at physical tasks, they tended to be weak at communicating with non-English speakers and travel in general, and Tara gave them a lot of help in these area's, practically carrying them into the finale. Chris & Alex tailed their allies through San Francisco, passing the lagging Tara & Wil during the final sprint to the Finish Line to win the million dollars.
“From our first encounter with girls to the State Championship in high school sports, we did it all together. We would trust each other with our lives. Through everything, we've always been like brothers.”
Chris and Alex met on the school bus heading for their first day of kindergarten, and have been friends ever since. They've traveled extensively together, logging "about a million miles on road trips." According to Alex, "The best thing about traveling with Chris is that he is just as crazy as I am." Chris counters with his own assessment: "The best aspects of traveling with Alex are his extensive travel experience and his uncanny ability to get us into some very interesting situations. The only weakness he has is that he's a loose cannon, but you get used to that."
Going into the Race, Chris and Alex speculate about how the experience might affect their relationship. "Since day one we were like brothers," says Chris, "and even an amazing experience like THE AMAZING RACE wouldn't change us being like family." Alex agrees: "Chris and I have stayed friends through thick and thin. Nothing, not even this Race, would affect things between us. No matter if Chris makes a good or bad decision on the road, I will back him 100%."[1]
What strengths and weaknesses do you bring to the Team?
Chris: The strengths I bring to the table are my level-headedness and the ability to think through situations and determine all the options and the best course of action. The inherent weakness of being like this is that my decisions aren't spur-of-the-moment or impulsive like they sometimes have to be.
Alex: I have an extensive amount of travel experience. I also speak a few languages. I have probably done more than most at the age of 24. It would be tough to put me in a situation that would intimidate me. My weakness is most likely my impulsiveness. I don't always think before I act.
What strengths and weaknesses does your teammate bring to the Team?
Chris: Alex has a good head on his shoulders and quick decision-making skills. The only drawback to this is that even though he's smart, he sometimes doesn't think things through and runs around with his head cut off for a while
Alex: Chris is one of the smartest people I know. He has two engineering degrees and a minor in Spanish. He can mastermind a game plan like no other. Chris is also one of the strongest competitors I know. Chris's weakness is probably his confidence making quick decisions. He sometimes ponders over a problem when he already knows the answer.
What is your favorite film?
CHRIS: Goonies and Shawshank Redemption
ALEX: Scarface
What is your favorite TV show?
Chris: Seinfeld
Alex: Wild on E
Who is your favorite actor?
Chris: Robert De Niro
Alex: Al Pacino
Who is your favorite actress
Chris: Tea Leoni
Alex: Catherine Zeta-Jones
What is your favorite band?
Chris: Changes daily; currently Creed
ALEX: U2
What comfort item from home will you miss the most?
Notes: 1: Chris & Alex incurred a retroactive 42-minute penalty for speeding. Their penalty was issued after their check in, but because they were the penultimate team to arrive in the previous leg, they still departed last on the following leg.
2: Leg 13 had a Detour, however all teams were shown performing the same task, and was aired as a miscellaneous task which is believed to the Snow Cat task at Trapper's Creek.
Post-Race
Chris held a surprise-wedding to marry his long-time girlfriend in summer 2004.[3]
For Seasons 5 and 6, Alex wrote short recaps on TARflies.[4]
Alex became a television producer. Along with Emmy-nominated editor/director Zsolt Luka and former Survivor: Pearl Islands contestant Burton Roberts, Boylan co-produced Around The World For Free, a web series where a traveler would take on a journey around the world with no money. Its first season was hosted by Boylan himself.[5][6]
In May 2012, he and Burton hosted CBS Buzz Tour to help promote the 2012-13 TV season.[7]
Alex also turned into hosting shows including, At the Chef's Table (2004), Health Corner's (2005), What's Cooking with Alex (2006), and Animal Attractions Television.
