Chris Craziness: March Madness Round of 64 – Kris Jenner vs. Kris Humphries

On this wonderful Monday afternoon of Chris Craziness, top Hollywood hustler, Kris Jenner, faces off against her ex-son-in-law, Kris Humphries.

Welcome to another day of Chris Craziness, where we put the top Chrises of the world against one another in an all out Chris crawl to the top of the Craziness pile. While we consider it an opportunity to dip our toes into the March Madness thing, who doesn’t want to see who would win in a contest between Christina Ricci and Chris Mullin? (Spoiler alert: Christina Ricci won by a landslide.)

If you follow us on Twitter, then you also have an opportunity to vote on four separate pairs each day. Of course, today brings another round, but we still have a few weeks ago. Which means, you can still get in on the action if you haven’t already.

For Round 5, we have:

Kris Jenner attends the “Zoolander 2” World Premiere at Alice Tully Hall in New York, NY, on February 9, 2016. (Photo by Anthony Behar) *** Please Use Credit from Credit Field ***

Kris Jenner (Businessperson, Reality Star)

Say what you want about Kris Jenner, but never forget how this woman demonstrates the power of a hustler day in and day out. Don’t dismiss the fact that the Kardashian empire was built on her hard work and determination. According to some reports, Kris Jenner takes a cut of everyone’s fortune as their “momager.” Basically, all those phone calls and hovering over them literally paid off, because a portion of every dollar Kim makes goes to her. She doesn’t have to do much except make sure her kids are happy and healthy. And since she’s got so many, it goes without saying that the happier they are, the richer she’ll be. If the winner of Chris Craziness is determined by business smarts alone, Kris Jenner would definitely win.

VS

Nov 30, 2016; Phoenix, AZ, USA; Atlanta Hawks forward Kris Humphries (43) against the Phoenix Suns at Talking Stick Resort Arena. The Suns defeated the Hawks 109-107. Mandatory Credit: Mark J. Rebilas-USA TODAY Sports

Kris Humphries (Basketball Player)

Speaking of hustlers, Kris Humphries tried to get in on the Kardashian fortune. But that didn’t get past a few months. Whether it was a publicity stunt or not, it’s basically what he’s known for outside of the NBA. Of course, we know he’s a basketball player, but seeing as he’s been on eight different professional teams since his career began in 2004 … well, let’s just say we hope he has better staying power in our Chris Craziness bracket.

If you have a preference for one Kris over the other, vote!

Next: Chris Craziness: March Madness Culturess-Style

Keep it to Culturess as we get closer to the Round of 32 and don’t forget to vote each day.