51 – Dick Costolo on Taking Risks and Finding Fitness

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“Every time in my life, every time I have taken a risk – a big risk that wouldn’t make any sense for what you would do if you wanted to go and be the CEO of a big company –  every time I had done that, it paid off. It ended up being immensely helpful.” – Dick Costolo

Dick is currently the CEO of Chorus, a digital platform that is coming soon to re-imagine the path to personal fitness. He served previously as CEO of Twitter from 2010-2015, during which time the company grew from roughly 300 to 4,000 employees and revenue grew from nothing to $2B per year. Before his time at Twitter, Dick was CEO of FeedBurner which sold to Google in June of 2007. He was also an advisor on Season 3 of HBO’s Silicon Valley. Today, Dick lives with his family in Marin, California. We caught up for a quick workout at CrossFit Marin before sitting down to record this podcast.

In this episode we discuss:

  • Growing up in Michigan
  • His decision to pursue stand-up comedy after completing his undergraduate degree in Computer Science.
  • Dick’s exercise background from couch to the Chicago Marathon and finally discovering CrossFit
  • Introducing CrossFit to employees at Twitter
  • How the resiliency and camaraderie of CrossFit translates to the corporate world
  • Dick’s 2013 commencement speech at the University of Michigan
  • His decision to leave Twitter and spend more time with his daughter and family
  • What led him to start his current company, Chorus
  • Digital fitness platforms and accountability
  • How his day-to-day life has changed going from the corporate to start-up
  • Dick’s daily schedule
  • Intermittent Fasting
  • Three things Dick does on a regular basis that have the biggest positive impact on his health
  • One thing he struggles to implement that could have a big impact on Dick’s health
  • What a healthy life looks like to him

You can follow Dick at chorus.fitInstagram and Twitter.


Related Episodes:

17 – Juliet & Kelly Starrett on Standing Desks and Movements for Kids

07 – Dr. Mark Hyman on Functional Medicine, the Future and Community

43 – Jason Wachob: Founder and CEO of mindbodygreen and Inspiration to Live Your Best Life

If you like this episode, please subscribe to Pursuing Health on iTunes and give it a rating. I’d love to hear your feedback in the comments below and on social media using the hashtag #JFHealth. I look forward to bringing you future episodes with inspiring individuals and ideas about health every other Tuesday.

Disclaimer: This podcast is meant to share the experiences of various individuals. It does not provide medical advice, and it is not a substitute for advice from your physician or health care professional.

QUESTION: What is one risk you’ve taken that has paid off in unexpected ways in your own life? Let me know in the comments below!

One Response to “51 – Dick Costolo on Taking Risks and Finding Fitness”

  1. Nicole Prescott

    My job! Okay, a little bit of back story and context for my comment. Within weeks of my 17th birthday I started working for a local ambulance service as an EMT-Basic while in my senior year of high school. During my senior year I took the EMT-Intermediate course and became licensed just after my 18th birthday. I loved EMS, loved the crew I worked with, and thoroughly enjoyed the work I was doing, even the tough calls. At 23 I decided that I wanted to pursue a career in conservation law enforcement working as a Game Warden. To do that I needed a college degree.

    Huge risk number one was born. Now, EMS isn’t the best paying job out there. I was working 2-3 jobs to keep afloat and at the time there was only one college in the northeast that offered the degree program that I wanted or needed. I also wanted to stay somewhat local so I could continue to work on the ambulance in an area where I knew the people, the hospitals, and the protocols. That left me with Unity College and I knew that would leave me with approximately $60,000 in student loans just for tuition and books. I was already working A LOT, let alone adding that much debt without the guarantee of a better paying job post graduation. Very long story short, it payed off. I was picked up by my current job as a federal law enforcement officer! BUT….

    I was born and raised in Maine. At the time, all of my friends and family were in Maine and I had never lived in another state. The initial job I was hired for was in Utah, more than 2000 miles away from family, friends, and the life that I knew. Risk number two. In the long run, both risks paid off. I’ve now worked for this agency for almost seven years. In that time, I’ve worked in 11 states, and resided in three. I wouldn’t have it any other way. Don’t get me wrong, I miss my family and friends like crazy but I have also met some wonderful people along the way, made some amazing friends, and found CrossFit. Really can’t complain.

    Thanks for reading!



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