Love, Passion and the Power of “Why”, with Ryan Carson

My guest today is Ryan Carson. Ryan is a longtime entrepreneur who has built four startups, two that got acquired, one that went down in flames, but provided a lot of learning, and a fourth one called “Treehouse,” which is currently doing about $15 million in revenue annually. Treehouse is an online tech school with about 80,000 enrolled students. Their goal is to take people from zero to job-ready and to teach them how to code, amongst other things. He was voted EY's Entrepreneur of the Year, and he's been a guest on some of the top podcasts, shows like Entrepreneur on Fire, Mixergy, This Week in Startups, and Bloomberg's Game Plan. Listen To The Podcast: He's doing some awesome stuff, but Ryan popped onto my radar because he's a longtime DREAM THINK DO-er. Like many of you, he reached out a number of times to offer some encouragement and some feedback. After Episode 171, specifically, he sent an email about the five-minute moment concept. We started going back and forth on that, how it was working for him, and that opened up a whole new subject on the power of “why,” and how being clear on your “why” makes all the difference. Welcome to the show, Ryan! Thank you so much. This is fun. It's weirdly like a family reunion, but this is the first time where we're actually talking, so I love it. I want to talk about the power of “why,” because I know it’s something that's really helped you to get on track with life and career. But I want to go back a little bit and talk a little heart and head stuff first. We have a lot of entrepreneurs on DREAM THINK DO. We're all about helping people get clear on their dreams and goals - so one of the things I wondered, did you always want to be an entrepreneur? Was that your dream as a kid, or was that something that that hit you later? No. It's kind of strange. I hear these stories from other entrepreneurs about selling lemonade to their friends in fourth grade and buying bubblegum in bulk so they could then make a profit on it by selling it to their friends, and I didn't do any of that. This is why I'm excited to talk about my “why,” because the truth is, I'm not really an entrepreneur. I'm someone who is motivated to get a specific thing done in the world, and I've realized that building a business to accomplish that is the best way I can do it. I'm not one of those guys that stares at spreadsheets and obsesses about growth. Right, so for you the entrepreneurial journey is more of a means to an end as opposed to an end itself. Absolutely. That's a great insight. I'm extremely mission-driven, so I can't wait to kind of dive into that more. Great. Now, this is somewhat of a loaded question, but I have to ask it. You've got three startups that anyone would define as successful. I mean two got acquired. One is rocking, right? And one went down in flames. Yes. I don't know of an entrepreneur that doesn't have one of those stories, but what would you say? Which of those experiences helped you the most in getting clear on why you were put on the planet? I think the failure was the most transformative. I was born and raised in Colorado and actually started off in a very religious home. I'm not particularly religious now. My parents did a really good job of driving into me that people are the most important thing in the world, and serving people and making their lives better is the highest possible calling. I continue to believe that. People are people and stuff is stuff, and I try to keep that really clear. I have some nice stuff now, but it has nothing to do with what's good, or what's right, or what makes me happy. So I had this upbringing, and I actually thought I was going to be a pastor for a long time. Interesting. I thought, "I love people, I love helping people. Gosh, if I can serve people like that, that sounds really rewarding," so I was going down that path. I ended up studying computer science in college,