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Last night I had dinner with my brother Daniel, one of the partners at Slice of Lime, a Boulder-based web design and development firm. He and I were at TechStars at the end of the day where I gave a talk on “How To Be A CEO.” Afterwards, we had a nice dinner together at The Cheesecake Factory (his choice – I don’t think I’d been there in a decade – and it was surprisingly good), a great talk, and dynamite brother hang out time.
We do this once a month and have committed to each other to try to do this every month for the rest of our lives. For the first 25 years of my life we weren’t that close. While I don’t remember being an asshole older brother, I’m periodically reminded by Daniel about things I did that, while they fall in the “typical older brother” category, also could be consider major asshole moves. We became very close when he moved to Boulder 15 years ago (less than a year after I did) and we’ve never looked back.
We’ve modeled our relationship after our father (Stan) and his brother (Charlie). I’m very close to both my dad, who is one of my best friends, but also very close to Charlie who introduced me to computers when I was 11 and has been a great mentor to me, always inviting me along to meetings with major companies like Lotus, Microsoft, IBM, and DEC when he was the CIO at Frito Lay in the 1980′s. In 2000, Charlie and I became business partners when Mobius Venture Capital invested in The Feld Group and I joined the board. Over the next four years, I worked closely with Charlie and his partners at The Feld Group as they built the company before selling it to EDS in 2004.
While I’ve always viewed my relationship with my dad and Charlie as special, part of what drives that is their incredibly close relationship. My dad is older by about the same amount that I am older than my brother and, while there is the typical older brother / younger brother entertainment, these two guys completely have each other’s back, no matter what. Whenever my dad tells me he’s heading out to Charlie’s farm to hit baseballs (Charlie has a baseball diamond on his property), I can hear the joy and excitement of the kid from the Bronx who taught me how to hit a baseball in his voice.
So Daniel and I try hard to emulate the relationship and take it to another level. While we talk plenty about business stuff, we also spend a lot of time talking about our lives, what is driving us, what stresses us out, and what we strive to do better. We talk about things that only brothers can talk about and instinctively know when the other needs help and support. Often – we just hang out.
As I sit at my desk at my office in Boulder at the end of a Friday of another intense week, I think about how lucky I am to have role models like my father and his brother, both for themselves as individuals and for their relationship. Daniel – thanks for being an awesome brother. And dad and Charlie – thanks for leading the way!