Insight Timer popped up this message after my daily morning meditation yesterday.
I’ve been meditating on and off for a while. But it’s been an on and off thing, not a daily habit.
In April, after some complex emotional dynamics (how’s that for a euphemism), I decided to start meditating daily. I missed a few days here and there and then in mid-May decided to cut the bullshit with myself and just do it first thing every morning when I woke up.
Last week, both Fred Wilson and Seth Godin blogged about the power of streaks and how they’ve both built daily blogging habits. Fred highlighted the same section of Seth’s post that I’m highlighting below, which is just pure gold.
Streaks are their own reward.
Streaks create internal pressure that keeps streaks going.
Streaks require commitment at first, but then the commitment turns into a practice, and the practice into a habit.
Habits are much easier to maintain than commitments.
I made a conscious decision many years ago that I wouldn’t blog daily, but regularly, partly in reaction to my desire to go off the grid for chunks of time (digital sabbath, weekends, weeks, or even longer in some cases.) I didn’t want the blog to be a habit that I did daily, but then took vacations from.
I’m the same with running. It’s a deeply developed habit that I love, but I know the importance of rest, so I don’t try to run every day.
But, for me, meditation is different. I’m 90 days into a daily routine and it has definitely become a habit. It’ll be interesting to see if the streak lasts 180 days, or 365 days, or 3653 days.
I just finished the near-final draft of Cat Hoke’s upcoming book Second Chance. It is incredibly powerful on multiple levels.
I’ve gotten to know Cat reasonably well over the past year. I first heard of her through the Techstars Foundation, where we gave her organization – Defy Ventures – one of our very first grants. I first met her a few months later in my office. After hearing her pitch for 15 minutes, I said “Cat – I’m all in – no need to sell me. What can I do to help?”
Cat, in her inimitable style, said, “The first thing you should do is to come to prison with me.”
A few months later I spent the day at California State Prison, Los Angeles County in Lancaster with Cat, 50 EITs (Entrepreneurs-in-training), and 75 volunteers. I wrote about it as one of my top ten life experiences in my post Understanding Privilege – My Experience in Prison. Amy and I made a significant gift from our foundation (the Anchor Point Foundation) immediately after the trip and I joined the Defy Ventures board two months later.
Since then I’ve gotten to know Cat, her husband Charles, and the Defy Ventures organization. While I’ve learned a lot about prison, the criminal justice system, and the concept and experience of privilege, I’ve learned even more about myself. And I have Cat, Defy Ventures, and all of the people around Defy (both inside and outside of prison) to thank for that.
But, as Cat so eloquently says, she doesn’t scale. When I first heard of Defy, it was about 20 employees. Today it’s over 50 going to 100. Like many fast-growing startups, the CEO (Cat) has to evolve in her role. While it’s hard, Cat is doing a magnificent job of it. It was logical that she’d write a book about herself, her own second chance, Defy, the work that it does, and how/why it matters and impacts people and society.
Writing this book must have been incredibly challenging. Cat is an extremely hard worker. She travels constantly. Her work is emotionally intense and she puts 100% of herself into it. So, when I was on about page 80 of Second Chance, I thought to myself, “This is incredible. I can’t imagine how much extra energy of Cat’s went into this.”
She had one of the best guides in the world – Seth Godin. I’ve been friends with Seth since the mid-1990s when I met him doing diligence for SoftBank in conjunction with Fred Wilson on the investment that SoftBank and Flatiron Partners (Fred and Jerry Colonna’s new VC firm at the time) made in Seth’s company Yoyodyne (later acquired by Yahoo!). I felt a deep connection to Seth from day 1 and even though we don’t spend much time together, ever interaction with him is treasured by me.
I can see Seth’s fingerprints all over this book. As an enormous fan of Cat’s, I’m so glad Seth took this project on. I expect their collaboration will have an important and lasting impact on the world.
You’ll get more specifics, and a full review, once Cat’s book is published. Until then, if you are interested in learning more about Defy Ventures or getting involved in any way, just email me and I’ll connect you.
I often get asked how I ended up becoming a venture capitalist. When people ask me how they can become a VC, I point them to my partner Seth Levine’s excellent blog posts How to become a venture capitalist and How to get a job in venture capital (revisited). But it occurred to me today – after getting another email asking me how I’d become a VC, that I wasn’t really answering the question.
Amy likes to remind me that when I was an entrepreneur, I used to regularly give talks at MIT about entrepreneurship. I’d say – very bluntly – “stay away from VCs.” I bootstrapped my first company and, while we did a lot of work for VCs, I liked taking money from them as “revenue” (where they paid Feld Technologies for our services) rather than as investment.
Feld Technologies was acquired in November 1993. Over the next two years, I made 40 angel investments with the money I made from the sale of the company. At one point in the process, I was down to under $100,000 in the bank – with the vast majority of our net worth tied up in these angel investments and a house that we bought in Boulder. Fortunately, Amy was mellow about this – we had enough current income to live the way we wanted, we were young (30), and generally weren’t anxious about how much liquid cash we had.
Along the way, a number of the companies I had invested in as an angel investor raised money from VCs. Some were tough experiences for me, like NetGenesis, which was the first angel investment I made. I was chairman from inception until shortly after the $4m VC round the company raised two years into its life. Shortly after that VC investment, the VCs hired a new “professional” CEO who lasted less than a year before being replaced by a CEO who then did a great job building the company. During this period, the founding CEO left and I decided to resign from the board because I didn’t support the process of replacing this CEO, felt like I no longer had any influence on the company, and wasn’t having any fun.
But I still wasn’t a VC at this point. I was making angel investments with my own money and working my ass off helping get a few companies that I’d co-founded, like Interliant and Email Publishing, off the ground. I was living in Boulder at this point, but traveling continuously to Boston, New York, San Francisco, and Seattle where I was making most of my investments. During this time, I started to get pulled into more conversations with VCs, helping a few do some diligence on new investments, encouraging some to look at my angel investments, and investing small amounts in some VC funds whenever I was invited to invest in their “side funds for entrepreneurs.”
One of the VCs I overlapped with while in Boston was Charley Lax. Charley was a partner at a firm called VIMAC and was looking at some Internet stuff. I was one of the most prolific Internet angel investors in Boston at this point (1994 – 1995) so our paths crossed periodically. We never invested in anything together, but after I moved to Boulder, I got a call from Charley one day in early 1996. It went something like:
“Hey – I just joined this Japanese company called SOFTBANK and we are going to invest $500 million in Internet companies in the next year. Do you want to help out?”
Um – ok – sure. I didn’t really know what help out meant, but on my next trip to San Francisco I had a breakfast meeting with Gary Rieschel and Jerry Yang. SOFTBANK had recently invested in Yahoo! and presumably the breakfast was to vet me. I remember it being pleasant and ending with Gary saying something like “welcome to the team.”
I still didn’t really have any idea what was going on, but I was making angel investments and having fun. Charley proposed being a “SOFTBANK Affiliate” which had a small monthly retainer, a deal fee for anything I brought in, and a carry on the performance of any investments I sourced. Informal enough for me to play around with it for a while.
I was in Boston the following week so Charley emailed me and said “can you go check out this company Yoyodyne and tell me what you think?” So I went to a generic office park near Boston and met with two people who would become close friends to this day. The first was Fred Wilson, who had just started Flatiron Partners (SOFTBANK was an investor in Fred’s fund) and the other was Seth Godin, the CEO of Yoyodyne. I vaguely remember a fun, energetic chat as we met a few people at Yoyodyne, ran through the products, and talked about how amazing the Internet and email was going to be as a marketing tool.
My formal report back to Charley was short – something like “Seth’s cool, the business is neat, I like it.” SOFTBANK and Flatiron closed an investment in Yoyodyne a few weeks late.
Suddenly I was a VC. An accidental one. And it’s been very interesting since that point back in 1996.