Wantrepreneur to Entrepreneur

Mark Suster’s appearance in the Pacific Northwest last week set Seattle’s startup scene all abuzz about how we can improve the environment for entrepreneurs. In particular, Suster spoke about startups as a funnel which takes in entrepreneurs at one end and spits out real companies at the other end. As a first step, Suster said that Seattle needed to widen the funnel at the top (i.e. simply get a larger number of people who have an interest in startups into the system).

As a recent Amazon alumnus and new entrepreneur, I’d like to offer some observations about how people (particularly software developers) inside big companies view the startup scene and clear up some of the misconceptions that startuppers have about software developers inside big companies. Finally, I’d like to propose one solution for how to entice those people who work inside a big company but have an interest in startups to actually make the leap.

It might surprise some people to hear it but there is a strong entrepreneurial tendency among software developers at big companies. We (software developers) are naturally curious about new technologies yet most of our day jobs don’t allow for us to learn and experiment with these technologies and the ideas they generate. As a result, almost everyone I worked with at Amazon was involved in one or more side projects and most of these people hoped their side projects would turn into something more.

During my last couple of years at Amazon, I developed a very strong desire to pursue something more entrepreneurial and so I made an effort to start attending many of the startup events around town. I felt like an outsider at first and when I explained to people that I still worked at a big company their responses made me feel that I wasn’t taking entrepreneurship seriously since most of them never believed that I would leave the safety of my day job.

But here’s a secret, the only reason I didn’t make the leap to entrepreneurship earlier wasn’t the pay cut. The bigger leap was moving from a place where I was surrounded by people just like me to something that was much more isolated. I needed to land someplace that would help me learn about all of the issues surrounding startups but more importantly I needed time to think about and try different ideas.

So what would the perfect landing pad be for someone leaving a big company? It would be a place where you could go everyday to find an open desk with fast network access and be surrounded by other people who are at the same stage in the process of thinking and building.

It would look a lot like a coworking space combined with some of the mentorship resources of programs like TechStars and YCombinator. It would have open enrollment as well as a maximum length of stay to provide a sense of urgency. It would encourage collaboration and team building and rapid prototyping.

It would be an ongoing series of Startup Weekends and hackathons. It would be a place where experts would come to give talks about new technologies and trends.

And it would be completely free.

So how much would this cost? Let’s estimate $500 per person per month for space, internet, and office supplies (note: every hacker already has a computer setup they would want to use). If you had a space that could accommodate 100 people and you limited each person to a maximum stay of 3 months, you could get 400 more entrepreneurs into the funnel every year for a cost of around $600k.

I think this place could exist mostly without rules or boundaries but I might propose two modest suggestions:

1. One day a week, everyone has to give a presentation of what they are working on
2. One day a week, everyone has to work on someone else’s project (Reverse 20% rule)

Please tell me why we couldn’t build this place in Seattle or why this idea wouldn’t work.

 

How to Succeed at Startup Weekend

For years I've heard amazing stories about Startup Weekend but I've never been able to attend because they always seemed to be scheduled on weekends when I had previous engagements (like the birth of my son). This past weekend I finally had the opportunity to participate in a Startup Weekend event in Seattle and I was not disappointed. The organizers were fantastic, Madrona Venture Group were wonderful hosts and the attendees were all top notch people. In the end, my team and I built a platform for community sorted data called Crowdsort.me and we were awarded first prize for the weekend.

If you've been considering attending Startup Weekend, I would highly recommend it and I'd like to offer the following pieces of advice so that you too can have an awesome experience.

Find a great team in advance

I had previously met several of the other Startup Weekend attendees and I had even previously worked with a small handful of them. After hearing the opening pitches on Friday night, I looked for the best combination of a compelling idea and a team of people with whom I felt comfortable. Ultimately, I joined a team comprised mostly of guys with whom I had already worked and that turned out to be a big benefit. Not only are those guys (Hi Matt, Joe, Scott, and Harold!) straight-up ninjas but they are also among the most humble guys I've ever met. We were able to be amazingly productive and collaborative at least in part because we didn't lose any time arguing or engaging in petty squabbling. We made decisions quickly and we trusted each other's instincts.

Simplify, Simplify, Simplify

When the weekend got started, we were all starry-eyed about the amazing things we'd be able to do with our product once it was built. Daydreaming like that is great fun but you should very quickly return to reality. The first task shouldn't be figuring out all the cool features you could add but rather how many features you can strip out before you simply don't have a product anymore. One example from our team was whether we wanted to require users to sign-up for Crowdsort.me before they could use it. We talked briefly about the benefits of having user accounts (e.g. customer segmentation and data security) but we soon realized that we didn't really need them for our simplest possible version and in fact we never ended up adding them to our product at all.

Get it working ASAP

One of the biggest points of emphasis of Startup Weekend is "customer validation". The faster you can get to a working example, the faster you'll be able to show it to potential customers and get their feedback. We had our first (extremely crude) version of Crowdsort.me running by 5pm on Saturday. Not only were we then able to start demonstrating our product but when we reached that milestone it provided a huge jolt of energy to our team. Our idea was alive and we could now start talking about where to take it next.