POSTS FROM 

February 2021

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Simplify Your Pitch

Founders are always pitching their companies. Most people think you pitch only when you’re raising capital, but that couldn’t be further from the truth. Hiring your team, convincing customers to pay you, finding vendors, even talking about your new company at Thanksgiving dinner . . . all are forms of pitching, just to different audiences with different purposes.

It’s really important that founders be able to articulate clearly what their company does. Someone outside your industry (like Grandma) should be able to say, “Oh, that makes sense.” When people understand what you do, they find it easier to support you.

If you’re a founder or want to be, consider simplifying your pitch (and trying it out on Grandma). It could end up being the most valuable tool in your arsenal, at least in the early days.

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You Don’t Have Unlimited Runway

Speed matters to a start-up’s chances of success. Let me explain. Most founders have a defined runway, even if they don’t realize it. They have a certain number of months or years to achieve a certain amount of traction (e.g. get 20 customers). If they don’t do it, it’s game over. Think of a plane during takeoff. If it doesn’t reach a certain speed and elevation before the runway ends, it’s in serious trouble. Game over for a founder can mean running out of cash, other resources, or family support.

Getting traction requires work. Founders have to execute. Doing nothing will lead to failure. Founders understand all of this. But what some don’t realize is that speed of execution is equally if not more important. They can take the right actions, but if they’re too slow about it the outcome won’t be what they’re aiming for. Founders have to be aware of time and make sure they’re executing and making progress toward their goals quickly. Otherwise they’ll find themselves staring at the end of their runway.

If you’re a founder, be mindful of how quickly you execute. If you’re not moving along at a good clip, consider tracking it and discussing it among your team.

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Did Corporate America Make Me a Better Founder?

A college student interested in entrepreneurship wanted advice on how to best position himself to found a start-up. He asked about my journey and if corporate America helped position me for success. Here are a few things I shared with him:

  • Corporate America – The experience was good. It gave me some credibility. It showed me how a well-run company operates at massive scale. I left with company experience at an enterprise level. My goal was to build my company to the scale of the companies I’d seen in corporate America. The strategies they used worked for them, so I used many of them at my start-up. Unfortunately, I didn’t realize that it takes time to get to that level. Things that work at an enterprise level aren’t what got them to that level.
  • Start-ups – Corporate America didn’t prepare me for start-up life. I had no idea what I was signing up for. I had a massive gap in my brain where it would have been helpful for start-up knowledge to be. It took me years of learning by doing and talking to people to understand start-up life. I learned to move quickly and break things. Done is better than perfect. And a host of other things.
  • Passion – Find a problem you’re passionate about solving. Your passion is what will carry you through the bad days (plenty of those in your future) and motivate you to take the leap (and the next leap, and the one after that). All the preparation in the world is worthless if you’re not trying to solve a problem you’re passionate about.

I went on my journey by making the best decision I could with the information and resources I had at the time . . . and doing it again the next day . . . and the next. It wasn’t perfect or pretty, but I wouldn’t change a thing. I learned so much about entrepreneurship, myself, and life on the journey that was amazing. Everyone’s journey is different and that’s the beauty of it. There’s no right or wrong approach. Only the one that works for you.

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Weekly Reflection: Week Forty-Five

Today marks the end of my forty-fifth week of working from home (mostly). Here are my takeaways from week forty-five:

  • Pace – This week’s pace was swift. It felt like everything hit at once. There was lots of activity in a variety of unrelated areas.
  • A little win – I’ve been working on a project since last spring. It’s been challenging, but I had a little win this week. It was nice . . . it felt good to see my hard work pay off a little. I still have tons of work to do on the project, but this win stoked my motivation.
  • Learning from mistakes – I read this post and it stuck with me all week.  It was a reminder that a mistake is a learning opportunity, which is a good thing. If I want to learn, I must accept that I’ll continue to make mistakes. And I do! The key is to not make the same ones I’ve made before.

Week forty-five was a normal week. A little busy, but pretty normal overall.

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How Big Is Your Market – And Who Else Wants It?

Early in my founder journey, I knew I had customers and that I could get more of them if I hustled. But for ages, I didn’t take time to figure out how big the market I was going after was. When I eventually did, I learned it was huge—over $30 billion. I also learned how competitive it was. Everyone wanted a piece of it. It was a cutthroat space. These insights forever changed how I thought about my business. I would have to fight tooth and nail to grow.

Today I spoke with a founder who’s solving a problem that he says inflicts 10% of the human population. A huge market. And a severely underserved one. People facing this problem want help but can’t find the solutions they need. This combination—huge market, little competition—is unlike what my company faced. If this founder can create a solution that solves this pain point effectively, the field is wide open. It’s a great high-growth opportunity if he can execute.

If you’re building a company, what’s the 30,000–foot view? How big is your market? How much competition is there? Knowing the answers to these questions is important. It may not change what you do, but it can have a big impact on how you do it and how fast you’re able to do it.

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Building the Support System Southern Founders Need

When I spoke recently with an investor in a medium-sized city in the Southeast, I asked him about his tech ecosystem. He thinks his city is moving in the right direction, but it keeps running into a couple of major barriers:

  • Nontechnical founders – He comes across excellent founders regularly, but they can’t build a technical product. They struggle to find technical co-founders. If they don’t give up, they hire a development shop. His portfolio companies haven’t had great results with outside development shops, even when they have strong founders.
  • Funding – The community has wealthy individuals and families. Their wealth derives from legacy industries that have historically been economic drivers in the city (not so much anymore). Founders struggle to raise funding because people who have the means to invest don’t understand tech start‑ups. It’s gotten better, but they’ve got a long way to go. They’re actively organizing a network of angel investors so people can educate one another.

I was happy to hear that this investor is working hard to help tech start-ups succeed in his city. Our conversation reinforced something I’ve thought for a long time. The South has talented founders, but to succeed they need support. Funding is a big piece. So is community to help them connect more easily and form well-rounded founding teams. I’m looking forward to working with this investor and others across the South to help founders reach their full potential!

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Jeff Bezos in Transition

Today Jeff Bezos announced that he will step down as CEO of Amazon later this year. Last week, I wrote about journeys cycling around. I couldn’t help but think about that post when I read the announcement. Jeff will still be involved with Amazon. He’ll be chairman of the board (to which the CEO reports).

Jeff pointed out that this transition will give him time and energy for other initiatives outside of Amazon, including the Washington Post, Blue Origin, and Bezos Day One Fund. It sounds like Jeff is working toward the “rebirth” I discussed in last week’s post.

Amazon is an amazing entrepreneurial story. The fact that Jeff led this company from the idea stage to over 1.3 million employees and a $1.7 trillion market capitalization (i.e. valuation) says a lot about him. He’s a legendary founder who I suspect will go on to do even more amazing things after Amazon.

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The Part-Time Entrepreneur

I’ve recently chatted with a few entrepreneurs who have full-time jobs and are building companies on the side. It’s a familiar path. I did it myself. I was still in corporate America when I started my company. Only after it got traction did I decide to take the plunge. Whether to go full-time is a tough decision that I’m asked about often. Here are a few things I learned from my experience that I’ve recently shared with others:

  • All in – At some point you have to go all in on your idea or it probably won’t reach its full potential. You can have success working it part-time—but not as much.
  • Signaling – Going full-time sends a strong signal about your commitment to your idea. Investors, team members, co-founders . . . everyone will take you more seriously when you’re dedicated.
  • Traction – It’s hard to make the same amount of traction working part-time as full-time. The week I went full-time my traction increased threefold (partly because I was doing all-nighters—which I don’t advise).
  • Hidden gear – When people put it all on the line, they find a hidden gear. They reach down deep and find a way to make things work. They often surprise everyone, including themselves, with what they’re able to accomplish.
  • Personal decision – Whether (along with when) to go full-time is a big decision that will affect all aspects of your life. There’s no hard-and-fast rule. It’s a personal decision —do what’s right for you and your situation.

If the stars align in your life and you’re able to jump in with both feet, you’re one of the lucky few (many people wish they were in your shoes). Make the most of the opportunity!

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