POSTS FROM 

April 2021

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According to Plan

An elder once told me that if your plan requires perfection, you’re more likely to fail. I was in high school or early college, so I didn’t grasp the weight of this comment at the time. Over the years, I learned exactly what he meant.

As a founder, I was super bullish and optimistic about many things I was doing. In my mind, if I did X and Y, Z should happen. Eventually, I learned two things. First, I hadn’t fully understood a lot of things about X and Y, so I couldn’t accurately predict how long they would take to execute and what resources were required. Put another way, I didn’t know what I didn’t know and hadn’t factored in that knowledge gap. Second, I realized that this is an imperfect world. Things beyond my control could happen that would dramatically affect my plans. (Think pandemic.)

Over time, I learned to do a few things that were helpful. I sought out people who had done something similar to what I was attempting and asked about their experiences so I could fill my knowledge gap and adjust my plans accordingly. Next, I started adding a buffer to my plans. If I thought something would take three months, I had a plan in case it took four or five. If something was projected to cost $10, I budgeted for $12. It was my way of accounting for the inevitable curveballs the universe would throw at me.

Early-stage founders should remember that nothing in life is perfect. Especially not in startups! The entrepreneurial journey is a long one, and everything won’t go according to plan. Consider incorporating some wiggle room for yourself and your team.

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Weekly Reflection: Week Fifty-Four

Today marks the end of my fifty-fourth week of working from home (mostly). Here are my takeaways from week fifty-four:

  • New ideas – I had some great new ideas this week. I’ve already shared them and gotten some good feedback. Excited to dig into them more over the coming weeks.
  • Connections – Made some great connections this week. It’s always nice to chat with smart people who have different perspectives on things.
  • Pace – I was more intentional about the pace I worked this week and about managing my calendar. It worked well. I feel like I had a balanced week.

Week fifty-four was pretty normal. No extreme highs or lows. Straight down the middle.

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No Customers Yet? You Can Still Demonstrate the Value of Your Solution

Great companies create value by solving problems. Their customers get sufficient value from their solution to be willing to pay for it. Founders often have a strong conviction about the value of the problem they’re solving because they’ve lived it or researched it extensively. They feel quite sure that customers await them on the other side of a solution. This may be less obvious to others. Often, it’s challenging for early founders to convince investors of it when customers don’t yet exist.

Sometimes early founders feel caught in a chicken-and-egg situation. They can’t build or complete their solution without funding. And they can’t demonstrate that a market exists for it—they think—unless it’s in use by paying customers.

Founders should be aware that there are other ways to prove there’s a market for a solution. At the end of the day, what you’re trying to demonstrate is that people are experiencing a problem that they will pay to solve. You can do a prospective-customer discovery call and include investors. They will hear directly from the (future) customer about the problem and how painful it is for them. Hopefully the customer will say they’re looking for a paid solution or that they’ll pay for your solution when it’s completed. Another possibility is having a potential customer send an email saying the same sorts of things. A simple oral or written communication like this can go a long way toward validating what the founder believes.

If you can’t get customers to validate a need with their wallets, consider trying to get them to do it with their voices (or fingertips).

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Be Self-Aware to Prevent Burnout

I caught up with a founder who’d gone through a rough patch. He’d been working hard to get his company off the ground, like most early founders do. He hit a wall. After talking it over, one of his big realizations was that working from home had negatively affected his mental state, contributing to his feeling burned out.

As I’ve worked from home, I’ve noticed the effects of not getting changes of scene that signal my brain to enter and later leave work mode. I stay in work mode and end up working longer hours. I haven’t experienced the burnout that this founder did, but I understand what he described.

Upon reflection, this founder realized that working in the office energizes him. He enjoys the change of scene and draws energy from working alongside others. He has now begun to spend more time working in the office and is feeling better emotionally.

Being self-aware is important for founders. Understand your strengths and weaknesses. Know what you need to be the best version of yourself. And know where your breaking point is (we all have one). I’m glad this founder was able to identify what he needs to thrive!


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How Early-Stage Founders Can Make Lemonade from Lemons

People don’t like hearing no. Myself included. We have a desired outcome in mind, and when things don’t go that way, it doesn’t feel great. Early-stage founders probably hear no much more than the average person. Investors, customers, potential hires—they’ll say no way more often than they’ll say yes. Founders should be aware that a no isn’t always a bad outcome.

Things at early-stage companies are constantly changing. But trying to figure out what changes to make is hard. You have imperfect information at best and limited resources. Your runway is only so long. You have to figure things out before it ends. This is where those noes can be helpful. Make a point of trying to understand why the answer is no. You’ll uncover insights that will inform the changes you need to make to start hearing yes.

Maybe potential customers are saying no because your product is missing a critical feature. Maybe investors are saying no because they don’t understand how you’ll use the money. Maybe potential hires are saying no because your hiring process is too slow. Now you know what to work on. The sea of things you could work on has shrunk to a manageable list or even a single change.

If you’re an early founder or considering becoming one, remember that no isn’t the end of the world. No is a lemon that you can make lemonade from if you uncover the why behind the no.

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Early-Stage Traction

Demonstrating traction is important for any company, and especially an early-stage one. A lot of founders communicate it through standard metrics like revenue, number of customers, number of users, etc. Those are fine, but they aren’t the only indicators of traction. If you’re still trying to find product–market fit, giving people insight into your journey can be a great way to show that your company is gaining traction.

If you don’t have product–market fit, you’re no doubt talking to customers often to better understand their problem and what they need in a solution. Ideally, what you learn leads to changes in your product or service. Customers react to those changes positively or negatively. If you’re getting closer to what customers want (and will pay for), that’s traction. It’s not as easy to get across as, say, revenue—because it’s not quantifiable—but it’s still great traction.

If you’re an early founder and someone asks about your traction, consider sharing what you’ve learned during your journey toward product–market fit. Your customer and revenue numbers may not be going up yet, but what you’re learning could signal that you’re on to something big!

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Investors without Borders

I spoke with an entrepreneur in Europe this week. She’s solving an interesting problem that her background makes her highly qualified to tackle. We talked about her journey to date, including her previous fundraising. Her experience was similar to that of other founders: raising capital from investors in Europe took a lot of time and energy, which slowed progress on her product. Toward the end of our chat, she expressed interest in learning more about US venture capital funds.

The pandemic has forced investors to ditch the face-to-face meeting requirement. It’s pretty much all video calls these days. I’ve seen how this is allowing founders to easily connect with investors in other states. Investors are now interested in writing checks into states and regions they used to ignore because of geographic distance. Boundaries have fallen and more investors are looking to invest nationwide.

My chat with this founder got me thinking. Will we see a surge in international investing as well? What does that mean for founders and investors? Making international investments is more complex (or so I assume). I’m not sure what direction this will go, but I’m excited by the potential and plan to pay more attention to this.

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How an Investor Thinks about Investing in Early-Stage Companies

This week I listened to another investor share her views on early-stage investing. At this stage, there isn’t much of a company. It’s just a few folks, an idea, and maybe a product or service. There likely aren’t customers, users, or meaningful quantitative data to inform the investment decision. She believes early-stage investment is about evaluating the following:

  • Narrative – What series of events did the founders experience or observe that led them to a problem or unique insight that others don’t see?
  • Story telling – How well do the founders communicate how they view the problem, how they want to solve it, and the impact their solution will have?
  • Team – How strong is the team? Do they have what it takes to solve the problem? Do they have sustaining motivation and passion to weather the ups and downs of the journey to the solution?

I really like how this investor approaches evaluating early-stage investments. It’s simple and makes sense. Early-stage founders should consider these three points when they’re deciding whether to pursue a problem and when they’re pitching.

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Weekly Reflection: Week Fifty-Three

Today marks the end of my fifty-third week of working from home (mostly). Here are my takeaways from week fifty-three:

  • Expect the unexpected – Life throws curveballs sometimes. That’s OK; it’s just the way life goes. This week life threw one at me, but in the end, the situation worked itself out for now. Can’t let these set me back or put me off my game.
  • Process – Whenever I do something involved on a fairly regular basis, I like having a process. When I don’t, I get frustrated and feel like I’m not making the best use of my time.  
  • Admin time – I spent time this week doing admin stuff that I was behind on. I even got to inbox zero. I like having a chunk of time every week for this kind of work. Decluttering makes me feel like I’m on top of things.
  • Spring – The sun shone a lot this week, and I loved it. Lots of pollen in Atlanta, too, but I can deal with that when it comes with great weather.

Week fifty-three was productive and upbeat. The month and quarter started out on a good note. I hope they end on one too!

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Your Capital Source Can Impact Your Mindset

This week I had unrelated conversations with two entrepreneurs who’ve bootstrapped their companies. They now have paying customers. One of them is looking to raise venture capital, and the other recently raised it. Bootstrapped companies survive on customer cash flow. There typically isn’t a surplus of cash on hand. This means founders are often focused on how they’ll keep the lights on. The runway is usually a few months long, if that.

Both founders are now faced with the possibility of an infusion of cash and 18 to 24 months of runway to execute a long-term vision. Until now, neither has had the luxury of thinking that far ahead. Homing in on their vision hasn’t been as smooth as they’d hoped. They’re finding it difficult to shift their mindset from survival to articulating the full potential of their company and a plan to get there.

Bootstrapping versus raising capital from investors isn’t a one-size-fits-all decision. It’s specific to the entrepreneur and their situation. Founders should know that the path they pick to obtain capital will influence how they’re able to think about their business. Bootstrapping fosters a survival mindset and thinking only a few months out. Raising capital from investors allows for long-term planning and execution.

There are exceptions to every rule and founders can be wildly successful on either path, but this is something founders should consider when they choose the source of their capital.

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