I caught up with an entrepreneur who’s frustrated with a service provider. The firm handling his bookkeeping hasn’t provided him with financial statements for his multiple businesses in a few months.

I was curious how he makes decisions, knows the companies aren’t in financial trouble, and knows whether they’re making or losing money. He told me that he’s been keeping close tabs on each business’s bank accounts to get some level of comfort.

Financial statements, such as profit-and-loss statements and balance sheets, are important tools for entrepreneurs. They help you understand the financial health of your company and alert you to situations that could harm the company (e.g., a cash shortfall). Running a company without financial statements is like driving with your eyes closed. It’s dangerous. Bad things can happen if it goes on too long.

If you’re an entrepreneur, you should make sure you have relevant financial statements prepared monthly, and you should review them every month. If something doesn’t make sense, ask questions until it makes sense or is corrected. If a firm can’t consistently meet that expectation, it may be time to find one that can. Otherwise, you’re driving blind and could end up driving your company into a brick wall.

Today kicks off what I believe will be a memorable fundraising period for technology in public and private markets. With private companies going public through IPOs, start-ups raising venture capital, and venture capital funds raising from limited partners, we’re likely to see a lot of activity between now and the holidays.

I’m curious to see how receptive investors are to these varying investment opportunities and how much capital is raised.

Happy Labor Day!

I hope everyone had a safe and healthy holiday!

Over the years, I’ve learned that some of my insights and ideas come to me when I least expect them. Thinking back, the best ones usually come to me in the middle of the night. I wake up, and something I couldn’t figure out is suddenly crystal clear. I have a stream of related insights. It’s like all the puzzle pieces fit together and I can see the picture clearly.

These episodes can be fleeting. Just as suddenly as inspiration comes, it can go. I’ve had great insights in the middle of the night that I didn’t capture. Maybe I was too tired to get up or didn’t have the right tools. Whatever the reason, I’ve regretted not recording them when I couldn’t remember them the next morning. Knowing I had the insight and not being able to recall it was frustrating.

Knowing how rare and valuable these moments are and how quickly they dissipate, I’ve changed my approach. When I have an insight in the middle of the night, I get up and write it down in my journal. I don’t try to organize my thoughts. I simply write down as much of my stream of consciousness as possible. My brain is in the zone, and my goal is to capture as much of its output as possible. There’ll be time to organize it later. 

It happened last night. The solution to a problem I’ve been thinking about for months came to me. I recognized what was happening, got out of bed, and spent an hour writing down my thoughts. When I reviewed them this morning, I was glad I’d captured them. I think they’re the building blocks of something that could be big.

Great insights don’t happen every day. When I have them, I do whatever I can to capture them.

This week I was discussing an upcoming capital raise with a founder. The company has pivoted, and its latest product is resonating with prospective B2B customers. These businesses have been searching for a solution to a problem, to no avail. This founder’s solution checks all their boxes. Prospects are converting to customers relatively quickly.

Things are looking good, and the founder wants to raise venture capital. His pitch is coming together, but we talked a lot about one part of it: the market. How many customers exist for his solution? I learned that his “known” market is material but not gigantic and not growing (as far as we could tell). There’s a clear path to building a company with seven-figure annual revenue. Beyond that, not so much.  

Markets matter a lot. It’s hard to build a big business in a small market—there just aren’t enough people willing to pay for the solution. It’s equally as hard in a static or shrinking market because companies grow by taking market share from other businesses—the market is cutthroat (and likely low margin).

Venture investors understand this dynamic and spend lots of time understanding the market a start-up is operating in before they invest. If the market won’t support a large company (now or in the future), the probability of an investment being profitable for the fund goes down drastically. If they can’t see the investment turning a large profit for the fund, they probably won’t invest.

Markets matter, and founders should understand their market and its potential. If a founder can’t articulate why a market will support a large company (or multiple companies) and how their solution will win in that market, they may not be able to raise venture capital.

This is my one-hundred-seventy-ninth weekly reflection. Here are my takeaways from this week:

• IPOs – I learned a lot from the IPO filings of Klaviyo and Instacart, and I had some interesting conversations about these offerings. They could have a material impact on public and private tech markets.
• Holiday weekend – Looking forward to a long weekend and Labor Day holiday.

Week one hundred seventy-nine was another week of learning. Looking forward to next week!

This week I read a quote that made me stop and think:

Formal education will make you a living; self-education will make you a fortune.

                                                   ~Jim Rohn

Simple but powerful! Self-education is how people accelerate wealth accumulation (and their life trajectory). As knowledge accumulates, it compounds. This leads to a better understanding of the world, improved decision-making, and unique insights. These benefits lead, in turn, to identifying unique ways to create value. And value creation often leads to wealth.

Self-education is a slow process, but as with any type of compounding, if you stick with it, the backloaded results are outsize when all’s said and done.

You learn a lot about someone who wants to be an entrepreneur when times are tough. Especially when it’s possible they could run out of cash and have to shutter their company. It’s in tough times that great entrepreneurs separate themselves from everyone else. The great ones do their best work when their backs are against the wall. They turn desperation into a superpower. They make the impossible happen.

Over the next six or so months, we’ll see which cash-strapped founders can separate themselves by making the impossible happen.

Instacart’s largest revenue segment is its marketplace and delivery business connecting buyers and sellers and facilitating delivery of purchased items. Instacart gets a percentage of every transaction as revenue; i.e., a take rate. Let’s hypothetically say that Instacart’s take rate is 5%. For every $10 purchase on its marketplace, Instacart generates $0.50 in revenue. The take rate can be charged to the buyer, seller, or both.

The take-rate revenue model allows companies to increase their revenue as the value they provide increases. This is good, but this revenue has an overlooked downside. As a former customer of various marketplaces and software companies that used take-rate revenue models, I’ve experienced it firsthand, and I’ve watched other entrepreneurs have a similar experience.

As a customer’s merchandise volume on the marketplace or software platform grows, the take-rate dollars become larger, even if the percentage is flat. The larger the take-rate fees become, the more visible they are to the customer’s internal decision-makers. Five percent of $1,000 is $50 and may be an overlooked expense. But 5% of $1,000,000 is $50,000, which is less likely to be overlooked.

Imagine that a customer reviews its P&L, and someone asks, why are we paying XYZ Company so much money every month? That amount could materially boost our margins or support growth plans. They do some forecasting and start thinking about ways to replace the marketplace or software provider (if possible) or reduce its fees. The customer’s perspective changes. It no longer views XYZ Company as a partner that provides more value than it charges for. Instead, it sees XYZ as a company whose cost exceeds its value. The customer wants the cost it incurs to better align with or be less than the value it feels it’s receiving.

When the customer’s perspective changes, the relationship and interactions change. When the dollars at stake are high, the relationship can become adversarial. If your biggest customers are constantly fighting you, it takes a toll on your team and in extreme cases can affect the culture of your company. 

The various lawsuits over the years against Visa and Mastercard by retailers, Block, and other partners over take-rate fees are great examples of what I’m describing.

Take-rate revenue models work, but this dynamic is something founders considering them should be aware of. The good news is that take-rate revenue models can be crafted in various ways that prevent some of this tension with your largest customers.

I recently had the opportunity to speak to a group of early entrepreneurs about bootstrapping. One of these founders asked about execution when you’re bootstrapping—specifically, how to execute and move the business forward when you have limited resources and limited help.

My response was simple. Early-stage founders can’t do everything they’re thinking about, especially when they’re bootstrapping. They don’t have the finances and likely don’t have the manpower. Figure out what the most important next milestone is and what actions get you closer to it. Focus intensely on those actions. Don’t worry about the other stuff. Said differently, figure out the 20% of activities that will make 80% of the difference in getting you to your next milestone.

Focus is important when you’re an early-stage company. You have tons of balls in the air, and you’re adding more all the time. Many early-stage founders (myself included) try to keep juggling all those balls, but it’s just not possible. You don’t have enough hands. It’s better to figure out which of the balls matter most (given your stage). Keep the critical balls in the air and let the others drop (for now). 

Homing in on what’s most important is easier said than done, but it can be the difference between success and failure for early-stage companies (especially when they’re bootstrapped).