my scruples

The Founder is usually the Last Assumption to Be Tested

Founders are taught to test almost everything.

We test whether the market is large enough, whether customers genuinely have the problem, whether the product solves it, whether the price is acceptable and whether a particular distribution channel can scale. We develop hypotheses, run experiments, examine the results and change direction when the evidence does not support what we initially believed.

Yet the founder is usually the last assumption to be tested.

We question the market before questioning our judgment. We blame the product before examining our habits. We study why employees are not performing without asking whether our leadership has created clarity. We say that investors do not understand the opportunity without considering whether our story is credible or whether our previous decisions have given people a reason to believe us.

The founder is not separate from the business model. At the earliest stage, the founder is one of its most important assumptions.

The first investment is usually in the founder

The first external capital I raised was a relatively small friends-and-family round. Those people were not investing because the company had years of audited financial statements, a predictable acquisition engine or overwhelming evidence that the business would succeed. They were investing because they trusted me.

They believed that I would work hard, learn what I did not know, use the money responsibly and keep searching for a solution when the first plan did not work. Their investment may have been described as an investment in a company, but in reality, much of the early underwriting was of the founder.

The same thing happened when we entered Y Combinator and began meeting our first institutional investors. The pitch mattered, of course. A founder should be able to explain the problem, the product, the market, the evidence and why the company can become important. However, a pitch is more than a set of slides. It is a representation of the founder’s thinking.

Investors are listening to the story, but they are also evaluating the storyteller.

Does the founder understand the market deeply, or has the founder memorised attractive statistics? Can the founder explain what has been learned from customers? Does the founder answer difficult questions directly? Is the ambition supported by clear thinking, or is it merely a collection of fashionable claims? Has this person demonstrated the ability to complete difficult things before?

At pre-seed and seed stage, the company may still change significantly. The product may be rebuilt, the pricing may change and the original customer category may prove to be wrong. Investors know this. One of the things they are deciding is whether the founder can absorb new information without losing conviction and change the method without abandoning the mission.

The question beneath the pitch is often simple: Is this founder believable?

Reputation is accumulated evidence

A believable founder is not necessarily the most charismatic person in the room. Believability is accumulated through patterns.

It comes from doing what you said you would do, communicating when circumstances change, accepting responsibility when something goes wrong and demonstrating that you can learn. It comes from how you treated colleagues before you needed them, how you handled small amounts of money before asking for larger amounts and whether people who have worked with you are willing to trust you again.

This is why reputation matters so much. A founder cannot suddenly manufacture a reputation during a fundraising process. Fundraising may expose a reputation that has been built quietly over several years.

Your first successful company or exit does not guarantee that the next company will succeed, but it changes the amount of evidence available to other people. You have shown that you can move from an idea to an outcome. Investors, employees and partners no longer have to imagine every part of your ability. Some of it has already been demonstrated.

The next raise may therefore be easier than the first, and the next group of exceptional employees may be easier to recruit. Not because the new idea is automatically better, but because the founder has become more believable.

The opposite is also true. A founder can raise money once and damage future credibility through poor communication, careless governance or the irresponsible use of capital. A failure does not necessarily destroy a founder’s reputation; many good founders build companies that fail. What damages credibility is the pattern surrounding the failure: hiding facts, avoiding responsibility, misleading stakeholders or refusing to learn.

A good reputation does not mean that everything you attempt will work. It means that people believe you will behave responsibly while discovering what works.

Your habits may be the company’s hidden constraint

Founders regularly search for the constraint slowing down the company. We examine engineering capacity, sales performance, marketing spend, regulation, pricing and competition. Sometimes the most consequential constraint is the founder’s own behaviour.

Perhaps every significant decision still requires the founder’s approval, so the team cannot move quickly. Perhaps the founder avoids difficult conversations and allows a poor hire to remain too long. Perhaps the founder loves product development but avoids selling, even though sales is the company’s immediate problem. Perhaps the founder changes direction so frequently that the team can no longer distinguish strategy from mood.

These are not market problems. They are founder problems that eventually appear in the company’s results.

The difficult part is that the behaviour may once have been useful. A founder’s attention to every detail can protect quality when the team consists of five people, but the same habit can become micromanagement when the organisation grows. The founder’s willingness to change direction quickly can make an early company adaptable, but it can later create confusion if priorities are changed before teams have enough time to execute.

The habits that helped create the company can become the habits preventing its next stage.

This is why founders must test themselves repeatedly. What does the company require from me now? Which responsibility must I continue to own? Which one must I transfer to a stronger leader? What am I avoiding because it exposes a weakness in me? Which repeated problem in the company is actually a reflection of my behaviour?

Self-awareness is not personal development detached from company building. It is an operational responsibility.

Build habits before you desperately need them

Healthy physical habits matter because company building places pressure on the body and mind. Sleep, exercise, rest and emotional stability are foundational habits, but I consider them starter habits. They preserve the founder’s capacity; they do not, by themselves, determine whether the company will progress.

Founders also need intellectual, commercial and leadership habits.

One is the habit of questioning assumptions. Why do we believe this customer will pay? Why do we think this feature will improve retention? Why must this role be full-time? Why are we entering this market now? What evidence would prove that our preferred strategy is wrong?

Questioning does not mean becoming so critical that no decision is ever made. The purpose of questioning is to produce better action. A good founder asks enough questions to understand the risk, makes a decision and then learns from the outcome.

Another important habit is intentional learning. A founder should read, seek advice, study comparable companies and learn from people who have solved similar problems. However, learning must change behaviour. Collecting books, quotations and frameworks without applying them can create the appearance of growth while the founder’s decisions remain the same.

Humility is therefore essential. Founders must be humble enough to receive correction from customers, employees, investors and evidence. The market does not care how intelligent your original theory sounded. If customers repeatedly behave differently from your prediction, you must learn.

Talking to customers is another habit. It should not be reserved for periods when sales are poor. Founders need continuing contact with how people experience the product, what they value, where they become confused and which other problems compete for their attention.

Negotiation is also a founder habit. At the beginning, you may not have enough money to hire every person at the salary a mature company would offer. You must learn how to communicate the opportunity, structure incentives, create ownership and persuade talented people to build with you. You negotiate with employees, co-founders, investors, suppliers, regulators and strategic partners.

Negotiation, however, should not become an excuse to exploit people. The objective is to construct an agreement in which expectations are clear and the parties believe the potential reward justifies the risk.

Ambition still needs common sense

Founders must be ambitious because startups are built around a future that does not yet exist. However, ambition without judgment can destroy the company before it reaches that future.

This is particularly important for founders building from Africa, where capital is often more expensive and more difficult to replace. A company cannot assume that another funding round will arrive before the money finishes. The founder must keep reimagining how to create revenue, reduce unnecessary costs and achieve the next important proof with the resources available.

Ambition with common sense means understanding the difference between what the company must build now and what can wait. It means recognising when a prestigious hire is unnecessary, when a contractor or adviser can solve the immediate problem and when the founder is hiring because the company genuinely needs capacity rather than because a larger team looks impressive.

Do not overspend on hires, but do not confuse cheap labour with efficient hiring. An excellent person who produces an important outcome may cost less than several average employees who require constant supervision.

More importantly, do not hire people you will find emotionally difficult to release. This does not mean treating people as disposable. It means defining the role, expectations, measures of progress and the conditions under which the relationship should end. A founder who cannot make a necessary people decision may protect one relationship while putting every other employee and investor at risk.

The company must be humane, but it must also remain capable of survival.

Test the founder before the company is forced to

Every founder will eventually be tested. The company may become successful, it may be acquired, it may remain difficult for much longer than expected or it may need to be wound down. Time will test the quality of the founder’s judgment, habits and character.

The better approach is not to wait passively for the final outcome. Test yourself while there is still time to change.

Ask the people around you where your leadership slows them down. Review the decisions you repeatedly postpone. Examine which parts of the business you understand only superficially. Look at whether the company’s recurring weaknesses resemble your own. Study the gap between the values you speak about and the behaviour you reward.

Investors may initially invest because they believe in the founder. Employees may join because they believe the founder’s story, and customers may take an early risk because they trust the founder’s reputation. That belief is valuable, but it creates a responsibility to become worthy of it.

The founder is usually the last assumption to be tested because the founder is the person conducting the other tests. Yet the quality of every experiment is influenced by the judgment of the experimenter.

Test the market. Test the product. Test the price. Test the distribution. But also test your habits, your assumptions, your leadership and your willingness to learn.

The company may not have reached its limit. It may simply have reached the present limit of its founder.


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