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The Paradox of Being a Boring Entrepreneur

Adebayo AdebisiAdebayo Adebisi6 July 202615 min read
the same push. again.Being boring is the best business strategy

The boring work is the part that compounds.

In this postWhy the boring things are so hard

Being an entrepreneur is boring. Most of what you do is repetitive. To do it well, you have to fall in love with doing the same tasks every single day, whether or not you are making money. A lot of the time it feels like nothing significant is happening in your business, so it is easy to go chasing the next new thing that gives you a rush, like a new product or service idea, a new tool, or a rebrand the business does not really need. All of it makes you look busier and feel better, because you think that is progress.

But the boring work of running a profitable business is the part that compounds. One more rep does not look like much on the day you do it, but each rep builds on the one before it, and given enough time, that is what grows the business.

Being boring is an advantage, both in who you are as the founder and in how you run the business. This is not boring as in dull or lazy. It is boring on purpose: staying disciplined and low on drama, doing the things that already work while everyone around you chases the next shiny thing.

Why the boring things are so hard

The reason boring work is so hard to stick with comes down to how your brain is built. It is wired to chase anything new, and that wiring runs on dopamine. Dopamine is often called the pleasure chemical, but it is more about wanting something than enjoying it. It is what makes you go after the next reward, and it spikes on the promise of that reward, before you even get it. Two neuroscientists, Nico Bunzeck and Emrah Düzel, scanned people's brains and found that a reward area in the midbrain lights up the moment a person sees something new, even when that new thing comes with no reward at all. The newness alone is enough to set it off.

Novelty is only half of it. The other half is what happens after you get the new thing, because the excitement does not last. Psychologists call this the hedonic treadmill. Whatever happens to you, good or bad, you get used to it and your mood settles back to about where you started. In the well known study, people who won the lottery were, a year later, barely happier than people who had not won at all. The buzz had worn off. Your wins in business wear off the same way. Launching a new offer or getting a new client feels huge for a few days, then it becomes normal, and you start looking for the next thing that gives you that feeling again.

Put those two together and you get a loop. Something new excites you, the feeling fades, and you go looking for the next new thing to bring it back. In business this is called shiny object syndrome. Your brain is just doing what it evolved to do, which is chase what is new, and boring work gives you almost none of that dopamine hit.

resultsday onea year inthe shiny thing (spikes, then fades)the boring rep (compounds)
Every new thing pays you in excitement now, then fades. The boring rep pays you later, and keeps paying.

There is also a direct cost to all this jumping around. Every time you stop what you are doing to start something new, your brain has to switch gears, and that switch is expensive. The American Psychological Association found that switching between tasks can cost you a large share of your productive time. So if you are running five projects at once because each one excites you, you are not getting five times as much done. You are losing close to half of your working time just to switching between them.

Up to 40%
of productive time lost to task switching

The shiny things that are hardest to resist often look like real work. A new product idea, or a new tool that everyone says you need, can feel like a smart business move instead of the distraction it is. Because you give it your time and energy, it feels productive. But often it is just novelty again, taking you away from the boring work that was already compounding to make you money.

I know this loop well, because it is how I worked for years. When I started out, I believed being an entrepreneur meant doing a lot of things at once, so that is what I did. Whenever one of my businesses got hard, I would start another one, because a fresh start gave me that buzz again. For a while it seemed to work, and I could get a new business earning money fairly quickly. But none of them had my full attention for long enough to grow, so I would earn money for a few months and then lose it again. By the end I had lost money overall.

What changed everything was embracing the boring, repetitive parts of running a business. I shut the other businesses down, picked one thing, and committed to doing it over and over. That is what finally grew my business.

The boring founder is the edge

So what kind of founder should you be? The clearest answer comes from the researcher Jim Collins, who spent years on one question: what makes a company go from merely good to truly great, and then stay great for years? His team studied more than 1,400 companies and found only 11 that made that leap and held it. Then they looked at who was leading each of those 11 in the years it went from good to great.

The leaders were humble and modest. Collins described them as self-effacing, and even a little shy. But they also carried a fierce, almost stubborn will to make their company win. He called this mix Level 5 leadership. These were not the founders who become famous. You would struggle to name a single one of them, even though they ran some of the best-performing companies of their time.

The Level 5 leader
Humble and modestself-effacing, even a little shy
A fierce will to winstubborn about the company, not themselves
The founders behind the great companies
Collins found the same unlikely mix leading all 11 companies that made the leap. Source: Jim Collins, Good to Great.

The same study found something else. Ten of those 11 companies were led by someone promoted from inside the business, not a famous name brought in from outside to rescue a struggling company. These leaders had worked their way up over many years before they ever took charge.

1,400+
companies Collins studied
11
made the leap to great
10 of 11
were led from inside

So the founders behind the most successful companies build them by doing the boring, important work over and over. As people, they tend to be steady and calm. They do not chase the highs or panic at the lows, and they are not in it for attention. Their real edge is that they keep doing the same work for years, even once it stops feeling new.

I had to become this kind of founder, because I did not get a choice. I have sickle cell disease, which makes my energy unpredictable. On some days my body simply will not let me push hard, and if I push anyway, I pay for it badly and lose weeks of work. So I cannot run on adrenaline and big bursts the way many founders do. The only way I can run a business is to be boring, steady and predictable. Being boring is how I know I am doing the right amount of work, and not too much.

That is also why I take as many small decisions out of my day as I can. I eat the same meals from the same meal prep, sleep and wake at the same times, and do my lead generation and admin at the same time each day. It looks dull from the outside, but it saves my mental energy for the business, where it matters. And because the routine never changes, it works as a baseline. When something feels off, I notice it, and I can usually see what to adjust, because everything else has stayed the same.

To be a boring founder is to take the unnecessary drama and the constant chasing out of how you work, and stay steady enough to keep going for years rather than burning out in a few months. That same steadiness is what lets you build a well-run, profitable business.

The boring business runs better

The same boring approach changes how the business itself performs. Jim Collins studied what the great companies actually did to go from good to great, and found there was no single big moment behind it. There was no one product launch or lucky win that suddenly made them great. Their success came from doing the same things consistently, in one direction, and letting that effort build up over years.

Collins described this as a flywheel. Picture a huge, heavy metal wheel you have to turn by hand. The first push barely moves it. You keep pushing, and slowly it makes one turn, then another, then another. Each push adds to the one before it, until the wheel is spinning with so much momentum it almost carries itself. No single push did that. It was all of them added together, in the same direction.

The companies that failed to make the leap did the opposite, in what Collins called the doom loop. Instead of pushing one wheel in a steady direction, they kept changing direction. They would launch a new program, lose patience when it did not pay off fast, then drop it and start something else. Each switch lost the momentum the last one had started to build, so the wheel kept starting almost from scratch.

The flywheel
the same push, in the same direction, for years
The doom loop
a new direction every time it gets hard
Each push adds to the one before it, or each restart throws the momentum away. Source: Jim Collins, Good to Great.

This is the same choice from earlier, now at the level of the whole business. The boring move is to pick one direction and keep pushing it for a long time before you see big results. I spent years doing the opposite, starting a new business every time one got hard, and each fresh start meant giving up the momentum I had built. The work that finally paid off was the work I stuck with.

Collins put numbers to it. Across those 11 companies, their stock beat the market by nearly seven times over 15 years. Take Walgreens, an American pharmacy chain, which is not an exciting business. From the end of 1975 to the start of 2000, money invested in Walgreens beat the flashiest names of the era, and it was not close.

The boring pharmacy beat
the general market
15x
Coca-Cola
8x
General Electric
5x
Intel
2x
Money invested in Walgreens at the end of 1975 beat the most exciting names of the era by January 2000. Source: Jim Collins, Good to Great.

You can see the same idea in the entrepreneurs who deliberately buy boring businesses, things like laundromats, cleaning companies and vending machines. They are not exciting, and that is the point. They do the same simple thing for years and make money year after year, while flashier businesses come and go.

My own business is built on this. The main way I win high-value clients is boring and repetitive, and I have never stopped doing it. I reach out to corporate companies, directly to the senior managers and HR teams who can bring me in to train their staff. Most of that outreach goes nowhere, and my success rate is under one percent. But I keep doing it at the same volume every week, irrespective of the outcome, and those small odds add up. That one repetitive activity now brings in close to half a million pounds a year.

Under 1%
success rate on the outreach
£500k
a year from that one boring rep

A business run the boring way, pushing one wheel instead of chasing the next big thing, runs better and makes more money. But while you are pushing that wheel, it can feel like nothing is happening at all.

The boring work compounds

That feeling, that nothing is happening, is the hardest part of the boring path, and it is where a lot of people give up or pivot. When you do the same work every day, the results do not arrive at the same speed as the effort. You can put in months of work before you see much back, and the results often arrive later, several at once.

Darren Hardy, who wrote The Compound Effect, sums up how this pays off in a simple formula.

Small, smart choicesConsistencyTimeA radical difference

In The Psychology of Money, Morgan Housel shows the same thing with Warren Buffett. He had been investing since he was a child, but almost all of the money came late, because that is when decades of steady investing finally added up. As Housel puts it, good investing is less about making brilliant moves and more about consistently avoiding bad ones, so you stay in the game long enough for the small gains to add up.

99%+
of Buffett's wealth came after his 50th birthday

This is why the boring path feels so unrewarding in the moment, and why it is so easy to abandon. The eventual payoff is in the future, while the effort is all in the present. A shiny new thing rewards you with dopamine today, which is why it is so tempting. The boring work pays much more, but it pays you later.

Some of my best results in my consulting business have come from this kind of patient, repeated effort. I keep in touch with people I have worked with long after the work is finished, and I will often fix small problems for them for free. None of that pays me anything at the time. My aim is actually to make my clients not need me. But because I stay useful and stay in contact, they tend to come back when something bigger comes up, and a large share of my repeat work comes from exactly this. It is a boring habit that brings no money in the moment, but it almost always leads to repeat business later.

The boring path works because small efforts compound. The hard part is trusting the process before you can see any proof, and that takes discipline. Once you trust that the results are coming, choosing the boring path on purpose becomes much easier.

Choosing the boring path intentionally

Choosing the boring path on purpose means deciding in advance that you will pick the things crucial to the profitability of your business and do them consistently, without entertaining every exciting option that comes along. It is a strategy you choose from the start, because you already know it is the one that pays off, even though it is easy to overlook.

Choosing boring does not mean repeating the same thing blindly. The boring path still needs your attention. You keep the direction steady, but you keep improving how you do the work. What you do not do is throw out the whole direction and start again every few weeks. The difference between staying consistent and being stuck is whether you are still paying attention and getting better, or just going through the motions.

There is a book by Jeff Olson called The Slight Edge that explains why this has to be a deliberate decision. His point is that the small actions that move you forward are easy to do, and just as easy not to do. Making the calls you planned to make is never the hard part. It is also easy to skip, and because missing one day costs you nothing, it becomes easy to keep missing them. Choosing the boring path on purpose is deciding to do the easy, important things that you could just as easily skip.

There is also a practical reason. You can build a system around boring, repeatable work. You can write down a process for something you do the same way every time, then hand it to someone else or automate parts of it. Exciting, one-off work cannot be systemised, because it is different every time. So the boring parts of your business are the ones you can turn into a machine that runs without you.

Build your boring system

Here is the system I use to do the boring things consistently, broken into five steps. You can build a simpler version for yourself.

  1. 01Pick the one important thing. Find the boring, repeatable activity that actually drives your profit, the kind that is easy to do and easy not to do. For me it is cold corporate outreach. Commit to that one activity, and have the self-awareness not to chase the shiny projects pulling you away from it.
  2. 02Turn it into a rep. A rep is a specific action you can repeat on a fixed schedule, small enough to do whether you feel like it or not. "Do more marketing" is too vague to repeat. "Send ten outreach emails every morning at 9:30" is a rep. The clearer you make it, the easier it is to keep doing.
  3. 03Put it on a scoreboard. Track whether you did the rep, every day or every week, so the boring work becomes something you can see. I record all my key activities, down to my sleep, and score them, with the money-making work weighted the highest.
  4. 04Make missing it cost something. A scoreboard only works if a low score actually affects you. My score decays every day by default, so skipping the important work drops it, and I feel it in my revenue projections. A simpler version is an accountability partner, or money on the line. Skipping has to cost you something, or the rep will not stick.
  5. 05Review and improve, without changing direction. Once a week, check the scoreboard and ask whether the rep is still working. If it is, keep going and look for a way to do it a little better. What you do not do is panic and swap it for a brand new activity, because that is the doom loop. Keep pushing the same wheel.

At first, the only thing keeping you going will be the system and the score. But after a while, you start to get satisfaction from the consistency itself, and it becomes a habit that generates money. Doing the rep gives you the same dopamine spike a shiny new thing used to. That is what it means to fall in love with the reps. By that point, the boring work no longer takes willpower. It is simply how you run your business.

The bottom line

Your brain is wired to chase whatever is new, which is why the boring things are so hard to stick with. But the founders who last are the steady, disciplined ones, not the loud personalities chasing attention. The companies that win grow by pushing in one direction for years, instead of changing course every time something new comes along. And the work that compounds is the boring, repeated kind, which is also the only kind you can turn into a system.

So choose it on purpose. Pick the few things that matter, build a simple system that keeps you doing them, and stay with it long enough that the reps become something you enjoy rather than something you force.

Being boring is the best business strategy.

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