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What if our startup is only failing because we refuse to let it evolve?

There’s a moment in every Founder’s journey when nothing feels like it’s working. The product isn’t catching on. The sales aren’t converting. The market isn’t responding. And the creeping voice starts to whisper: “Maybe this just isn’t going to work.”

But what if it’s not the startup that’s failing — it's us?

What if we're the ones who are holding on too tightly to the original product or vision that we're preventing our startup from evolving into what it's meant to be?

The Myth of the Perfect Plan

Most of us fall in love with an idea before we’ve ever tested it. That’s how this whole thing starts. We get a flash of inspiration, we build the deck, and we convince oursel...

Guessing is Not a Successful Sales Strategy. Create an ideal customer profile instead.

Think your product is “for everyone”? That’s cute. It’s also a ticket to early stage startup hell.

One of the top reasons startups fail (42%!) is building something nobody actually needs. Translation: they never clearly defined who their real customer was. In startup post-mortems you’ll hear the haunting refrain: “no market need.”

An Ideal Customer Profile (ICP) is the antidote to that fate. It’s the crystal-clear picture of who truly needs what you’re selling. An ICP helps in qualifying leads effectively, ensuring your sales and marketing teams focus on the target audience.

Without it, you’re basically playing darts blindfolded and hoping for a bullseye...

The startup world is in a "Silent Recession" that no one is talking about, and it's a real problem.

Most of the Founders I speak to in private say the same thing — their business isn't going well. It's a combination of a weird economy, a Nuclear Winter in startup funding, and sky-high interest rates. Economists can tell us that the stock market is at an all-time high, unemployment is down, and inflation means people are spending too quickly. Yet if you talk to enough Founders honestly, they will tell a very different story.

If you're at a point where you're trying to understand why things aren't quite going as well as they should, let me shed some light on things my friends. We're in a Silent Recession among startups, where secretly they ar...

If we ever plan on growing our startup, we're going to have to start saying "Yes" to a whole bunch of stuff that terrifies us.

That's right. We're going to make bold commitments to customers, investors, and even our own staff regarding stuff we're not entirely sure we can pull off. I know, I know, it sounds scary.

Any rational Founder would be asking: "How can I tell an investor we're going to grow to $100 million if I can't possibly see how we'd get there today?" or "How can I tell a customer we can do the work if we don't have enough people available right now?"

It's called "figure it out," and it's been the growth strategy of every successful startup since the dawn of time. It takes some getting used to because it logically feels disinge...

What an exciting moment! You’re looking to scale up your startup and need to bring in a growth agency to help you do that. But, it’s a big decision. Choosing the wrong agency will lead to months of delayed growth, thousands of dollars in wasted spend, and difficult conversations down the line trying to understand where it all went wrong.

This means it is vitally important you make the right decision from the get-go. There are hundreds of marketing agencies out there, but if you are in the startup phase of growth I’d recommend going with a startup growth agency that has experience in the earlier stages.

I have done some of the research for you by putting together a list of the top 9 startup agencies I know deliver great results. So, at least...

There is a ton of hidden treasure in failed startups — you just have to know how to look for it, and ultimately, how to capture it.

After my first (not last) venture-funded startup tanked, everyone pretty much ran for the hills. Investors bailed, the team got other jobs, and customers found better solutions. But I kept thinking "We just spent a ton of money to build all of this, can't I capture this value back?"

Then it occurred to me — the same thing is happening for countless other failed startups. All of the assets that they spent millions to build just get buried. Everyone tries to make a last-ditch effort to sell them off, but in most cases, it never works and they just evaporate.

But what if we were the ones looking to dig up that bur...

There's no perfect to know if you've found a great Co-Founder, but there are some really obvious ways to tell you're about to recruit a bad one!

Yet picking Co-Founders isn't something many of us will do more than once in our lifetime, so how could we possibly know what to look for? There's no absolute checklist, but there are 3 categories where most Founders don't press hard enough — Selection, Shared Cost, and Commitment.

Technically there's a fourth, which is "personality type," but that's so incredibly hard to determine in the early stages (see: all of dating and marriage) that it's almost not worth mentioning compared to the Big Three. If all of these start to sound way too familiar, it may be worth thinking about an exit strategy.

"Oh...

When times are good at our startups, we think it will never change; when times are bad, we think it will never change.

Yet the only constant with startups is change.

The challenge for many Founders is that this is likely the first time we've had good or bad times, so we have yet to see a full cycle. That makes it difficult to know whether this is a short-term blip or a long-term trend. As such, we tend to grossly overcompensate by spending too much in good times and running for the hills in bad times.

How Startups Actually Grow

We all have this fantasy that our startups constantly grow "up and to the right!" on our beautiful charts. The reality is way different. The best way to think about our startup journey is a constant cycle of "feast o...

What happens when our main customer becomes our investor?

This is fundamentally the rabbit hole that nearly every startup goes down when fundraising. At some point, we start to realize that we're no longer building a startup for the needs of our customers; we're building it for the perceived needs of our next investors.

At any given time, our startup needs vastly more cash than we have, so we're always looking for the shortest path toward filling that gap. The very nature of investor capital is that it comes dramatically before customer capital (revenue), so in most cases, our early "customer," as it relates to cash, is an investor.

So what happens? Our investors become who we're building the company for.

We Optimize for Their Needs First

T...

Startup investors are incredibly useful experts — on investing in startups.

The problem for us Founders is when we start taking their expertise on building startups as gospel, and worse, start pivoting based on their feedback versus our own decisions.

This stems from the fact that as Founders, we don't really have a lot of data points or experience when it comes to the qualifications of investors. We tend to think that since they invest in startups, they must be experts in how startups operate.

Investors are not Fortune Tellers

One of my favorite indulgences is listening to an investor who has been thinking about my business for 60 seconds tell me what the future of my business will be. I will always politely listen (you never know what you...