What Are The Biggest Mistakes First-Time Founders Make, and How Can They Be Avoided? (2024)

What Are The Biggest Mistakes First-Time Founders Make, and How Can They Be Avoided? (1)

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Jason M. Lemkin What Are The Biggest Mistakes First-Time Founders Make, and How Can They Be Avoided? (2)

Jason M. Lemkin

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Published Oct 27, 2023

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Here’s my list in SaaS:

  • Being reluctant to go up-market. Not everyone should go up-market. But if you have a bunch of $5 a month customers, and then a few offer to pay you $500 a month, at least seriously consider it. Even if you don’t like sales, or big companies, or whatever. A bit more here and here: Why There Is a 50/50 Chance You’ll Tilt Upmarket in SaaS | SaaStr
  • Not hiring a good enough CTO. SaaS is so competitive these days. The most agile teams win. If you don’t have a strong enough technical co-founder, it’s really hard to win.
  • Not managing the cash burn with extreme precision. Even great CEOs get this wrong. If your cash needs to last 24 months, then scrutinize every bank statement and every expense. So many times, that 24 months ends up being 16 months or even just 20 months, even with no one taking a high salary or buying fancy snacks. Because the CEO just assumes cash is collected, allows a few expenses to grow without paying attention, etc. And the burn rate just compounds, often without the CEO fully realizing it. More here: Zoom Had a Burn Rate Budget. So Should You. | SaaStr
  • Not learning to love the customers they end up having. A variant of the first point. But if you hoped to sell to cool tech companies, and you end up selling to government somehow — embrace it. If you never thought you’d sell to sales reps, and even sort of hate sales, but that’s your core customer — embrace it. You have to love the customers your product serves. More here: In SaaS, You Have to Love the One You’re With | SaaStr
  • Not getting on jets and visiting prospects and customers in person. At least your biggest customers. If you show up, you build far deeper relationships than otherwise. And you have time in the early days, especially. At least visit every customer and prospect that is local that will take the meeting. More here: I Never Lost a Customer I Actually Visited | SaaStr
  • Not investing deeply in partner and channel strategies if they work at all. Half of HubSpot’s revenue is from its channel partners, and a big piece of Shopify’s as well. What if they’d only sold direct? If business development, partner development, etc. work even a little bit for you, lean in there. It almost always starts off more slowly than direct sales, because of course it does. But it can become highly defensible. More on the magic for HubSpot here in our deep dive with Chairman Brian Halligan below.
  • Expecting magic growth hacking solutions. Yes, some B2C and even some B2B products do experience magic virality and magic growth hacking. Product-led growth is all the rage today. But for most of us, it will be a painful, gradual experience to build up leads, brand, word-of-mouth, credibility, etc. Growth hacking is real, and has become a science. But in B2B, even when it works, it takes months at best, and years to perfect. A bit more here: 15+ of The Top Sales & Marketing Mistakes SaaS Startups Make | SaaStr

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What Are The Biggest Mistakes First-Time Founders Make, and How Can They Be Avoided? (6)

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Michael Gammon

Creative Designer | UX & Product Design | Digital Design & Animation

6mo

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Excellent advice Jason, particularly cash burn precision and meeting customers in person

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Dave Grant

CEO | CRO | Board Director | 2x Successful Exits

7mo

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TRUTH - “But for most of us, it will be a painful, gradual experience to build up leads, brand, word-of-mouth, credibility, etc.”

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Ben Virdee-Chapman

Marketer | Founder | Advisor

7mo

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On magic growth hack: every thing you attempt is a growth hack in disguise — often the market is not ready or primed for it. Timing is part of the science but planting seeds also a close second best. Launch early and iterate

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What Are The Biggest Mistakes First-Time Founders Make, and How Can They Be Avoided? (2024)

FAQs

What Are The Biggest Mistakes First-Time Founders Make, and How Can They Be Avoided? ›

The challenging task facing them was to empower a new government for the United States while also limiting its powers. Creating constitutions at state and national levels divided Americans, including the founding fathers.

What challenges did the founders face? ›

The challenging task facing them was to empower a new government for the United States while also limiting its powers. Creating constitutions at state and national levels divided Americans, including the founding fathers.

What is the #1 mistake startups can make? ›

One of the biggest startup mistakes is poor cash flow management. About 82% of unsuccessful startups fail because they fail to properly manage their cash flow, or how much money is coming in and out of the business.

What is the biggest mistake you can make when preparing a business plan? ›

One of the biggest mistakes in business plan writing is not doing enough research on your market, customers, competitors, and industry. Without solid data and evidence, your business plan will be based on assumptions and guesses that may not reflect reality.

What is the single biggest mistake that you think entrepreneurs make? ›

Mistake 1 – Going into business without a clear focus on a market or product. It is a common mistake for entrepreneurs to start a business without a clear focus on the market or product. This is because it takes time to figure out what the market needs and what the product can do for it.

What is the most common mistake new business owners make? ›

Inadequate financial preparation and resources

It's common for entrepreneurs to neglect financial planning and lowball how much capital they'll need to get their business up and running. The result is often inadequate financing to achieve your goals and/or a cash squeeze just as the business is hitting its stride.

What are 3 pros and 3 cons of being an entrepreneur? ›

Some of the major advantages of small business ownership include the ability to be your own boss, flexibility, and potential financial rewards. Some of the major disadvantages include risk, long hours, and cash flow challenges.

What do failed entrepreneurs do? ›

These founders often become venture capitalists, mentor startups, and use their experience to help others. They also become public speakers, teaching others how to avoid the mistakes they made while starting their businesses. I have even seen some working as consultants and product managers.

What is the reason most entrepreneurs fail? ›

FAILURE TO ASSESS THE MARKET

This is the single biggest reason businesses fail: 42% go under because there is no market for their product.

What is the main problem of entrepreneur? ›

One of the most significant challenges faced by entrepreneurs is the startup costs. It can be challenging to determine how much money you need to get your business off the ground, and where to allocate those funds.

What should founders focus on? ›

“Your job is to get great people and get the best out of them. Even if this makes you uncomfortable, you'll find that really good things happen.” If a founder is intimidated or apprehensive about hiring, they need to narrow their focus to the single most important next hire.

What makes great founders? ›

Fast learner / quick thinker – Capacity to grasp new concepts quickly. Analytical and curious; with inner creativity to make connections between seemingly unrelated events or situations, with products or services that can be repurposed into new markets or industries.

What is the #1 reason that most new businesses fail? ›

The number one reason small businesses fail is inadequate cash flow management. Without sufficient cash flow, businesses struggle to cover daily operations, invest in growth or manage unexpected expenses, leading to financial instability and ultimately, failure.

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