5 Mistakes Most Founders Make - Let's Play Grant Stain Bingo

Grant Stain • January 18, 2026

Are You Making These 5 Fatal Startup Mistakes? What 15 Years Coaching 300+ Companies Taught Me

After 15 years of coaching over 300 companies, I've developed what my clients affectionately call "Grant Stain Bingo."


It's not a game I invented on purpose. It's a collection of phrases I find myself repeating so often that entrepreneurs started ticking them off like squares on a bingo card.


Why do I repeat them? Because the same fatal mistakes keep showing up. Different businesses, different industries, different founders: same bloody problems.


The frustrating part? These aren't complex issues requiring an MBA to solve. They're foundational errors that get overlooked because everyone's too busy chasing the "sexy" stuff: the marketing hacks, the viral strategies, the growth shortcuts.


Here's the truth: your startup won't fail because you didn't find the perfect Instagram filter. It'll fail because you ignored the basics.


Let me walk you through the five mistakes I see destroying startups week after week: and the bingo phrases that'll help you remember how to fix them.


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Mistake 1: Your Goals Are Wishy-Washy Nonsense


"I want to grow my business."


"I'd like to make more money this year."


"I want to be successful."


Brilliant. And I want to be taller. Neither of us has a plan.


Here's my first bingo phrase: Measure everything.


If you can't put a number on it, it's not a goal: it's a daydream. When entrepreneurs tell me they want to "grow," I ask them one simple question: by how much, by when?


The silence that follows tells me everything.


Proper goal setting means getting ruthlessly specific:


- "Wrong" - "I want more clients"

- "Right" - "I will acquire 15 new clients by March 31st, generating £45,000 in revenue"


- "Wrong" - "I need to improve my marketing"

- "Right" - "I will increase website enquiries from 20 to 50 per month within 90 days"


When you measure everything, you create accountability. You know exactly where you stand. You can course-correct before it's too late.


I've built an entire "7 Goals System" (https://www.grantstain.com/goal-setting-that-actually-works) around this principle because vague goals lead to vague results. And vague results lead to closed businesses.


Your action step: Take your top three business goals right now. Add a specific number and a deadline to each one. If you can't, they're not goals: they're wishes.


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Mistake 2: You Haven't Built Your Mental Armour


Starting a business is a contact sport. You're going to get hit: by rejection, by failure, by people who don't believe in you, by your own self-doubt at 3am.


Most founders prep their business plan but completely neglect their mental game.


My second bingo phrase: Mindset moves mountains.


I've watched technically brilliant entrepreneurs crumble at the first sign of adversity. I've also watched average founders with bulletproof mindsets push through obstacles that would stop most people dead.


The difference? Preparation.


Your mindset isn't some woo-woo concept. It's a skill you develop through deliberate practice:


- Morning routines that prime you for action, not anxiety

- Core values that guide decisions when everything feels chaotic

- Self-talk patterns that build you up instead of tear you down


The entrepreneurs who survive the startup gauntlet aren't the ones who avoid problems. They're the ones who've trained themselves to see problems as puzzles to solve rather than reasons to quit.


If you haven't defined your "core values" and built a personal operating system, you're heading into battle without armour. Good luck with that.


Your action step: Write down three things that consistently derail your focus or confidence. For each one, create a specific response strategy you'll use next time it happens.


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Mistake 3: You Think This Will Be Easy


Here's where I'm going to sound like your grumpy uncle at Christmas dinner.


You're probably underestimating how hard this is going to be. Significantly.


My third bingo phrase: Work like a maniac.


The statistics are brutal. Around 20% of startups fail in year one. By year five, that number climbs to roughly 50%. I've written about why startups fail before, and the reasons often come down to underestimating the sheer graft required.


Social media has given everyone a warped perception of entrepreneurship. You see the highlight reels: the wins, the launches, the champagne moments. You don't see the 80-hour weeks, the missed family dinners, the moments of genuine terror about making payroll.


I'm not saying this to scare you off. I'm saying it so you're not blindsided when it gets tough.


Because here's what happens when you expect it to be easy: the first real challenge feels like a sign you should quit. "Maybe I'm not cut out for this," you think. "Maybe this isn't meant to be."


Rubbish. It's meant to be hard. That's what filters out the competition.


Your action step: Audit your current work ethic honestly. Are you putting in the hours your ambitions require? If there's a gap, close it. Starting tomorrow.


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Mistake 4: You Hate the Boring Bits (And It Shows)


Every entrepreneur loves the creative stuff. The brainstorming. The big picture thinking. The exciting new ideas.


You know what nobody loves? Following up on quotes. Updating the CRM. Sending that fifth email to a prospect who's gone quiet.


My fourth bingo phrase: Repetition builds reputation.


The unglamorous, repetitive tasks are where businesses are actually built. The entrepreneur who sends 50 prospecting emails every single day will outperform the "visionary" who only works when they feel inspired.


Every. Single. Time.


Discipline isn't about motivation. Motivation is fickle: it shows up when it fancies and disappears when you need it most. Discipline is about systems.


Build processes for the boring stuff:

- Block time in your diary for repetitive tasks (and treat it as non-negotiable)

- Create checklists so you don't have to think about what needs doing

- Track your consistency: remember, measure everything


The founders who get bored of the basics don't build businesses. They build expensive hobbies.


Your action step: Identify the one repetitive task you've been avoiding. Schedule it into your calendar for the same time every day this week. No excuses, no rescheduling.


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Mistake 5: Your Pipeline Is a Trickle


Finally, the mistake that kills more businesses than any other.


Not enough prospecting.


My fifth bingo phrase, and possibly the most important: Sales cures all.


Cash flow problems? More sales fix that. Team morale issues? More sales fix that. Can't afford better marketing? More sales fix that.


Yet I meet entrepreneurs every week who spend 90% of their time on everything except finding new customers. They're perfecting their website, tweaking their logo, fiddling with their website or faffing about on social media thinking you doing work.


Meanwhile, their pipeline is bone dry.


Here's a hard truth: if you're not uncomfortable with how much prospecting you're doing, you're not doing enough.


The maths is simple. If you need 10 clients and your conversion rate is 10%, you need 100 conversations. Not 100 LinkedIn connections: 100 actual conversations with potential buyers.


Are you having those conversations? Or are you hiding behind "busy work" that feels productive but doesn't move the needle?


Your action step:  Calculate how many sales conversations you need this month to hit your target. Divide by working days. That's your daily prospecting minimum. Non-negotiable.


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The Foundation You're Missing


These five mistakes share a common thread: they're all foundational issues.


Goal setting. Mindset. Work ethic. Discipline. Sales activity.


None of them are glamorous. None of them will go viral on TikTok. But collectively, they form the entrepreneurial foundations that separate businesses that survive from businesses that become cautionary tales.


If you're reading this and recognising yourself in one or more of these mistakes, you're not alone. Every entrepreneur I've coached: every single one: has struggled with at least a couple of these.


The difference between success and failure isn't avoiding mistakes. It's recognising them quickly and having the discipline to correct course.


So here's your bingo card. Tick off the ones you're guilty of. Then do something about it.


Because knowing the problem without taking action is just procrastination with extra steps.


To your success,


Grant


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