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StartUp To ScaleUp

Where 140k+ founders read my weekly newsletter offering tactical insights to start, scale, and fund their startup. Real advice from a 3x exited founder & author of the #1 Best Seller "Starting A StartUp | Build Something People Want."

Featured Post

StartUp Founders: Co-Founders

Hey Reader, A quick break from me screaming at you to run faster. To stop doing random acts of nothingness. To cause way more problems and stop looking for comfort. Also. Just finish the job. I want to talk about co-founders, why you should think about one, and the misunderstood reason why the capital markets love them so much. Why a newsletter about it? Because for so many people starting, this is a really tough mind game…. and deserves some reflection. But also. Hurry up. Be specific. And...

Hey Reader, You are reliably wrong. Such a brutal thing to say out loud to someone who’s been watching the data, reading the patterns, trusting what keeps showing up, and following the clock speed playbook: Release, learn, iterate, release. Customer ghosts. Investor declines. Recruit passes. The same objection on every call. The same behavior in your org. The same reason deals stall. The same AI summary…. As a founder, part of (most of) the journey, the experience, the game, is finding the...

Hey Reader, So many founders, way too early, before they truly know their ICP, their pricing, their product, their channels, their anything, get a tiny bit of traction, and then start racing to normalcy. Implementing systems and processes trying to stabilize the ship. The thinking is that the mayhem you're running is unsustainable and fixing that is the priority. It rarely is the priority. In 2023 I wrote embracing chaos: “92% of your company is virtually identical to every other firm in your...

Hey Reader, Happy New Year to you, your family, your friends, and the people who kept you sane. 2025 is done. 2026 is about AIB (Am I Better). Whatever post-mortem you needed to run. Run it.Whatever story you needed to tell yourself. Tell it. Let's not make weird promises about the version of you that magically appears in January. You, like everyone, spent the last week thinking about 2026 and what will be different. Maybe you wrote goals, set intentions, and prob told yourself this year...

Hey Reader, What are you doing today to out-execute the competition you don't even know exists yet? It's always you against you... For all your brilliance, vision, manifesting, and everything else that has you on the right path, it is highly likely you are operating like a snail, as in, you are just not moving fast enough. Personal velocity is the game at early stage. Outwork, outhustle, outfight, outdeliver. Again and again and again. But velocity without direction is just chaos. The best...

Hey Reader, At the end of any sales call, there is only one question that matters. What became riskier for them if they didn’t buy? If you can answer that clearly with the least amount of bias "their current process is failing, waiting now has a real consequence" then you have a wedge. If your honest answer is “not much” then you have to ask, what doubt stayed symmetrical. Did the status quo still feel fine, did they doubt you and inaction equally? When doubt is symmetrical, nothing moves, if...

Clarity Then Sanity

Hey Reader, Last week we agreed December decides your 2026 fate. We're still in December. So a quick reminder to act like it. Perhaps a little more bias for action... Close deals. Send updates. Align your team. Show gratitude. Build your strategy. But, I missed a pretty critical point that is so easily overlooked... None of it matters if you're executing on the wrong business. You can do everything right. Close the deals, ship the features, hit the milestones and still not feel like you are...

December Decides

Hey Reader, Every founder has an imaginary list called “I’ll get to that in December.” It follows you all year while you're in the trenches, this dumping ground for everything you don’t have time for but swear you’ll handle when things “calm down.” Do I need to list them, or are we on the same page... So. Funny story. December is here. Four weeks to do nine weeks of work... The stuff you pushed off, the stuff you forgot, the stuff you should’ve done already, and the stuff you promised...

First Belief

Hey Reader, The very first thing every founder says before the product exists, a single customer or dollar shows up, before any proof of any kind is some version of: I can do this. It's rarely evidence led, something inside you decides it's worth believing. It's not fraud. It's not delusion. It's simply the starting point. And this is really important. Founding rarely begins with real data. It begins with a belief you have no business holding yet and then spending years trying to earn it -...

Am I Better

Hey Reader, Early days, I’m not sold MRR is THE metric. Or lack of churn. Or customer adoption. Or usage over time cohort analysis. Or some performative PMF metric. Because I think, generally, these positive market signals are reflective of a different metric. The YOU metric… AIB. Am I Better. What proof do I have to show that. MRR is a lagging indicator of what you’ve already built. AIB is a leading indicator of what you’re capable of building. If the founder hasn’t evolved, they’ll...