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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.

The Golden Rule
Featured Post

StartUp Founders: One Rule

Hey Reader, Every founder is driven by the pursuit of advantage. The shortcuts, insights, frameworks, and sparks that, just maybe, ignite the one idea, the one insight, the unlock code that can be leveraged. One goal. Move faster, smarter, better. Last week's newsletter, on founders navigating the space between what was and what will be... resonated... <join in> The great thing about someone else's method is that one of two things will happen: Either you'll embrace it, find that it works for...

Porter's Five Forces, Download the template

Hey Reader, Change is the only constant. Whether it's politics, economy or tech, the forces around us are always evolving. The recent US election? One more example of how quickly the landscape can shift. Change is also the engine of progress. It forces you to adapt, innovate, and become a stronger founder. Ten minutes ago, none of us had “AI” in our pitch decks. Today, it’s transforming everything and likely front & center on your website. Tomorrow? Who knows. Exactly the point. So, if it's...

Hero Stories

Hey Reader, Startup culture is built on a lie: the myth that other founders are somehow better than you. That they know exactly what they’re doing and execute flawlessly. (𝕏) These hero stories paint a picture where every decision was inevitable, every move was calculated, and the outcomes obvious. Nope. For everyone, it was a whole lot of chaos, guessing, hoping, and praying. Stop holding yourself to impossible standards, stop comparing your behind-the-scenes reality to someone else’s...

The Dip

Hey Reader, There’s a part of the startup journey that’s brutal and rarely mentioned. The Dip. The exact opposite of the adrenaline, excitement & energy of the beginning. The Dip feels like a deep, personal struggle, and yet, it's a universal founder experience. (𝕏) The Dip isn't burnout. That's different. It's also not procrastination. That's avoiding (the right) work. The Dip is the lag between momentum and traction. When your adrenaline has burned out but reality hasn't caught up - the...

How you operate, download the template

Hey Reader, Everyone talks about IQ & EQ, but what about how you instinctively take action and solve problems? Who you are at your core is not really trainable or changeable, but it’s often the hidden reason startups struggle to make progress in the early days. (𝕏) It’s the Conative Index and you care because founders often fight their natural tendencies, believing they need to act a certain “founder” way (move fast & break things). And when that isn't who you really are, you end up battling...

NPC Mode

Hey Reader, Just like that, without realizing it, you go from founder to NPC. From having a clear vision, some moxie, and a bold idea, to being pushed into normalcy as the market never stops telling you that you're doing it wrong. (𝕏) NPC often happens in moments of desperation, where you stop (or are forced to stop) critically evaluating, questioning, investigating, and instead go with the flow, follow the popular, execute the so-called "right" advice. Just like the background characters in...

Price Evolution, Download the template

Hey Reader, There's a whisper we are seeing in SaaS, that improving productivity of your users, or automating functions normally done by users, leads to them buying fewer seats. The irony of building a fab product.... (𝕏) We are seeing the emergence of usage-based pricing expand beyond traditional models (like API & Platform) into new areas, along with the rise of outcome-based pricing. It's not universal, it's not absolute, but it's not not happening. If Salesforce is the bellwether for the...

StartUp Founders: Assumption Detox

Hey Reader, StartUps are built on a foundation of assumptions. Some are spot-on. Others, pure delusion. As a founder, it's hard to tell the difference. Not because you're reckless or ignorant. You're just so deep in your solution that you lost perspective. (𝕏) Whether you're two weeks or two years into your journey, you need the courage to continually return to first principles. Are the assumptions we made yesterday still true today? If you are pre-launch or just launched and hearing...

Hey Reader, The biggest lie, after the diamond industry, greeting cards, and the middle choice at the gas pump, is that you can't have it all; fast, cheap, good - you must pick two. It's a phenomenal sales slogan because it sounds reasonable, but..it's complete bullshit. (𝕏) Turns out, the people most equipped to execute this trifecta are founders, the ones with a to-do list longer than a CVS receipt. There are two types of founders: those who make things happen, and those who wonder what...

Extreme Uncertainty, Download the template

Hey Reader, Extreme uncertainty is literally the MO of StartUp Founders. Make decisions that are hopefully on the righter side of right, praying that when you hit, the impact moves the needle. (𝕏) There's no playbook, no perfect formula. Don't get caught up in finding the right way to do things. Just get out there and build, with a touch of structured intention. TL;DR Even gut decisions need a framework to drive resources towards actions with the potential for high impact and some level of...