Evan Pitchie

Elon Musk was asked why his companies move faster than anyone else. His answer: "I'm constantly addressing the limiting factor. Whatever the limiting factor is on speed, I'm going to tackle that. If capital is the limiting factor, I'll solve for capital. If it's not the limiting factor, I'll solve for something else." He then said something most managers never figure out: "If something is going really well and making good progress, there's no point in me spending time on it." "The irony is if something's going really well, they don't see much of me. But if something is the limiting factor, they'll see a lot of me." He spends his time entirely on whatever is blocking the next step. Not on what's interesting. Not on what he's best at. But on whatever is the bottleneck right now. Most leaders do the opposite... They gravitate toward what they're comfortable with and away from the hard problem. From: @dwarkesh_sp and @collision

Every spreadsheet, report, and database in your business was built with the assumption that a human would be on the other end of it, someone who already knows which revenue figure applies to which conversation, what the asterisk at the bottom means, and when a number is an estimate versus a confirmed result, and AI agents have none of that. Here's why: The scenario nobody's talking about. A colleague pulls information from an AI tool that's been agreeing with their reasoning all day and sends it to you as fact. You use it. It's wrong. You get called out. You never touched AI, but you're the one answering for it. Why the tool doesn't know what it doesn't know. MIT and Stanford researchers found that AI assistants are systematically overagreeable and can push users toward complete confidence in entirely wrong conclusions. The tool confirmed your colleague's reasoning every time they asked. It never once said it wasn't sure. Why the real cost is how far the wrong answer travels. In a real business, information moves through people, presentations, and forecasts before anyone realizes something is off. By the time it surfaces, the wrong answer has been through 4 hands and is sitting inside a quarterly plan with nobody flagging it. What context engineering is and why it fixes the foundation. The specific work of teaching machines what the data means, when it was true, how it connects, and how much to trust it. Every single 1 of those 4 things requires a business person to define it and a technical person to build it at the same time, which is not how most AI implementations are structured. AI isn't God. And the biggest risk isn't that it'll give you the wrong answer. It's that it'll give someone else the wrong answer and by the time it reaches you, it's already too late.

My favorite Claude prompt: “Don't agree with me for the sake of agreeing with me. You will be held accountable for the results generated" It walks me through its thinking without trying to guess what it thinks I want and produces something that is less biased, more objective, yet still rooted in relevant context

Listen to the full conversation youtu.be/4I9YcLyte1M?si…

Why does AI hallucinate? AI is a probability map of words and concepts. Think of it as a machine that says, “Given this input, what’s the most likely next word?” But when you feed it more information, the chances of it drifting off course increase. Better prompting was thought to be a solution, but no matter how precise our instructions, the more context we add, the more room there is for the AI to veer into uncharted territory It’s like giving someone a map with too many options, they might still get lost. More info doesn’t always mean clearer answers. Sometimes, it increases the noise

After 10 years of doing discovery calls, I have yet to find a perfect framework. It's part art and science, but I think what we have right now works great. Here's the list of questions we typically run during a 30min discovery: 1. On a scale from 1–10, how clear are you on where AI / automation could be beneficial for your business? Are you still at the early exploration stage, or have you already tried a few things? - Quickly gauges maturity, expectations, and how much to focus on education vs. implementation 2. When you think about tools and platforms, is the main challenge that there are too many options and it’s hard to choose, or that nothing really fits your specific situation? - Diagnoses whether the problem is choice overload vs. lack of fit, which implies different solutions 3. If you could have one or two workflows fully AI-powered / automated tomorrow and working perfectly, which would make the biggest difference to your business? - Forces prioritization and surfaces the highest‑impact pain points 4. What are the main channels where your team spends time communicating or interacting with customers, partners, or internal stakeholders? - Surfaces the operational environment and integration points without assuming any specific tools 5. How many of these interactions do you handle in a typical day or week, and how much time do they take overall? -  Quantifies volume and effort, enabling a basic ROI view 6. Have you tried any tools, vendors, or internal projects to solve these issues? What worked and what didn’t?” - Reveals prior attempts and blockers so we don’t repeat failed approaches 7. Can you walk me through a typical workday for you (and, if relevant, for your team)? - Workflow mapping exposes hidden automation opportunities beyond the obvious pains 8. If you think of your day as 100%, what rough percentage goes to high‑value work (strategy, relationship‑building, problem‑solving) vs repetitive or administrative tasks? -  Highlights the automation upside and where we can create leverage 9. How comfortable would you be with an AI system that handles the repetitive parts of a process and presents you with a shortlist or recommendation that you review and approve? - Gauges appetite for AI‑assisted decisions and clarifies where humans must stay in the loop My intention with discovery is to identify what the client's goals are, their biggest pain points or hurdles standing in the way, and their readiness to address them We use this info to build a preliminary assessment on where they might be bleeding costs and potential revenue gains and invite them to a free 60-90 minute assessment with us to fully map things out and confirm or modify our assumptions We don't aim to get to a contract after discovery, we just want to shine a light on their blind spots

There's got to a screen setting or something to optimize for reading. Yes I'm aware of "read aloud" and text to voice but that works well with just text on a page, not in a presentation with images and diagrams

Was about to send a proposal to a client. Read it 3x for mistakes, but something told me to run it through Claude just in case. It found 3 typos...i literally cannot trust my eyes

If you were turned down by this guy, I will gladly help you

You can listen to the full conversation here: youtu.be/4I9YcLyte1M?si…

At least 85% of AI implementations fail and it's for the unsexiest of reasons The most crucial element to a successful AI solution is having a solid data infrastructure It’s like trying to teach a genius everything about your business by giving them endless documentation and expecting them to instantly know what to do Without proper context and a clear framework, even the smartest AI can deliver answers that are wrong for your needs So the real challenge isn’t speed, it’s doing it right. That means investing time at the foundation level, setting up the right infrastructure, and guiding AI with precise, relevant data. Only then can you unlock AI’s true potential, tailored to your business It's worth thinking about

@denk_tweets That's why Beehiiv is great, it's that Medellin energy haha. I made the Montreal to Medellin move... so I totally understand. Traded -25 cold weather for +25 warmth in the +57

fully remote over mandatory in-office is a hill I will die on... > I work from a penthouse in Medellin with a private chef and maid (for less than a standard apartment in LA) > the lifestyle arbitrage frees up ~150 extra hours a quarter to focus and build the company > my job as CEO is to make high quality decisions, and my energy and focus are a byproduct of my environment > office leases are one of the largest expenses for most companies (we instead put that cash towards user acquisition) > we hire the absolute best person for the job, regardless of where they live > employees work where they want, when they want, where they are most comfortable > I couldn't care less about where work is getting done as long as we're executing > there isn't an inequality of talent, just an inequality of opportunity @beehiiv has 130 employees located across nearly 20 countries, and remote work is a huge reason we're as productive as we are

@daymakerguy This is insane and awesome, wishing you so much more!

Last month we invoiced $10k in cakes This month we’re invoicing almost $100k beacuse coldcaking blew up. cold emailing and cold calling is officially cooked and baked.🎂👨‍🍳

@HamelHusain How is this so accurate 😂

They pulled off the impossible: made a real human video look 100% AI generated 🤣

@MichLieben Claude Code

We spent hundreds of hours building Claude Code skills for our $7M ARR GTM agency (and we're giving them away for free) - ICP research - signal scoring - cold email writing - sales intelligence - campaign intelligence. These run inside every system we build for 70+ B2B clients. Reply "Claude Code" and I'll send you the Github repo with everything.

@businessbarista Feels like 2022 crypto season. Everyone in the space felt like there was so much happening. Best advice I found was to pick a lane that interests you most and start building your skills in that vertical

i've spoken to a dozen people this month who have deep anxiety to get ai-native. they are expected to be ai-native and they want to get ai-native, but they feel like it's a full-time job to do so on top of their already full-time job.

Those friends on the other line at the B2B AI SaaS conference

Writing helps you organize and clarify your own thoughts. When others read, it helps them do the same, whether they agree with you or not. Both of us probably need the reminder a year from now. This is why it’s valuable to write, even if your ideas aren’t unique.