Issue #664, 15th August 2025

This Week's Favorite


A Founder's Guide: Essential AI Implementation Advice for Startups
14 minutes read.

Tomasz Tunguz shares a curated list of how to transform your company to fully leverage (adoption, utilization, value measurement) the latest GenAI tools available with the right mindset. Tomasz is a prolific thinker and writer, so I took the time to go over all of it and take notes. Take some time to go over it and jump around between areas of interest you're currently facing. My advice: pick a real person in your company and tell a story of how they work completely differently now and what the implications are. Don't talk in numbers just yet. Share stories of how the team is operating differently by making it more relatable.

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Culture


Mr. Beast Says He Plans to Make 30 People Use Microsoft Teams for 1 Whole Calendar Year, With the Last Person Standing Taking Home $1 Million
1 minutes read.

My humble effort to help you start the weekend with a smile on your face. This is truly an insane ask, even for $1M.

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GitHub’s Internal Playbook for Building an AI-powered Workforce
11 minutes read.

"Their mistake is treating AI adoption as a technology problem when it is, in fact, a change management problem. Companies fail at AI adoption because they treat it like installing software when it's actually rewiring how people work. The difference between success and failure isn't buying licenses. It's building the human infrastructure that turns skeptical employees into power users." -- turning skeptical employees into power users. If you're unsure what your role is as a leader, this is it. It's true for current tools, but it was true before (cloud, mobile, etc.) and will be true in the future.

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Why We Suffer in Our Work & Career, and Why Competence Is the Way Out. Here’s a Candid Perspective on the Trade-Offs We Face & the Way Out (Video)
12 minutes read.

"society created an illusion that your life should be perfect and can be perfect. [...] one can develop maturity to see work for what it is." -- Shreyas Doshi covers why competence and self-development can move or manipulate some of the pain (or perception of pain) to match it with the gains and optionality it brings.

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Research: The Hidden Penalty of Using AI at Work
7 minutes read.

This post offers a crucial insight into the psychological climate at work in 2025. We still discount generated work, finding ways to judge mistakes as beauty and those who leverage such tools as less skilled: "This wasn’t about code quality—ratings of the code itself remained similar whether AI was involved or not. The penalty targeted the perceived ability of the person who wrote it."

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Peopleware


Effective Positioning for Engineering Managers
9 minutes read.

Mario Caropreso opened my mind to looking at positioning as a way to figure out my role as a technical manager: "In order to choose an optimal positioning, a manager needs to find the level of involvement that allows them to have the best situational awareness so they can make themselves effective and provide the best operational clarity so the team knows what they have to accomplish. [...] Rather than aiming for permanent residence in any one quadrant, the most effective Engineering Managers need to proactively monitor their position, and regularly assess whether their actions are in line with the requirements of the quadrant in which they are operating."

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Nothing Upsets Me More Than Poor Decision-Making Meetings
1 minutes read.

“You only need 3 questions: a) what information do we need to make the decision? b) do we have the information? c) what's the decision? Be prepared with (a) and (b). The meeting's only concern is (c). Most meetings exist because the decision maker is too chicken shit to make a decision” -- That’s it. That simple and so powerful.

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Inspiring Tweets


@asmartbear: When we’re young, we’ll waste hours or use inefficient tools, to save a few bucks. When we’re older, we wisely spend money to save time. It’s not necessarily “dumb” to do that when young, however. We do have more time than money, and “doing” yields “learning,” which we need.

@alexcooldev: The easiest way to do marketing is to use it every day yourself and share with others how you use it effectively.

- Oren

P.S. Can you share this email? I'd love for more people to experiment and improve their company's culture.

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