Reletter
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A weekly newsletter exploring the future of software engineering leadership in the AI era. Join 10,000+ engineering leaders rethinking how we build, measure progress, as the industry evolves rapidly. By the makers of Maestro AI.

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Substack
PricingOnly free issuesPublishesWeekly
Issues30Founded4 years agoLast Issue6 days ago
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Latest Issues

The Handoff Tax

I asked Muddassar Shaikh where engineering work is actually heading, and he answered with what he admitted could be the setup to a joke.

“This can be the start of a great joke,” he said. “A product manager and a designer and an engineer wa...

6 days ago
3

Open the Barn Door

Twenty minutes into our conversation, I asked Charity Majors how engineering leaders should be finding good junior engineers right now.

“God, I don’t fucking know.”

She apologized, then doubled back. “Sorry. Excuse me. You do need them. T...

a month ago
5

When Craft Meets Non-Determinism

Superhuman built its reputation on a number: 100 milliseconds. Every interaction in the product has to feel instantaneous. Not fast. Instantaneous. That’s the threshold where the human brain stops perceiving lag and starts feeling like the...

2 months ago
2

Stop writing code. Start reading it.

We recorded this episode with Steve back in October of 2025, before he invented Beads and Gastown. Several of his predictions have aged well in the months since.


Steve Yegge has been VP or head of engineering at four companies. He k...

2 months ago
12

On Software and Moats

There’s already been a lot written about how the moats around software are deteriorating. Here’s my take on it, with a specific case study on Granola (the meeting note app). It turns out that you can build something functionally similar ove...

3 months ago
44

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Authors

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  • Justin Cranshaw

    Trying to say thoughtful about the future of work in the age of AI hype. \ud83c\udf1f Building https://getmaestro.ai \ud83c\udf1f Computer scientist and HCI researcher \ud83c\udf1f Past lives: EIR at Allen AI, Researcher at Microsoft Research, PhD at CMU.

  • Gaurav Gargate

    Gaurav is VP of Engineering at Confluent, building and scaling distributed systems and products for enterprise customers. Previously at Microsoft and Box, he also founded a startup that shaped his leadership perspective.

  • William Cheng

    Engineering and product leader building https://getmaestro.ai. In the past: EIR at Allen Institute for AI, Director of Product at Headliner, Engineering at Mobilisafe and Rapid7, Engineer at Microsoft

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