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Posts by Harry Wolff

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Twitching Before You Sprint What Sleeping Rats, Robots, and Great Companies Have in Common

“We reorganize, launch, migrate, scale, and commit, then act surprised when things break in ways no one anticipated. We demand certainty up front and learning afterward, as if understanding were something that naturally emerges once enough pressure is applied.”

2 weeks ago 0 0 0 0
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Avoiding a Culture of Emergencies Better managers have fewer emergencies, and worse managers have more. There are a few factors that contribute to a very significantly lower rate of emergencies on well-managed teams, and happily they'...

"As you would expect, better managers have fewer emergencies, and worse managers have more."

staysaasy.com/management/2...

2 weeks ago 0 0 0 0
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Dough Maker: Bread Calculator App - App Store Download Dough Maker: Bread Calculator by Harry Wolff on the App Store. See screenshots, ratings and reviews, user tips, and more apps like Dough Maker: Bread…

Forgot to mention - I made an app! Combines all my nerd hobbies: coding and baking!

apps.apple.com/us/app/dough...

2 weeks ago 0 0 0 0
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I made my first app sale!!

2 weeks ago 0 0 0 0

Ah no worries! (I fell asleep last night hah). Whole space is spinning faster than anyone can keep up. The lure of past events helping inform today is high for me

1 month ago 1 1 0 0

Huh. I didn’t take it that way but can certainly see that framing coming across

1 month ago 1 0 1 0
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Web Directions Conferences (and more) Conferences for web and digital professionals, in person and online

What a tremendous article. Sourcing from history to give context to today

“resistance to AI-assisted software development … isn’t random or capricious–it follows the pattern Thomas Kuhn identified in scientific revolutions sixty years ago. … isn’t a tooling debate. It’s a paradigm shift”

1 month ago 1 0 1 0
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The Reason Most People Are Terrible Communicators (And How to Fix It) Being right doesn't matter if nobody understands what you're saying.

Great collection of tips. It helps you “Say Less. Communicate More.” in a very effective manner.

1 month ago 0 0 0 0
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Outsmart – a game of strategy and deception A strategic betting game where you try to outsmart the computer, maybe for the last time ever.

What a horribly addicting easy game

1 month ago 1 0 0 0
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Boredom Is the Price We Pay for Meaning When I became a father, I was forced to reckon with the emotion that consumed my days.

“Some may try to keep this feeling at bay, Brodsky explained, by changing jobs, houses, careers, or lovers; by embracing hobbies, travel, or promiscuity. Eventually, though, boredom would get them all.”

1 month ago 1 0 0 0

this kills me by how accurate it is...omg how-i-experience-web-today.com

1 month ago 0 0 0 0
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Principles // This was originally a Google Doc where I gathered hard-won life lessons; eventually I open sourced it. It got a great response, including a shoutout from Tim Ferriss, so here it is on Substack.

“hard-won life lessons”

1 month ago 0 0 0 0
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Launch it 3 times - Anil Dash A blog about making culture. Since 1999.

“it often takes more than one time before your idea actually resonates or sticks with the people you’re trying to reach” by @anildash.com

1 month ago 1 0 0 0
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Token Anxiety Scenes from San Francisco, February 2026

“People describe models the way sommeliers describe wine. This one has better taste. That one hallucinates with more confidence. Opus is bold, Codex is smooth.”

1 month ago 0 0 0 0
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Acme Weather

Creators of Dark Sky are back!

1 month ago 1 0 0 0
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enclose.horse A puzzle game about enclosing horses.

this is a fun browser puzzle game enclose.horse

1 month ago 0 0 0 0
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Itsyhome - Control HomeKit from your menu bar A free macOS menu bar app for controlling your HomeKit smart home devices. Cameras, lights, thermostats, locks, fans, blinds, and more — always one click away.

Love this idea and implementation

2 months ago 0 0 0 0
The AI hater's guide to code with LLMs (The Overview) | All Confirmation Bias, All The Time

Pretty good overview of AI landscape right now. And with political opinions too!

2 months ago 0 0 0 0
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Next.js Finally Has Competition Next.js made React easy. TanStack Start made React feel like React again. If you're picking a...

Every blog post I read the more curious I get about Tanstack

2 months ago 0 0 0 0
Pokémon - Stern Pinball

I want

2 months ago 0 0 0 0
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Molly guard in reverse – Unsung A blog about software craft and quality

Always love knowing how things came to be.

2 months ago 0 0 0 0
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14 More lessons from 14 years at Google This time about teams, trust, and the systems around the code.

Great thoughts as always from @addyosmani.bsky.social particularly love the first few about clarity with meetings and coming with problems and solutions

2 months ago 1 0 0 0
Code has always been the easy part When I joined Etsy the team was two years into a rewrite chasing a more elegant architecture (actually two distinct incompatible elegant architectures), and hadn’t shipped a customer facing feature in...

Another (sobering and settling) AI take laughingmeme.org//2026/02/09/...

2 months ago 1 0 0 0
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Welcome to the Room A lesson in leadership by Satya Nadella When I was Promoted to Technical Fellow, I was “invited to the room”, joining Microsoft’s other Senior Executives.  It was really something. Achieving t…

another great post on senior leadership www.jsnover.com/blog/2026/02...

2 months ago 0 0 0 0
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From the Leadership community on Reddit Explore this post and more from the Leadership community

every so often reddit has a good post. this one was really good www.reddit.com/r/Leadership...

2 months ago 0 0 0 0

I still can't get over how bad the new iOS ui is. Things take 2 taps for no reason everywhere and shit is just hard to get to. It's amazing how bad

2 months ago 2 0 0 0
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One bottleneck at a time Doing the easy thing is often the hard thing.

Smart way to prioritize work to have the biggest impact.

2 months ago 1 0 0 0
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The Engineer → Executive Translation Layer 🔀 A guest article by Anna Shipman

Smart tips to help you scale up your ability to influence senior stakeholders.

2 months ago 1 0 0 0
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My LLM coding workflow going into 2026 AI coding assistants became game-changers this year, but harnessing them effectively takes skill and structure. Here's my workflow for planning, coding, and ...

Great advice I’m hoping to test out.

2 months ago 1 0 0 0
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When Change Outruns Us Why growth depends on absorption and recovery

I can't get over how much I love this post. When change happens, you need to give time for absorption. So insightful. mikefisher.substack.com/p/when-chang...

3 months ago 0 0 0 0