Reading Ambitiously 5.15.26 - The Transition Tax

The future has arrived. The hard part is reorganizing around it.

May 15

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Reading Ambitiously 5.8.26 - Building AI-Native Products. Where’s the IP?

The model may be rented. The harness may be the product. The outcome may be the business.

May 8

15

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Reading Ambitiously 5.1.26 - The next killer app is AI computer use

AI computer use sounds reckless. It may also be the next step in moving AI from answering questions to actually getting work done.

May 1

10

April 2026

Reading Ambitiously 4.24.26 - How I use AI in my daily life

We are much earlier than it feels. Here’s what it looks like when AI moves from answering questions to helping run the day.

Apr 24

13

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Reading Ambitiously 4.17.26 - What I am teaching my kids about AI

My first-grader can turn ideas into software faster than I ever thought possible. That has me thinking less about which careers will matter, and more…

Apr 17

8

Reading Ambitiously 4.10.26 - Always-On Intelligence

The next great AI product may not be a chat app at all. It may be an always-on executive assistant that organizes your knowledge, preserves continuity…

Apr 10

11

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March 2026

Reading Ambitiously 3.27.26 - The Stall

Progress is jagged, systems keep you steady

Mar 27

13

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Reading Ambitiously 3.20.26 - Prompt to Harness: The Future of Software Development

Prompt, context, and harness engineering are best understood as cumulative ideas. They build on one another. Together, they are beginning to define the…

Mar 20

11

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Reading Ambitiously 3.13.26 - Trust is the rate limiter on risk transfer

AI compresses build cycles, but reliance still moves at human speed.

Mar 13

8

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Reading Ambitiously 3.6.26 - AI Product Strategy for Model Consumers

If you are not training the model, you are renting it. Where durable moats actually live for AI product teams.

Mar 6

11

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February 2026

Reading Ambitiously 2.27.26 - Top 5 lessons learned vibe coding AmbitiousOS

Two weeks. A private beta. Appreciation for what AI accelerates, and what it doesn’t. The five lessons I learned going from vibe-coded demo to…

Feb 27

11

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Reading Ambitiously 2.20.26 - Building AmbitiousOS v2 + Total Recall & Memory + AI Agents w/ Claude Code

Today, we’re launching the next version of AmbitiousOS in private beta with plans to make it generally available to Reading Ambitiously subscribers…

Feb 20

12

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