Archive

Issue #39 — Build Your AI Chief of Staff: Priority Alignment

The Executive Advantage That Just Became Available to Everyone

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Issue #38 — Building Your Intelligence Layer

Feb 8, 2026

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4 min read

Issue #38 — Building Your Intelligence Layer

How to query all your documents at once instead of one at a time.

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Flywheel Effect

Feb 1, 2026

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3 min read

Issue #37 — The Flywheel Effect

The Framework That Separates Winners From Restarters

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Communication

Jan 25, 2026

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4 min read

Issue #36 — Calibrated Questions

The 7-Word Response That Flips Any Objection

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Personal Development

Issue #35 — Identity-Based Decision Making

Jan 18, 2026

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5 min read

Issue #35 — Identity-Based Decision Making

Why Your Goals Keep Breaking (And What Actually Sticks)

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Annual Planning

Jan 11, 2026

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3 min read

Issue #34 — Annual Planning Coach

You Asked, I Built: Custom GPT

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Odyssey Plan

Jan 4, 2026

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4 min read

Issue #33 — The Odyssey Plan

Most planning fails because it assumes there's one right path.

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Special Issue

Dec 28, 2025

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2 min read

Issue #32 — A Note to You

Gratitude + your vote for what's next

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AI Reflection Prompt

Dec 21, 2025

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4 min read

Issue #31 — The Gap and The Gain

High achievers set big goals. Then feel behind no matter what they accomplish. The framework that turns year-end reviews from exhausting to energizing.

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Antifragility

Dec 14, 2025

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4 min read

Issue #30 — Antifragility

Design systems that improve under stress. Resilience helps you recover. Antifragility helps you grow stronger.

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Strategic Decision Guardrails

Dec 7, 2025

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5 min read

Issue #29 — No-Brainer Questions First

Before the spreadsheets and consultants. Before the 90-slide deck. Ask the questions a child would ask. The ones so obvious they feel embarrassing.

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Leadership Execution

Nov 30, 2025

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7 min read

Issue #28 — The Cynefin Framework

Most leaders apply the same playbook to every problem. The best match their approach to the type of problem.

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Issue #39 — Build Your AI Chief of Staff: Priority Alignment

Issue #38 — Building Your Intelligence Layer

Issue #37 — The Flywheel Effect

Issue #36 — Calibrated Questions

Issue #35 — Identity-Based Decision Making

Issue #34 — Annual Planning Coach

Issue #33 — The Odyssey Plan

Issue #32 — A Note to You

Issue #31 — The Gap and The Gain

Issue #30 — Antifragility

Issue #29 — No-Brainer Questions First

Issue #28 — The Cynefin Framework

Clarity Prompts

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