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All Newsletter Articles 🐚 Stories Book Notes ♟️ Strategy 🔧 Tactics Togetherness 🫶 Courage / Risk ⚡️ startups
02 Nov, 2024
Coaching
225: What Should We Talk About?
02 Nov
Coaching

225: What Should We Talk About? →

Getting the most from coaching requires knowing what to bring to each session. Jason Shen shares a framework for choosing the right topics — from fires to decisions to personal growth.
27 Oct, 2024
Advantages
224: Uncovering Your Patterns
27 Oct
Advantages

224: Uncovering Your Patterns →

Exploring moments of authentic pride reveals deep patterns in how you operate. Jason Shen shares his signature coaching exercise and the research behind why pride is a powerful tool for self-discovery.
19 Oct, 2024
Communication
223: Book Advice
19 Oct
Communication

223: Book Advice →

Thinking about writing a book? Jason Shen shares practical advice from self-publishing two books — on motivation, process, and why writing for the backlist beats chasing bestseller launches.
12 Oct, 2024
Resilience
222: Treading Water
12 Oct
Resilience

222: Treading Water →

Surrounded by high achievers, it's easy to feel like you're going nowhere. Jason Shen offers a four-part reality check for founders who feel stuck while everyone else seems to be winning.
07 Oct, 2024
Advantages
221: Best Practice
07 Oct
Advantages

221: Best Practice →

Industry best practices don't always apply to you. Jason Shen draws on sprinter Michael Johnson's unconventional stride and Paul Graham's Founder Mode to argue for finding your own personal best practice.
29 Sep, 2024
ADHD 🧠
220: Productivity Judo
29 Sep
ADHD 🧠

220: Productivity Judo →

There's no single productivity system that works forever. Jason Shen shares a meta-strategy of rotating tactics — from body doubling to environment changes to unconventional task management.
22 Sep, 2024
Advantages
219: Long Term Conviction & Short Term Confidence
22 Sep
Advantages

219: Long Term Conviction & Short Term Confidence →

Conviction is the most persuasive quality a founder can possess — and it's built through progressive risk-taking. Jason Shen connects gymnastics training to the psychology of entrepreneurial belief.
15 Sep, 2024
Communication
218: How to Conference Better
15 Sep
Communication

218: How to Conference Better →

Most of a conference's value comes from what happens outside the planned programming. Jason Shen shares tactical advice for founders on networking, speaking, and making the most of industry events.
08 Sep, 2024
Coaching
217: Read This Before You Hire an Executive / Founder Coach
08 Sep
Coaching

217: Read This Before You Hire an Executive / Founder Coach →

Thinking about hiring a coach? Jason Shen breaks down what coaching actually delivers — clarity, conviction, and momentum — and how to find the right fit for your needs.
02 Sep, 2024
Communication
216: Learning to Speak Naturally
02 Sep
Communication

216: Learning to Speak Naturally →

Giving a rehearsed speech and speaking naturally to camera are two entirely different skills. Jason Shen shares lessons from Ultraspeaking's Creator Cohort on overcoming speaking anxiety.
23 Aug, 2024
Newsletter
215: "You Have to Be a Little Delusional"
23 Aug
Newsletter

215: "You Have to Be a Little Delusional" →

A talk on startup pivoting from Medium Day 2024: why founders need productive delusion, and how the Double Loop Pivot framework helps struggling startups find their next direction.
10 Aug, 2024
Newsletter
214: A Weirdly Brilliant FAQ
10 Aug
Newsletter

214: A Weirdly Brilliant FAQ →

Jason Shen answers the most common questions about his book Weirdly Brilliant — a guide for ambitious outliers who want to swing big, own their genius, and play a different game.
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Jason Shen © 2026. Published with Ghost & Rand