Jason Shen

Jason Shen

The Outlier Coach—helping founders build conviction in what's next · 3x venture-backed startup founder (acq by FB) · Author of 'The Path to Pivot' & 'Weirdly Brilliant' · ADHD · Former NCAA gymnast


Sep 16
170: No GuaranteesFacing uncertainty with the help of Death, Harrison Ford, and Carpentry.
Sep 10
169: 📦 From Warehouse Associate → OpenAIOur most popular letters from 2022 were about Philip Su, the burned out engineering leader who did a stint as an Amazon warehouse associate. Here's a look back at that story and how things have evolved for Philip.
Sep 04
168: 🔮 Don't Be a Glass CannonOn the importance of being able to take a hit and keep going, whether a bad grade, a blown engine or mud-soaked Burning Man.
Aug 26
167: 🧘🏻‍♂️ Modest InsightsMy first silent meditation retreat did not lead to an lightning bolts of clarity, but I grew in wisdom all the same. Here's how.
Aug 20
166: 🎡 Building a FlywheelSingapore transformed itself from 3rd world to 1st world over 50 years through a flywheel. What could a flywheel do for you>
Aug 13
165: 🛫 Taking the LeapA story of emotional courage: how I opened up my heart after a difficult breakup to date and eventually marry the person of my dreams.
Aug 06
164: Physical CourageA story about how I learned the difference between false bravado and true courage as a young gymnast.
Jul 31
163: High IntensityWhat my weekend plans, a Japanese exercise researcher, and adapting to disruptive change have in common.
Jul 24
162: I See You [On Better Meetings]Shopify deleted 12,000 meetings, should we follow suit? Maybe there's a better way to look at all of this.
Jul 16
161: Showing UpA letter about what it means to show up
Jul 08
160: A Mindfulness Grab Bag💡Cultivating Resilience is a weekly newsletter about rebounding from setbacks and reinventing the future—by 3x founder and executive coach Jason Shen. Last week I wrote you a letter about my experience with meditation and why I decided to do this retreat that I am finishing later this afternoon. Today,
Jul 01
159: Sitting in SilenceI'm headed to a meditation retreat that started today!
Jun 24
158: Meta Lessons—Managing AchieversThis week I unpack 5 concepts Meta taught me about managing high achievers: expectations, calibrations, showing care, HPMs, and alignment.
Jun 18
157: notes from vibecampIn Week 2 of my sabbatical I attended vibe camp—a self-described "ingroup burn / unconference / summer camp" in it's 2nd year of existence.
Jun 11
156: Steve's Patience + Wildfire Smoke GearAdmitting you don't know what's next, using AI to spice up headlines with emoji's, and gearing up for a smokey summer
Jun 10
155: Leaving MetaI wrapped up 3 years as a PM at Meta. Here's how it went down, and how it's going 72 hours in.
May 28
154: How Meta Makes Use of MetricsMy birthday lessons will be a 3 part series on lessons learned at Meta: this is part 1.
May 22
153: Timeless WisdomUnpacking wisdom on solving problems, managing projects, telling stories, and driving movements that have stood the test of time.
May 14
152: Judo & Prince HarryCapturing a moment of delight in words, the untold backstory of a celebrity ghostwriter, and lessons on mental strength from a judo experiment.
May 08
151: ✅ Celebrating Year 3️⃣Today we celebrate the 3rd 🎂 of Cultivating Resilience with readership survey results, a letter on "not crushing it", wisdom from Stephen King, and BeeGate™️.