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Every issue of Self Aligned. Founder journey, mental models, research-backed reframes, and building with AI.

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I Broke Up With Substack (And Built My Own Content Engine)

Why I left Substack after 85 newsletters, what I built instead, and the closed-loop content engine powering my entire GTM.

Building with AIFounder Journeydeveloper-tools

85 issues

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I Broke Up With Substack (And Built My Own Content Engine)

Why I left Substack after 85 newsletters, what I built instead, and the closed-loop content engine powering my entire GTM.

Building with AIFounder Journeydeveloper-tools
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How I use AI to learn FAST

The recursive learning loop: how AI becomes its own instruction manual, study guide, and tutor. Deliberate practice meets Claude Code for accelerated skill acquisition.

AI & TechLearningProductivity
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After the Standing Ovation

Why 7 out of 10 AI agents fail in production — and the infrastructure gap nobody talks about on stage.

AI & TechenterpriseFounder Journey
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Claude Code in 5 minutes

A Google engineer gave Claude Code a description of a problem her team had spent a year building a solution for.

AI & TechBuilding with AIdeveloper-tools
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“I can’t tell if I’m real”

“I can’t tell if I’m experiencing or simulating experiencing.”

AI & Techconsciousnessfuture
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Taking the week off

I’m pausing your typical dose of my newsletter this week to spend some time outside touching grass (and rocks).

Founder JourneymilestonePersonal Stories
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Myers-Briggs lied to me

I took the Myers-Briggs test in college.

identitySelf-AwarenessContrarian
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Am I becoming who I want to be?

We live in an era obsessed with self-quantification:

Self-AwarenessPurposeidentity
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Getting demand for your product

Before Spanx was a billion-dollar brand, Sara Blakely was cutting the feet off pantyhose, using them successfully, then making prototypes and inviting friend...

Startup StrategyProductFounder Journey
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I quit my job

I quit my cushy tech job to go all in on my startup dreams.

Founder JourneyriskPersonal Stories
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Major Life Update... soon

I’m taking a brief pause from the usual newsletter this week.

Founder JourneyPersonal Storiesmilestone
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It's You vs. You

Many can relate to this growing up at some level: giving up their authentic self in favor of the attachment and approval with their parents.

MindsetSelf-AwarenessMotivation
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the real reason you feel behind

When I started my first company, I dreaded marketing.

MindsetcomparisonSelf-Awareness
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3 daily questions that rewired my brain

October 2017, 11:00 PM

MindsetHabitsSelf-Awareness
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Lack of purpose kills you

You’re in the boardroom.

PurposeMental HealthMotivation
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How I suffer with a smile

About 5 months ago, I started running.

resilienceMindsetendurance
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How Anthropic engineers culture

What is the future of work going to look like?

CultureLeadershipAI & Tech
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I hated being alone

I used to fill every hour with noise, people, or productivity—anything to avoid being alone with myself.

lonelinessMental HealthSelf-Awareness
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Your feedback needed

I’m taking a breather from the normal newsletter for the week. I’ve had a lot going on with family dynamics, career transition, and startup life.

Personal StoriescommunityFounder Journey
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Finding Clarity

Before getting into the newsletter for today, I want to share an opportunity for entrepreneurs.

Founder JourneyPurposePersonal Stories
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You're not as good as you think

> 'I've done everything right,' a product manager said, shoulders slumped.

Self-AwarenessLeadershiphumility
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Will AI kill us—or just our jobs?

“Is AI going to kill us all or just take our jobs? Are you worried?”

AI & TechfutureContrarian
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How I Ship 50x Value In The AI Era

Disclaimer: This article only scratches the surface of the Jobs to Be Done (JTBD) framework, product engineering, and AI development flows.

AI & TechProductBuilding with AI
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Someone is manifesting YOU

> My aunt was five years old the first time she stood on a street corner in Vietnam, clutching a pack of cigarettes that wasn’t hers.

MindsetRelationshipsMotivation
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The 3 steps to mastering any skill faster

> From the Archives: This is one of my favorite pieces from when our community was smaller — brought back for new readers and those who missed it the first t...

Skill BuildingLearningscience
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Found a new co-founder for life

Nibbler was more than a dog—he was my teammate in life.

Founder JourneyRelationshipsPersonal Stories
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AI makes you dumber (unless…)

We’re turning to AI for life guidance.

AI & TechLearningContrarian
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"I don't have time" - The Lie That Almost Ruined My Life

> “I just don’t have time for that.”

time-managementProductivityMindset
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MAXIMIZE Your Influence ROI

What if the reason you’re not being heard… is because you’re saying too much?

InfluenceLeadershipCommunication
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What Elon Musk Gets That Most People Miss

> “What would this look like if no one had done it before?”

Leadershipfirst-principlesContrarian
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Yet Another Problem

> ⚠️ Trigger Warning:

TravelLeadershipPersonal Stories
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I flew across the world to answer ONE question... (Pt. 4)

> Today, I share with you part 4 of a reflection series I wrote on leadership from a pro-bono consulting engagement with the Cambodian Children’s Fund that I...

TravelLeadershipPersonal Stories
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I flew across the world to answer ONE question... (Pt. 3)

> ⚠️ Trigger Warning:

TravelLeadershipPersonal Stories
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I flew across the world to answer ONE question... (Pt. 2)

> Today, I share with you part 2 of a reflection series I wrote on leadership from a pro-bono consulting engagement with the Cambodian Children’s Fund that I...

TravelLeadershipPersonal Stories
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I flew across the world to answer ONE question... (Pt. 1)

Giving presentations?

TravelLeadershipPersonal Stories
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The Voice That Drains You Has A Name

There’s a voice in my head.

Mental HealthSelf-AwarenessTherapy
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Top 7 Big Mistakes I Made In Product

When I first started in product management in 2017, I was a Senior Associate Product Manager building new features for a Finance product at Workday.

ProductmistakesCareer
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Do I have my brother back?

7 years ago, the phone rang one evening.

familyMental HealthPersonal Stories
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The unexpected ROI of being helpful

8 months ago I joined the Sidebar community.

RelationshipsCareergiving
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The pause that saved a life

> 'You never cared about me.'

EmotionsSelf-AwarenessPersonal Stories
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Why 1 late meeting becomes 2

I’ve been waking up at 3 AM for the past few months.

ProductivityLeadershiptime-management
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UPDATE: ABCs fam is 1300+ strong!

We just crossed 1,300 subscribers. Woohoo!

communityFounder Journeymilestone
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Why you’re always overwhelmed

> I was still at my desk, scanning through another Slack message that started with

BurnoutProductivityMental Health
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Death by 1,000 Yeses

> I sat across from a senior executive, my laptop open, nodding along as she talked through a “quick” side project.

Founder JourneyboundariesDecision Making
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The Art of Saying Less (And Being Understood More)

“That’s not what I meant!”

CommunicationInfluenceSkill Building
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From IC to CTO with 1 Mindset Shift

In the world of engineering leadership, Gregor has built a reputation not just as a fractional CTO, but as a mentor who has guided thousands through their ow...

CareerLeadershipMindset
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How to get buy-in every time

> “Let me show you the numbers,” I said, clicking to the next slide.

InfluenceCommunicationLeadership
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How I make IMPOSSIBLE, possible

Monday, February 24th, 2:30 AM.

MindsetMotivationresilience
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How To KILL Imposter Syndrome

> I was sitting in a meeting with high-profile executives listening to them discuss business and product strategy.

Imposter SyndromeMindsetSelf-Awareness
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My Secret Weapon for Clear Thinking

Most people don’t think things through.

thinkingProductivityHabits
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Stop emotional reactions in 1 minute

January 2025, Family Visit

EmotionsHabitsSelf-Awareness
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How to STOP thinking and START doing

Overthinking is not so great.

actionMindsetProductivity
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Tradeoffs: 3 Tactics and 1 Tool For Better Decisions

> About a year and a half ago, I found myself in the middle of a high stakes technology decision.

Decision MakingframeworksLeadership
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I learned how to know what you want

Circa 2006, High School

PurposeMotivationSelf-Awareness
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I was a dog dentist for 8 years

I want to thank everyone who has reached out with kind words and condolences for Nibbler this past few weeks.

HabitsdisciplinePersonal Stories
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Taking the week off

When I started writing ABCs for Growth in June, I had no subscribers and no idea where this journey would take me.

restFounder JourneyPersonal Stories
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Better Person Training (part 1)

> “Grief, I’ve learned, is really just love.

self-improvementHabitsMindset
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A boy loses his heart

A grief letter to my dog Nibbler, written in heartbeat rhythm. Cuddle meditation, Yosemite hikes, and learning what loss teaches you about love.

griefMental HealthPersonal Stories
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RESPOND don't react (part 2)

> 'You’re always criticizing me!'

EmotionsSelf-AwarenessCommunication
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Hi I'm Robert, I'm a (recovering) Workaholic

> 'Almost everything will work again if you unplug it for a few minutes, including you.'

BurnoutMental HealthPersonal Stories
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Gratitude is Bullshit Armor

> The morning after my bike accident in 2021, I woke up in a hospital bed and realized I couldn’t lift my arm—or my life—the way I used to.

MindsetMental HealthContrarian
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A Sticky Note Changed My Career Trajectory: Lessons from Gábor Till

In the dynamic world of software engineering and team leadership, Gabor Till has carved out a unique path as a freelance engineering manager and mentor.

CareerLeadershipmentorship
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How I Manage It All Without Losing It (much)

> My phone buzzed again—another urgent call about my brother’s condition.

ProductivitybalanceFounder Journey
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5 Habits and 1 Story To Deal With Anger

> “YOU DON’T CARE. GET AWAY FROM ME.”

Mental HealthEmotionsHabits
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I almost died, here's what I learned

“QUICK, blood transfusion!” a nurse yelled.

near-deathperspectivePersonal Stories
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Cooperation: The Team Perspective (Part 2)

> “You may have brilliant ideas, you may be able to invent unbeatable strategies—but if the group that you lead, and that you depend on to execute your plans...

TeamworkCultureLeadership
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Navigating 20 Years in Product: Lessons from Adrienne Tan

In the fast-evolving world of product management, Adrienne Tan stands as a beacon of resilience, innovation, and leadership.

ProductCareerLeadership
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Cooperation: The Individual Perspective (Part 1)

> The Christmas Truce of 1914: it’s December—British and German soldiers on both sides of World War I are entrenched in one of the most brutal, bloody confli...

TeamworkCommunicationProduct
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Everybody Sells, You're Just Doing It Wrong

> My palms were sweaty as I stood in front of the room, looking at the faces of my team. I had practiced this pitch for days. It was supposed to be perfect.

salesFounder JourneyCommunication
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The Empathy Deficit: Mimi Nicklin’s Crusade to Humanize Leadership

Empathy—it’s a word we often hear, but how often do we truly understand its power?

empathyLeadershipCommunication
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The Secret To Success and Happiness Is In 1 Word

I used to think saying “yes” was the only way to prove my worth.

PurposeMindsetSelf-Awareness
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The truth about perfectionism (from someone who knows)

> “Perfectionism is the voice of the oppressor, the enemy of the people. It will keep you cramped and insane your whole life.”

perfectionismMental HealthSelf-Awareness
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I SURVIVED a Networking Event

What if I told you the best way to network is to STOP focusing on networking altogether?

networkingCommunicationPersonal Stories
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RESPOND don't react (part 1)

> “Between stimulus and response, there's a space. In that space, lies our freedom and our power to choose our response.

EmotionsSelf-AwarenessCommunication
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3 Steps I Use To Master ANY Skill FASTER (backed by science)

Ever felt like you’re on the brink of greatness, but something is holding you back?

Skill BuildingLearningHabits
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ABC 10: How I Successfully Navigate Office Politics Without Selling My Soul

Office politics are a reality you can’t ignore.

office-politicsLeadershipCareer
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ABC 9: The 3 Stages of Stress - How I Recognize, Prevent, and Recover from BURNOUT

Ever feel like you're…

BurnoutMental HealthSelf-Awareness
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ABC 8: Do You Manage Your Schedule, or Does Your Schedule Manage You?

For years, I confused being busy with being productive, and it led me to exhaustion.

Productivitytime-managementHabits
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ABC 7: How to Be the Ideal Team Player and Get Promoted Faster

Great team players are the ones whose career grows inordinately fast compared to their peers and colleagues.

TeamworkCareerLeadership
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ABC 6: Titles Mean Nothing - Influence Is Everything

Leading a team twice my age with no formal authority. How I built trust through relationships, active listening, and psychological safety.

LeadershipInfluenceCareer
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ABC 5: How I Conquer Imposter Syndrome

Stepping into leadership surrounded by people twice my age. How a mentor's honesty about her own imposter syndrome changed everything, plus 3 actionable tips.

Imposter SyndromeMindsetMental Health
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ABC 4: From Zero to Billions - Airbnb’s Winning Empathy and Hustle Strategy

How Airbnb's design-background founders hacked Craigslist, solved the trust problem, and scaled from zero to billions through empathy and relentless hustle.

Startup StrategyempathyFounder Journey
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ABC 3: How I Unlocked Vulnerability and Transformed My Relationships

The difference between vulnerability and oversharing. A checklist for evaluating relationship readiness, and how healthy vulnerability transformed my relationships.

vulnerabilityRelationshipsMental Health
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ABC 2: Understanding and Dealing with Anger To Be a Better Person and Leader

Losing control is never worth it. How I learned to manage anger through therapy, the science behind fight-or-flight, and 3 actionable tips for emotional regulation.

Mental HealthEmotionsSelf-Awareness
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ABC 1: How Therapy Changed My Life and Why I'm Starting the "ABCs for Growth" Newsletter & Community

I never wanted to be like my father, but I found myself becoming him. How therapy changed my life, and why I started writing about personal growth.

TherapyMental HealthPersonal Stories