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About the Heuristics and Hunches category
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0
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654
|
February 18, 2021
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AI-Native PMF #2: Differentiating Against Generic AI Tools, Lessons on Value and Margins from Three Pricing Model Evolutions, and Strong Hunches on AI-Native Building with Sudowrite’s Amit Gupta
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0
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135
|
April 7, 2025
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Dropping Per-Seat Pricing after 14 Years, Creating a Customer-First Usage-Based Model, and Reckoning with an AI-Catalyzed Innovator’s Dilemma with Help Scout’s Nick Francis
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0
|
123
|
April 18, 2025
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Building an AI-Native CRM, Designing Human-in-The-Loop Workflows, and How "Customers Vote with Their Wallets" on Pricing Models with folk's Simo Lemhandez
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0
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34
|
April 12, 2025
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"I Psyoped Sam Parr" - BTS Notes on Winning Big Logos Early, Building in an Era When "SaaS Has Been Picked Over," and Why Community Is the Growth Channel of the Future with River's Co-Founder, Rae Lambert
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0
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66
|
March 7, 2025
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AI-Native PMF #1: Question Base — AI's “Very Real” Cold Start Problem, Managing High-Stakes Hallucinations, and Balancing Adoption and Costs with a Freemium Strategy
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0
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282
|
February 7, 2025
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“The State of the Market Matters More Than Its Size” and Other Notes From Building for an Always-Under-Pressure ICP with Goldcast’s Co-Founder, Palash Soni
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3
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131
|
October 7, 2024
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Niching as a Learning Tool, Prioritizing Teams over Users, and Building at The Intersection of Technology and Culture with Flat’s Co-Founder, Seth Purcell
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1
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89
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October 5, 2024
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“I Don’t Think You Can Have a Great Product Unless It’s Freemium” and Other Notes on Growing in an Established SaaS Category with Loops’ Co-Founder, Chris Frantz
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1
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615
|
May 13, 2024
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The Power of Intuitive Tech, “Juicing It” as a Usage (and Joy) Driver, and Other Notes on Shaping a Disciplined-Yet-Freeing Product Path with Arcade’s Co-Founder, Caroline Clark
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2
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558
|
April 18, 2024
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Solving B2B Distribution with Viral, Persona-Focused Work Humor, Navigating Growth Plateaus, and Other Notes on Making Singular Bets with tl;dv’s Co-Founder, Raphael Allstadt
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1
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460
|
April 2, 2024
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“Sharing Our Experiences, Wins, and Lessons is Also Humbling. It Keeps Us Honest,” and Other Notes on Building a Customer-First, Bootstrapped Business with Canny’s Co-Founder, Sarah Hum
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0
|
612
|
February 9, 2024
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Why the Lean Startup Approach Doesn't Work (as Often), Why PMF Surveys (Alone) Aren’t That Helpful, and Other Notes on Building Opinionated Software with June’s Co-Founder, Enzo Avigo
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2
|
927
|
January 26, 2024
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“How Moving Away from Per-User Pricing Helped us 4X our Growth, Why We Were Moving Back, and Why We Won’t (For Now)” with Tability’s Co-Founder, Sten Pittet
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12
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1598
|
January 11, 2024
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Solving a Truly Universal Problem, Competing with Software Built in The 80s, SMB Notes from Xero, and Other Observations with Tallyfor’s Co-Founders, Peter and Ben Wen
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2
|
396
|
December 23, 2023
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“One of Our First Engineers Had Been Working in Tech for 30 Years” and Other Notes on Deliberately Hiring Senior People Early with Recast’s Co-Founder, Michael Kaminsky
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1
|
423
|
December 12, 2023
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"As We Scale, We Operate More Like a Typical (Horizontal) B2B SaaS Business Rather Than a Vertical One” and Other Lessons on Building an Ag-Tech SaaS with Regrow Ag’s Co-Founder, Anastasia Volkova
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2
|
455
|
December 11, 2023
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Bootstrapping after 8 Years on the VC-Backed Path, Getting to Multi-Million ARR with a Team of 3, and Notes on PLG with Userflow’s Co-Founder, Esben Friis-Jensen
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4
|
1022
|
November 22, 2023
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How Selling 3K AppSumo Deals Proved Foundational, Not Niching Down, and Other Reflections on Scaling a Bootstrapped SaaS with Paperform’s Co-Founder, Dean McPherson
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2
|
1371
|
November 6, 2023
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How Atlassian Began in a Niche, Laddering to Scale, and Lessons from 2 Decades of Building for Development Teams with Released’s Co-Founder, Jens Schumacher
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2
|
998
|
October 25, 2023
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The Necessity and (Unceasing) Magic of Doing Thousands of User Onboarding Calls with Vimcal’s Co-Founder, John Li
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0
|
530
|
October 6, 2023
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The Trouble with Building too Close to User Love, Why PLG Requires Balancing 4 Different Roadmaps, and Other Earnest Notes from Winding Down a Startup with Kairn’s Co-Founder, Patricia Bernasconi
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1
|
607
|
October 3, 2023
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How Early Adopters Don’t Have to be Ideal Customers, Founder-Done Customer Support as a Growth Strategy, and Other Notes on Building with Reasonable Ambition with Missive’s Co-Founder, Philippe-Antoine Lehoux
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2
|
715
|
September 28, 2023
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“It’s Tempting to Start Selling Something We’d Build 6 Months Down the Line” and Other Notes on Early Validation with Alphadoc’s Co-Founder, Job Rietbergen
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2
|
750
|
September 25, 2023
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|
“No One Can Represent All Sides of an Argument Better Than You Can” and Other Instructive Notes on Early-Stage Product Marketing with Vanta’s VP of Marketing, Sarah Scharf
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2
|
861
|
September 8, 2023
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|
“I Think I’m a Historian” — Pivots vs Hops, HubSpot’s Singular Self-Awareness, Why Bundling Gets Rebranded Every 3 Years, and Other Discerning Lessons with Nira’s Co-Founder, Hiten Shah
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2
|
681
|
August 23, 2023
|
|
Scaling an Open Source Tool While Running an Agency, Giving Back Control with On-Prem Deployments, and Bootstrapping Decisions with Flagsmith’s Founder, Ben Rometsch
|
|
2
|
542
|
July 18, 2023
|
|
Prioritizing Engineering Momentum over Accurate Timelines and Building on the Merits of a Car When Users Might Want Faster Horses with Compose’s Co-Founder, Rami Kalai
|
|
2
|
552
|
July 4, 2023
|
|
How the Founder Persona Likely isn’t Your ICP, Why Biz Fundamentals Trump All Silicon Valley “Must-Haves”, and Other Recognitions with Basis’ Founder, Bebe Kim
|
|
1
|
704
|
June 19, 2023
|
|
Interviewing 200 Prospects (and as Many End Users), Building a Quality/Quantity Waitlist, and Invaluable Lessons from Hotjar with trumpet’s Co-Founder, Rory Sadler
|
|
2
|
621
|
June 12, 2023
|