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The Blog of Author Tim Ferriss

The Random Show — Tim and Kevin Talk Retreats, Mortality, AI Predictions, Supplements, Rock Climbing at (Almost) 50, and Not Waiting for “Someday” (#875) The Tim Ferriss Show Transcripts: Guy Oseary — The Legendary Hollywood Power Broker on 5-Minute Decisions, 36 Years of Managing Madonna, 26 IPOs, and Spotting Magic First (#874) - The Blog of Author Tim Ferriss Guy Oseary — The Legendary Hollywood Power Broker on 5-Minute Decisions, 36 Years of Managing Madonna, 26 IPOs, and Spotting Magic First (#874) - The Blog of Author Tim Ferriss The Tim Ferriss Show Transcripts: The “Divine Leaf” with 8,000+ Years of Use — Exploring the Many Benefits of Coca with Dr. Andrew Weil and Wade Davis (#871) - The Blog of Author Tim Ferriss The “Divine Leaf” with 8,000+ Years of Use — Exploring the Many Benefits of Coca with Dr. Andrew Weil and Wade Davis (#871) - The Blog of Author Tim Ferriss The Tim Ferriss Show Transcripts: Sebastian Mallaby, Biographer of Demis Hassabis — Lessons from 100+ AI Insiders on The Race to Superintelligence, The Religion of AI, and Spotting Breakthroughs Early (#870) - The Blog of Author Tim Ferriss Death by 1,000 Compromises: How to Tap Into Founder Mode - The Blog of Author Tim Ferriss Sebastian Mallaby, Biographer of Demis Hassabis — Lessons from 100+ AI Insiders on The Race to Superintelligence, The Religion of AI, and Spotting Breakthroughs Early (#870) - The Blog of Author Tim Ferriss Has AI Already Killed How-To Nonfiction? Sales Trends, My Personal Data, and What It Might Mean for the Future - The Blog of Author Tim Ferriss The Tim Ferriss Show Transcripts: Max Levchin, PayPal and Affirm — The Path from The Soviet Union to Building Multi-Billion Dollar Companies (Plus: Real-World Socialism vs. Capitalism) (#869) - The Blog of Author Tim Ferriss Max Levchin, PayPal and Affirm — The Path from The Soviet Union to Building Multi-Billion Dollar Companies (Plus: Real-World Socialism vs. Capitalism) (#869) - The Blog of Author Tim Ferriss The Tim Ferriss Show Transcripts: Tim’s Founder Kitchen — From Brainstorm to the President’s Office in Two Months (Featuring Jake Becraft, Strand Therapeutics) (#868) - The Blog of Author Tim Ferriss Tim’s Founder Kitchen — From Brainstorm to the President’s Office in Two Months (Featuring Jake Becraft, Strand Therapeutics) (#868) - The Blog of Author Tim Ferriss The Tim Ferriss Show Transcripts: Sami Inkinen of Virta Health — Reversing Type 2 Diabetes, Rowing 2,750 Miles, and Lessons from Fixing Metabolic Health in 100,000+ People (#866) Sami Inkinen of Virta Health — Reversing Type 2 Diabetes, Rowing 2,750 Miles, and Lessons from Fixing Metabolic Health in 100,000+ People (#866) - The Blog of Author Tim Ferriss The Tim Ferriss Show Transcripts: The Most Incredible Transformation I’ve Ever Seen — Jerzy Gregorek on Autism, Cerebral Palsy, Coaching, and the Power of Micro-Progressions (#865) The Most Incredible Transformation I’ve Ever Seen — Jerzy Gregorek on Autism, Cerebral Palsy, Coaching, and the Power of Micro-Progressions (#865) - The Blog of Author Tim Ferriss The Practice of Self-Inquiry: 10 Questions for People Who Are Too Hard on Themselves The Tim Ferriss Show Transcripts: How to Simplify Your Life in 2026 — New Tips from Anne Lamott, Claire Hughes Johnson, David Yarrow, and Diana Chapman (#864) How to Simplify Your Life in 2026 — New Tips from Anne Lamott, Claire Hughes Johnson, David Yarrow, and Diana Chapman (#864) - The Blog of Author Tim Ferriss The Tim Ferriss Show Transcripts: Elad Gil, Consigliere to Empire Builders — How to Spot Billion-Dollar Companies Before Everyone Else, The Misty AI Frontier, How Coke Beat Pepsi, When Consensus Pays, and Much More (#863) Elad Gil, Consigliere to Empire Builders — How to Spot Billion-Dollar Companies Before Everyone Else, The Misty AI Frontier, How Coke Beat Pepsi, When Consensus Pays, and Much More (#863) How to Keep Your Brain Sharp: A Practical Playbook Beyond the Basics The Tim Ferriss Show Transcripts: Cathy Lanier, NFL Chief Security Officer — From Food Stamps to the Super Bowl War Room (#862) Cathy Lanier, NFL Chief Security Officer — From Food Stamps to the Super Bowl War Room (#862) The Tim Ferriss Show Transcripts: 4-Hour Workweek Success Story Brian Dean — From Dad’s Basement to Selling Two Companies (#861) 4-Hour Workweek Success Story Brian Dean — From Dad’s Basement to Selling Two Companies (#861) - The Blog of Author Tim Ferriss The Tim Ferriss Show Transcripts: Daredevil Michelle Khare — How to Become a YouTube Superstar, Open Impossible Doors (FBI, Secret Service, etc.), Craft Jedi-Level Cold Emails, and Use Fear-Setting to Change Your Life (#860) Daredevil Michelle Khare — How to Become a YouTube Superstar, Open Impossible Doors (FBI, Secret Service, etc.), Craft Jedi-Level Cold Emails, and Use Fear-Setting to Change Your Life (#860) The Tim Ferriss Show Transcripts: Q&A with Tim — The Upcoming AI Tsunami and Building Offline Advantage, Book Recommendations, Spotting Psychedelic Red Flags, Courage as a Learnable Skill, and More (#859) Q&A with Tim — The Upcoming AI Tsunami and Building Offline Advantage, Book Recommendations, Spotting Psychedelic Red Flags, Courage as a Learnable Skill, and More (#859) The Tim Ferriss Show Transcripts: The Random Show, Couch Edition! — Supplements, Hummingbirds, Cock Rings, Optimizing Mitochondria, Breathing and Balance Training, Cool Grip-Strength Tools, and More (#858) The Random Show, Couch Edition! — Supplements, Hummingbirds, Cock Rings, Optimizing Mitochondria, Breathing and Balance Training, Cool Grip-Strength Tools, and More (#858) The Tim Ferriss Show Transcripts: How to Simplify Your Life in 2026 — New Tips from Maria Popova, Morgan Housel, Cal Newport, Craig Mod, and Debbie Millman (#857) How to Simplify Your Life in 2026 — New Tips from Maria Popova, Morgan Housel, Cal Newport, Craig Mod, and Debbie Millman (#857) The Tim Ferriss Show Transcripts: Jim Collins — What to Make of a Life and How to Maximize Your Return on Luck (#856) Jim Collins — What to Make of a Life and How to Maximize Your Return on Luck (#856)
On The Importance of Desperate Customers - The Blog of Author Tim Ferriss
Tim Ferriss · 2026-06-02 · via The Blog of Author Tim Ferriss

I’ve been revisiting my Kindle highlights of Pattern Breakers, co-authored by legendary angel investor and friend Mike Maples Jr.

Mike was the kind soul who taught me the fundamentals of angel investing back in 2007/2008. He deserves a lot of credit for the wild startup adventures that followed. He’s one of my favorite people in Silicon Valley, he’s a co-founding partner at Floodgate, and he has been on the Forbes Midas List eight times in the last decade.

Of course, Mike’s principles apply to founding or investing in early-stage tech companies, but many of them also apply to evaluating public stocks or creating anything for the wider world.

One simple distinction from Pattern Breakers worth revisiting often is this: interested vs. desperate.

Mike writes: 

[Some of these startups] embraced all the tenets of disciplined entrepreneurship. But, still, something’s missing. They aren’t getting the traction they expected. Why? Because customers are interested in what they have built, but they are not desperate for it. Suddenly you realize that your idea isn’t big enough. You followed the best practices for good execution, yet you’ve encountered the pitfall mentioned earlier in this chapter: settling for a limited upside, the dreaded local maximum.

Ultimately, in a start-up, there is a huge cultural difference between finding any number of desperate customers versus zero desperate customers. Many start-ups have a huge theoretical market opportunity but never find a single customer desperate for what they propose to build.

Seeking desperation—a signal for a potentially valuable problem to solve—starts early. One early testing ground is the “implementation prototype”:

Implementation prototype: A focused deliverable that helps you engage potential early believers to identify: What is the most important benefit? Who are the most desperate customers?

To get to the right product and the right business, you have to ask the right questions. Two examples:

In the case of Chegg, the most important question was “What is the limit of someone’s willingness to pay to rent a textbook?” In the case of Okta, it was “What is the most urgent management problem early-adopter cloud customers are trying to solve right now?”

Don’t ask whether people like what you’re planning to make.

People can love or hate what you’re creating, but you don’t want to land in the mild middle.

This applies to writing books, building companies, making crochet socks on Etsy, and a million other projects and paths.

The real name of the game is this: How quickly and clearly can you find your 1,000 True Fans? Sometimes, starting small is what allows you to go big.