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#296When Our Friends Resent Our Success
#295When Our Startup Outgrows Us
#294When Being in the 1% Feels like Failure
#293We Need Outside Interests that Consume Us
#292If You're Not Terrified, You're Doing it Wrong
#291Make Money First, Then Build a Product
#289Does LOCATION Matter for Your Startup?
#288Are The Sacrifices Worth It?
#282Can Founders Find Contentment?
#281Why do Investors FIRE Founders?
#280The Burden of Unrealistic Expectations
#279How Do I Stay Positive In Tough Times?
#278Are Investors Trying to Push Us Off a Cliff?
#277What Previously Funded Founders Do Differently
#276Are Startups Easier for Experienced Founders?
#275Who's Working for Who?
#274Let's Get Back to Our Why
#274Does Startup Success Validate Us Personally?
#273How We Secretly Lose Control of Our Startups
#272Should Kids Follow in our Founder Footsteps?
#271The Evolution of Entry Level Workers
#270Assume Everyone Will Leave in Year One
#269Was Mortgaging My Life Worth it?
#268What's My Startup Worth in an Acquisition?
#267Is My Ambition My Enemy?
#266Are Startups in a "Silent Recession"?
#265Do Founders Deserve Their Profit?
#264The Utter STUPIDITY of "Risking it All"
#263Why Most Founders Don't Get Rich
#262Investors will be Obsolete, The End of Venture Capital
#261Why is a Founder so HARD to replace?
#260We Can't Grow by Saying "No"
#257This is WHY More Money Means MORE Problems
#256Committees Are Where Progress Goes to Die
#255Giving Up Equity? Press Pause First
#254Why Do 99% of Founders Suck at Asking for Help?
#253The Value of Actually Getting Paid (Avoid This Big Danger)
#252Will Investors Bail Me Out? Brutal Truth About Startup Investments
#251Is the Problem the Player or the Coach?
#250Do People Really Want Me to Succeed?
#249You Only THINK You Work HARD — The Hard Work Illusion
#248SMALL is the New Big — Embracing Efficiency in the Age of AI
#247This is BOOTSTRAPPED — 3 Strategies to Build Your Startup Without Funding
#246The Spectrum of Investor Advice
#245$10K Per Month isn't Just Revenue — It's Life Support
#244Why Do VCs Keep Giving "failed" Founders Money?
#243When Can I Afford to GAMBLE?
#243If It Makes Money, It Makes Sense
#242The Hidden Treasure of Failed Startups
#241My Competitors Just Raised Funds — Am I Screwed?
#240Can Having Zero Experience Be a Huge Asset?
#239What If I Build a Startup That Just Makes Money?
#238How to Get Rockstar Startup Advisors
#237Job vs Startup — What Should I Do?
#236Founders Need a Steady Hand in the Storm
#235So You Think You Need a Co-Founder?
#234Can I Scale My Impact Without Scaling My Team?
#233Grind or Guilt, the Founder Dilemma
#232Are Founders Driven by Fear or Greed?
#231What if I'm Building the Wrong Product?
#230How Startups Actually Get Bought
#229Am I Quitting My Startup, Or Letting Go?
#228How long do we ACTUALLY have?
#227Can I Replace Myself as a Founder?
#226Who am I Really Competing Against?
#225Investors are NOT on Our Side of the Table
#224Plan for Bad Times — Budget in Good Times
#223When a $40M is More Than a $200M Exit
#222Don't Fear the Reaper (AI Edition)
#221Don't Let Investors Become Your Customers
#220We Can't Stay Out Of The Game For Too Long
#219What if Our Dreams Are an Illusion?
#218What if this isn't a "Big Business"?
#217Founders, Not All Problems Are Apocalyptic
#216Stop Listening to Investors
#215Can You Build a Startup in Less Than 40 Hours a Week?
#214Are Bootstrapped Startups Less Valuable Than Venture-Funded Startups?
#213Why Founders Don't Ask For Help
#212Can I Design My Startup Around My Life?
#211Founders, Time is Your Greatest Asset
#210The Toll on Everyone Around a Founder
#209Big Starts Breed False Victories
#208Once a Founder, Always a Founder
#207The Invention of the 20-Something-Year-Old Founder
#206When is Founder Ego Too Much?
#205Founder Imposter Syndrome Never Goes Away
#204Always Take Money Off The Table
#203Should I Feel Guilty For Failing?
#202The Case Against Full Transparency
#201Does My Startup Really Need Full Time Employees?
#200This is Probably Your Last Success
#200This is Probably Your Last Success
#199How Many Times Can My Startup Die?
#198How Should I Share My Wealth with Family?
#197Why Do VC Funded Startups Love "Fake Growth?"
#196Founder Legends Are Less Fun When You Are Living Them
#195Can Middle Schoolers be Founders?
#194Founders, At What Point Have We Sacrificed Too Much?
#193Founders, How to Tell the Board "I Need a New Deal"
#192Founders, Failure is Just One Chapter in Life
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