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Entrepreneurship Handbook
How to succeed in entrepreneurship; feat. founder stories, design articles, and startup deep dives that inspire your entrepreneurial journey.
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What Investors Actually Mean When They Say They Invest in “Great People”
What Investors Actually Mean When They Say They Invest in “Great People”
VCs often talk about investing in great entrepreneurs rather than great startups, but they aren’t always clear about what that means.
Aaron Dinin, PhD
Aug 1
We All Know AI Can’t Code, Right?
We All Know AI Can’t Code, Right?
The people who know how AI works need to speak up
Joe Procopio
Aug 1
8 Things You Should Never Do if You Want to Sell Your Startup
8 Things You Should Never Do if You Want to Sell Your Startup
Committing any one of these fatal startup sins could be the nail in the coffin of the 8-figure exit that wasn’t. It only takes one.
Rachel Greenberg
Jul 31
Editor's Picks
I Was Supposed to Be a Millionaire at 25. Instead, I Went Bankrupt.
I Was Supposed to Be a Millionaire at 25. Instead, I Went Bankrupt.
Startups are supposed to be about an innate drive to change the world. But not for me. I’m 22 and I have one goal: become insanely rich.
Pablo Srugo
Nov 1, 2023
The Bang With Friends Story: Under The Covers
The Bang With Friends Story: Under The Covers
You know you’ve created a cultural phenomenon when your creation is declared “the evilest app ever”
Colin Hodge
May 10, 2023
Giant Mistakes and Successes: Lessons From Growing Revenue From $10M To $50M
Giant Mistakes and Successes: Lessons From Growing Revenue From $10M To $50M
I led the growth team at Codecademy and helped the company grow from $10M in ARR to $50M ARR+ before it sold to a company called Skillsoft…
Dan Layfield
Jun 14, 2023
I Made A Million Dollars By Saying Sorry
I Made A Million Dollars By Saying Sorry
When sh*t happens, there’s probably nothing you can do. But the tiniest sliver of hope can make all the difference.
Nick Freiling
Feb 5
My Startup Failed Six Years Ago. I’ve Been Hiding from My Shame Ever Since.
My Startup Failed Six Years Ago. I’ve Been Hiding from My Shame Ever Since.
Millions of people listened to my Y Combinator-backed startup’s story. This is what happened after everything fell apart.
Lauren Kay
Apr 28, 2021
Latest Stories
Why Investors Don’t Want Your Common Shares
Why Investors Don’t Want Your Common Shares
This is why venture investors demand preferred stock instead of common shares
DC Palter
Jul 31
The Correct Way Entrepreneurs Should Manage Warm Introductions
The Correct Way Entrepreneurs Should Manage Warm Introductions
Warm intros are hugely important in the startup world, but inexperienced entrepreneurs are always bungling them.
Aaron Dinin, PhD
Jul 29
The Return-To-Office Productivity Argument Is Over
The Return-To-Office Productivity Argument Is Over
Hammering the last nail into the return-to-office mandate coffin in a way that everyone can understand
Joe Procopio
Jul 29
What It Really Looks Like Building an Early Stage Startup
What It Really Looks Like Building an Early Stage Startup
I wanted to share what a typical week or “plate” looks like as a cofounder of a pre-seed stage startup that hasn’t been announced yet. This…
Dave Schools
Jul 27
Startups Are Being Run More Like Small Businesses and It’s About Damn Time
Startups Are Being Run More Like Small Businesses and It’s About Damn Time
Startup founders are leaving behind the riskier aspects of startup mechanics for good reason
Joe Procopio
Jul 26
A Quick Way to Become a Failed Startup
A Quick Way to Become a Failed Startup
If the goal of entrepreneurship is really to “fail fast,” then entrepreneurs are succeeding at an alarming rate
Aaron Dinin, PhD
Jul 25
6 Horrifically Embarrassing Things Every Legit Entrepreneur Has Done (Or Will Do)
6 Horrifically Embarrassing Things Every Legit Entrepreneur Has Done (Or Will Do)
I’m sharing my cringe-iest startup mishaps so you can feel a little better about your own.
Rachel Greenberg
Jul 24
What I Learned From the Terror of Failure
What I Learned From the Terror of Failure
Overcoming zero self-confidence and giant imposter syndrome
Jan Cavelle
Jul 24
The Venture Capital Raise-Rinse-Repeat Investment Cycle Is Dying
The Venture Capital Raise-Rinse-Repeat Investment Cycle Is Dying
Startup founders are realizing they’re chasing money that isn’t there
Joe Procopio
Jul 24
No You Haven’t Found Product-Market Fit
No You Haven’t Found Product-Market Fit
Until you reach $1M in revenues, everything remains an experiment
DC Palter
Jul 23
How To Get ahead of Everybody Else by Behaving Like an “Executive.”
How To Get ahead of Everybody Else by Behaving Like an “Executive.”
There are very few correlations between a person’s intelligence and their effectiveness. Working on the right things is crucial for…
Daniel Rizea
Jul 22
The Frustrating Truth About Every Piece of Entrepreneurship Advice You’ve Ever Been Given
The Frustrating Truth About Every Piece of Entrepreneurship Advice You’ve Ever Been Given
Before making important decisions about your startup based on what others tell you, be sure to consider these four things
Aaron Dinin, PhD
Jul 22
Here’s How Companies Are Surviving Without Laying Off Employees
Here’s How Companies Are Surviving Without Laying Off Employees
You can’t cut your way to growth, but you can save your company without gutting it
Joe Procopio
Jul 22
The Meanest Startup Advice I Ever Gave Catapulted My Friend Into the Top 10% in His Industry
The Meanest Startup Advice I Ever Gave Catapulted My Friend Into the Top 10% in His Industry
It may be harsh, but it’s also the reason 90% of wantrepreneurs and side hustlers don’t have the 8-figure net worth they desire.
Rachel Greenberg
Jul 19
What if Entrepreneurs are Actually Artists?
What if Entrepreneurs are Actually Artists?
Most entrepreneurs don’t come from arts backgrounds, but they’ve got more in common with Shakespeare than they think
Aaron Dinin, PhD
Jul 18
The Real Reason For the Sad State of the Tech Industry
The Real Reason For the Sad State of the Tech Industry
When we keep blaming scapegoats, we let the problem fester
Joe Procopio
Jul 18
The Investor Dataroom — What to Include
The Investor Dataroom — What to Include
Everything you need to know about the dataroom and what documents to include
DC Palter
Jul 17
My life is about to be flipped upside down
My life is about to be flipped upside down
I have Medium to thank for this
Dave Schools
Jul 16
Proof Your Startup’s Product Doesn’t Matter Nearly as Much as You Think
Proof Your Startup’s Product Doesn’t Matter Nearly as Much as You Think
Entrepreneurs spend too much time obsessing over their products and not enough time worrying about what actually generates revenue
Aaron Dinin, PhD
Jul 15
This Is the #1 Tech Skill You Need Right Now
This Is the #1 Tech Skill You Need Right Now
Here’s the historically proven best way to elevate your tech game
Joe Procopio
Jul 15
99% of Entrepreneurs I Meet Doom Themselves to Failure From Day 1
99% of Entrepreneurs I Meet Doom Themselves to Failure From Day 1
Don’t make this mistake if you want to build a business that creates ongoing financial freedom and happiness.
Rachel Greenberg
Jul 12
Cold Outreach Sucks. There’s a Better Way.
Cold Outreach Sucks. There’s a Better Way.
For lazy operators who want to automate their client acquisition
Jake Roper
Jul 11
Forget Being Visionary Leaders — Here Are 10 Mundane Skills Entrepreneurs Actually Need
Forget Being Visionary Leaders — Here Are 10 Mundane Skills Entrepreneurs Actually Need
The most valuable skills in entrepreneurship aren’t nearly as exciting as most people think.
Aaron Dinin, PhD
Jul 11
Return-To-Office Mandates Are (Finally, Unquestionably) Dead
Return-To-Office Mandates Are (Finally, Unquestionably) Dead
For the tech industry anyway, the remote work productivity argument is no longer relevant
Joe Procopio
Jul 11
How I Grabbed Success in 2 Recessions
How I Grabbed Success in 2 Recessions
Strategies you need to thrive in tough times
Jan Cavelle
Jul 9
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