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Recents
April 23, 2026
What it takes to win for AI startups
February 18, 2026
We're hiring our founding Head of Technology & Applied AI
December 18, 2025
GTM Engineering Best Practices
December 12, 2025
How to nail GTM Engineering
December 4, 2025
How to win in AI (and why horizontal > vertical)
November 20, 2025
How to Actually Do a P0 Launch
November 19, 2025
The P0 Launch
November 12, 2025
Introducing the focal founder residency
November 7, 2025
Speed-Run Enterprise Deals (But Only the Right Ones)
November 6, 2025
Build Your Own FDE Playbook
October 30, 2025
Say No Like a Doctor
October 29, 2025
Shrink The Surface Area, Raise The Bar
October 23, 2025
Balancing the two muscles of PLG
October 22, 2025
Usage First, Monetization Later
October 15, 2025
How Relyance AI builds culture
October 8, 2025
How To Build Companies When The Cost of Code Goes To Zero?
October 2, 2025
Getting Reps Productive Fast
October 1, 2025
How Pump hires top sales talent
September 24, 2025
Invest in Marketing from Day 1
September 17, 2025
How to reset a broken culture
September 10, 2025
Sell wedges, not empires
September 7, 2025
Objections are your friend
September 6, 2025
Nailing the proposal stage
September 5, 2025
Mastering the demo call
September 4, 2025
The science of sales
September 3, 2025
First call exceptionalism
August 28, 2025
Selling towards a budget that doesn’t exist
August 27, 2025
Enterprise or bust
August 22, 2025
Burn is borrowed urgency
August 21, 2025
Titles are traps early on
August 20, 2025
Avoid dead equity at all cost
August 14, 2025
Kill happy-ear forecasts
August 13, 2025
Your funnel never lies
August 8, 2025
PMF needs to grow up too
August 7, 2025
Boring, existing market, violent speed
August 6, 2025
The Leap Checklist
August 1, 2025
Scare 90% Away To Hire The 1% Killers
July 31, 2025
7 Filters That Protect Your Culture
July 30, 2025
5 non-obvious tactics for sales hiring
July 26, 2025
Raising Prices Is Easy. Closing Bigger Deals Is Not.
July 25, 2025
The Valley of Death: ACV from $10K–$36K ARR
July 24, 2025
Set Sales Quotas The Right Way
July 23, 2025
You Closing Deals Doesn’t Mean You Have PMF Yet
July 19, 2025
$20M+: The Perpetual Reinvention Machine
July 18, 2025
From $10M to $20M ARR: Building the Machine
July 17, 2025
From $3M to $10M ARR: Widening Without Losing Your Way
July 16, 2025
From $1M to $3M ARR: When 'Do More' Means Do Less
July 12, 2025
The Hidden Costs of Partnerships
July 11, 2025
The Framework for Thriving Partnerships
July 10, 2025
How to Turn Partnerships Into Actual Revenue
July 9, 2025
Partnership Economics: Trading Margin for Velocity
June 28, 2025
The Hidden Complexity of Enterprise Sales
June 27, 2025
The Design Partnership Playbook
June 26, 2025
The Art of Not Leading the Witness
June 25, 2025
The Brute Force Reality of Early Customer Discovery
June 21, 2025
Does AI change what we know about building startups?
June 13, 2025
Speed Is Your Only Advantage
June 12, 2025
If, when, and how to Pivot: Lessons from 8 Pivots in 14 Months
June 11, 2025
5YF Episode #38: Graphite Co-Founder & CEO Merrill Lutsky
May 14, 2025
5YF Episode #37: AIRCO Co-Founder & CEO Greg Constantine
June 11, 2025
Bet on a Space You Care About, Not a Specific Idea
June 6, 2025
Revenue is the Only Truth
June 4, 2025
Outbound Can’t Wait For Product Market Fit
June 4, 2025
Everyone Loves to Give Advice, No One Wants To Buy
June 1, 2025
The ultimate startup moat: Building in public
May 31, 2025
Build your growth team now
May 30, 2025
To win, move from cold to warm outbound
May 29, 2025
Start with outbound from day 1
May 28, 2025
Experimentation speed is everything in growth
May 27, 2025
Why Most Startups Don't Focus on Growth Early Enough (+ New Podcast Launch)
October 10, 2024
The increase in distribution risk
October 4, 2024
Recharge. Consistently.
February 29, 2024
What I wish someone had told me
March 7, 2024
The biggest determinant for startup success
October 24, 2024
The emerging startup playbook
March 14, 2024
How much equity should I sell?
January 29, 2025
How to win in this era of software
October 17, 2024
Look past the surface
October 31, 2024
Always be the driver, not the passenger
February 15, 2025
Decision-making in early-stage investing
March 11, 2025
Singularity of Purpose
March 28, 2025
If you build it, I'd love to try it.
March 18, 2025
Opportunity in ambiguity
April 8, 2025
If you're not doing it already, you're extremely late!
April 14, 2025
(1/6): How to get from $1M to $10M ARR
April 15, 2025
(2/6) How to get from $1M to $10M ARR
April 17, 2025
(4/6) How to get from $1M to $10M ARR
April 18, 2025
(5/6) How to get from $1M to $10M ARR
April 19, 2025
(6/6) How to get from $1M to $10M ARR
April 30, 2025
5YF Episode #36: Clari Co-Founder & CEO Andy Byrne
April 16, 2025
5YF Episode #35: Ema Founder & CEO Surojit Chatterjee
April 2, 2025
5YF Episode #34: Contextual AI CTO Aman Singh
March 19, 2025
5YF Episode #33: Helm.ai CEO Vlad Voroninski
February 19, 2025
5YF Episode #31: Voltron Data CEO Craig Dunham
February 5, 2025
5YF Episode #30: Fireworks AI CEO Lin Qiao
January 29, 2025
5YF Episode #29: Orbital Materials CEO Jonathan Godwin
December 4, 2024
5YF Episode #28: Prescient AI Co-Founder & CEO Michael True
November 13, 2024
5YF Episode #27: Gecko Robotics Co-Founder Troy Demmer
October 30, 2024
5YF Episode #26: Prolific Machines CEO Deniz Kent
October 16, 2024
5YF Episode #25: Arctic Wolf CEO Nick Schneider
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