Startup Experts Reveal Their Favorite Pivot Stories
You might think that pivoting is something done only by the startups that don’t make it. In reality, a huge number of the best startups pivoted. In this first episode of our new series, Office Hours, Y Combinator Group Partners share their favorite stories of entrepreneurs who pivoted and went on to build game-changing companies. The group of startup experts also share their own pivot stories and help answer the questions: How do you know if it’s time for your startup to pivot—and how will you know if that next idea is the one? Apply to Y Combinator: https://yc.link/OfficeHours-apply Work at a startup: https://yc.link/OfficeHours-jobs Chapters (Powered by https://bit.ly/chapterme-yc) - 00:00 - Intro: How To Pivot 00:37 - Favorite Pivots 00:53 - Brex 02:40 - Goat 04:55 - Tom Blomfield: Billion Dollar Startup 07:52 - Clipboard Health 08:49 - The Secret to Finding the Right Problem 10:28 - Pivot Hell 13:43 - Diana Hu's Startup 16:23 - Picking The Right Metrics To Follow 16:47 - Favorite Understanding Of Pivoting 18:34 - Find And Track Your Main KPI 20:02 - Outro: Pivoting Process

Startup Experts Share Their Investor Horror Stories

The Underdog: He Turned His Last $4,000 Into $48M

How Do Billion Dollar Startups Start?

How to Get and Evaluate Startup Ideas | Startup School

2026 Marketing Trends | The Crafted Briefing

How My Startup Made it to Y Combinator After 7 Failed Attempts

The Right (And Wrong) Way To Spend Money At Your Startup

Pivot Or Persevere? Slack Founder's Advice On Knowing When To Quit | Forbes

From Idea to $650M Exit: Lessons in Building AI Startups

How Startup Fundraising Works | Startup School

My App Failed - My Brutal 6 Months Building a Startup

Value Props: Create a Product People Will Actually Buy

If You Don't Understand Funding, You Don't Understand Startups

Enterprise Sales | Startup School

The 2 reasons all startups fail | Misti Cain | TEDxSanDiego

Startup Advice: AI GTM, Pivoting & How To Hire

From Shake Shack To Mirror, Start-Up Success Stories | Founder Effect Marathon

How to Get Into Silicon Valley’s $600 Billion Startup School | The Circuit with Emily Chang

The Best Way To Launch Your Startup | Startup School

