Member-only story

When Should You Quit Your Job To Work On Your Startup Full Time?

Dianna Lesage
9 min readMar 28, 2021

--

The classic scene is set.

A brilliant innovator has an idea that’s positioned to change the world as we know it. He’s tired of being overlooked and underappreciated. In a fit of emotion-driven determination, he storms into his manager's office, quits remorselessly, and dashes off to build a billion dollar startup.

In the movie version, there’s theme music and a mantra of scenes depicting our hero pulling all-nighters, shooting crumpled paper into a wastebasket, and pounding coffee like it’s water.

After several setbacks, he manages to land a huge account, and *climax* his software saves the day. He’s glorified by his peers and old bosses, finds fame, and quickly acquires F-you-style fortune.

The reality is: entrepreneurship is never that easy.

This narrative is crafted by the media and promoted by our favorite famous entrepreneurs. It’s the story we want to believe- but it’s far closer to a fairytale than a biography.

“Can You” and “Should You” are 2 Different Questions

--

--

Dianna Lesage
Dianna Lesage

Written by Dianna Lesage

Venture Studio expert. Creator capitalist. Lover of innovation.

No responses yet