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JC

Jason Citron

11/25/24

@ 20VC with Harry Stebbings

Each level of company building presents new challenges, and as a CEO, you constantly figure out how to navigate these dynamics without prior experience.

Video

2w

Jason Citron, Co-Founder/CEO @Discord: The Untold Story Behind Scaling to 200M Users | E1230

@ 20VC with Harry Stebbings

Jason Citron, Co-Founder/CEO @Discord: The Untold Story Behind Scaling to 200M Users | E1230

11/25/24

Related Takeaways

BH

Ben Horowitz

04/23/25

@ a16z

The role of a CEO is incredibly challenging because you often have to make tough decisions without prior experience, and the pressure is immense as everyone depends on your success.

DH

Drew Houston

02/24/17

@ Y Combinator

Your role as a CEO evolves every six months to a year, and skills that were beneficial at one stage may hinder you at the next.

DH

Drew Houston

02/24/17

@ Y Combinator

Transitioning from an engineer to a CEO requires learning to make quick, informed decisions about markets, business models, and team management.

MA

Marc Andreessen

12/15/24

@ Chris Williamson

Being a CEO is often not enjoyable; it involves dealing with the most challenging problems in a company, which can be overwhelming and stressful.

ES

Emmett Shear

06/16/25

@ a16z speedrun

The hardest part about being a CEO is balancing the need to inspire with the operational demands of running a business.

DH

Drew Houston

02/24/17

@ Y Combinator

The pace at which issues arise in a growing company can outstrip your ability to resolve them, which is a challenging adjustment for founders used to academic success.

VA

Vidit Aatrey

05/22/19

@ Y Combinator

The best way to learn as a CEO is by talking to other founders who have faced similar challenges.

KR

Keith Rabois

04/20/17

@ Y Combinator

Building a company is much more challenging than creating a product because it involves managing irrational people who are often difficult to work with.

RH

Reid Hoffman

04/18/17

@ Y Combinator

It's essential to assemble networks and adapt to constantly changing challenges when founding a company.