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MS

Michael Seibel

02/24/23

@ Y Combinator

Avoiding hard conversations means no one wins, especially the employee, who likely knows something is wrong and expects you to address it.

Video

YC

The Hard Conversations Founders Don't Want to Have

@ Y Combinator

The Hard Conversations Founders Don't Want to Have

02/24/23

Related Takeaways

MS

Michael Seibel

02/24/23

@ Y Combinator

If you're only having easy, superficial conversations with your employees, it might seem fine until it isn't. It's crucial to find the right way to have hard conversations.

AP

Avni Patel Thompson

03/03/18

@ Y Combinator

Communication is key; people often avoid hard conversations that could prevent misunderstandings.

MS

Michael Seibel

02/24/23

@ Y Combinator

Having hard conversations is uncomfortable, but it's essential for growth and helps founders address issues they've been avoiding.

DC

Dalton Caldwell

02/24/23

@ Y Combinator

A hard conversation is one that you dread and involves high stakes, where the outcome could go badly or involve uncomfortable truths.

BH

Ben Horowitz

04/10/25

@ a16z speedrun

Many entrepreneurs avoid confronting issues within their organizations, often delaying necessary actions like firing underperforming employees due to fear of repercussions.

AH

Alex Hormozi

08/22/23

@ Chris Williamson

Having difficult conversations is essential for personal growth and clarity.

JS

James Sexton

05/05/25

@ Andrew Huberman

Having hard conversations about potential future issues in a relationship is crucial; it’s about understanding what happens if we hurt each other.

JC

Jerry Colonna

05/08/25

@ Lenny's Podcast

The fear of confronting uncomfortable truths often leads to avoidance behaviors, but facing them is essential for growth.

GT

Garry Tan

06/13/25

@ Garry Tan

My fear of conflict led me to avoid addressing problems with my co-founder and team, which ultimately resulted in a toxic environment and poor management.