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Alisa Cohn: Why happy isn't the leader's job, results are

Through the founder prenup and ready-made scripts for tough feedback; leaders coach through firings, promotions and emotion with observable facts.

Lenny RachitskyhostAlisa Cohnguest
Jan 5, 20251h 23mWatch on YouTube ↗

Episode Details

EPISODE INFO

Released
January 5, 2025
Duration
1h 23m
Channel
Lenny's Podcast
Watch on YouTube
▶ Open ↗

EPISODE DESCRIPTION

Alisa Cohn is an executive coach who has worked with C-suite executives at startups like Venmo, Etsy, Wirecutter, and DraftKings, and Fortune 500 companies like Microsoft, Google, Pfizer, Dell, and IBM. Inc. Magazine named Alisa one of the top 100 leadership speakers, and she was named one of the Top 50 coaches in the world by Thinkers50 and the #1 startup coach for the past four years by Global Gurus. She is also the author of From Start-Up to Grown-Up, which won the 2022 Independent Press Award and the American Book Fest 2023 Best Book Award for Entrepreneurship, and is the creator and host of a podcast of the same name. In our conversation, we discuss:

  • The psychology behind why we avoid difficult conversations
  • Specific scripts for having five common difficult conversations
  • How to handle defensive reactions in the moment
  • The three questions you should end every meeting with
  • “The founder prenup” that every founding team should work through
  • Common leadership myths
  • Stories of failure from Alisa’s career

— Brought to you by:

Find the transcript at: https://www.lennysnewsletter.com/p/scripts-for-difficult-conversations-alisa-cohn Where to find Alisa Cohn:

Where to find Lenny:

In this episode, we cover: (00:00) Alisa’s background (04:48) Having difficult conversations (12:48) Scripts for performance feedback (20:20) How to respond when someone is defensive or upset (25:07) Scripts for handling promotion disappointments (31:00) Scripts for handling terminations (35:44) The importance of positive feedback (38:49) Understanding your job as a leader (44:55) Recognizing your own blind spots (49:38) Three vital questions to ask in every meeting (55:57) The founder prenup (01:08:24) Failure corner (01:13:00) Final thoughts and lightning round Referenced:

Recommended books:

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com. Lenny may be an investor in the companies discussed.

SPEAKERS

  • Lenny Rachitsky

    host
  • Alisa Cohn

    guest
  • Narrator

    other

EPISODE SUMMARY

In this episode of Lenny's Podcast, featuring Lenny Rachitsky and Alisa Cohn, Alisa Cohn: Why happy isn't the leader's job, results are explores scripts and mindsets to master tough conversations and effective leadership Executive coach Alisa Cohn walks through specific scripts and mental models for handling difficult conversations at work, including performance feedback, promotions, and firing. She emphasizes that leaders must prioritize results and growth over short-term harmony, and that withholding feedback ultimately harms both people and companies.

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