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How to sell your ideas and rise within your company | Casey Winters, Eventbrite

The people who rise fastest in product know how to sell their ideas to customers, and also to their coworkers. Casey Winters, the Chief Product Officer at Eventbrite (previously at Grubhub, Pinterest, and advisor to dozens of companies) shares what it takes to be successful as you rise in the ranks within product. In this episode we’ll talk about how to land presentations, how to win over executives with strategic communication, the skill sets that are most in demand in product, and new growth trends. Join us. Find the full transcript here: https://www.podpage.com/lennys-podcast/how-to-sell-your-ideas-and-rise-within-your-company-casey-winters-eventbrite/#transcript — Thank you to our wonderful sponsors for making this episode possible: • Coda: http://coda.io/lenny • Mixpanel: https://mixpanel.com/startups • Whimsical: https://whimsical.com/lenny — Where to find Casey Winters: • Twitter: https://twitter.com/onecaseman • LinkedIn: https://www.linkedin.com/in/caseywinters/ — Where to find Lenny: • Newsletter: https://www.lennysnewsletter.com • Twitter: https://twitter.com/lennysan • LinkedIn: https://www.linkedin.com/in/lennyrachitsky/ — In this episode, we cover: [00:00] What to expect in this episode with Casey Winters  [03:23] An overview of Casey’s career   [06:21] A look into the most-fulfilling and challenging roles Casey has energized  [06:53] Communicating upward [11:21] How to derisk meetings [13:56] Are you properly preparing for your meetings? [19:12] Striving for perceived simplicity  [24:25] Justifying non-sexy product improvements  [27:50] Protecting what you’ve built vs continuously scaling  [31:06] The downfall of functional ops roles [35:24] The CPO role: what it is and how to get there [40:47] The spectrum of product people [45:14] How to level up your skills [47:04] New growth trends, tactics, and strategies  [50:35] Casey’s two stages of growth: kindle strategies and fire strategies [51:54] Under appreciated growth strategies  [54:05] Where to find Casey

Casey WintersguestLenny Rachitskyhost
Jul 21, 202255mWatch on YouTube ↗

Episode Details

EPISODE INFO

Released
July 21, 2022
Duration
55m
Channel
Lenny's Podcast
Watch on YouTube
▶ Open ↗

EPISODE DESCRIPTION

The people who rise fastest in product know how to sell their ideas to customers, and also to their coworkers. Casey Winters, the Chief Product Officer at Eventbrite (previously at Grubhub, Pinterest, and advisor to dozens of companies) shares what it takes to be successful as you rise in the ranks within product. In this episode we’ll talk about how to land presentations, how to win over executives with strategic communication, the skill sets that are most in demand in product, and new growth trends. Join us. Find the full transcript here: https://www.podpage.com/lennys-podcast/how-to-sell-your-ideas-and-rise-within-your-company-casey-winters-eventbrite/#transcript — Thank you to our wonderful sponsors for making this episode possible:

— Where to find Casey Winters:

— Where to find Lenny:

— In this episode, we cover: [00:00] What to expect in this episode with Casey Winters [03:23] An overview of Casey’s career [06:21] A look into the most-fulfilling and challenging roles Casey has energized [06:53] Communicating upward [11:21] How to derisk meetings [13:56] Are you properly preparing for your meetings? [19:12] Striving for perceived simplicity [24:25] Justifying non-sexy product improvements [27:50] Protecting what you’ve built vs continuously scaling [31:06] The downfall of functional ops roles [35:24] The CPO role: what it is and how to get there [40:47] The spectrum of product people [45:14] How to level up your skills [47:04] New growth trends, tactics, and strategies [50:35] Casey’s two stages of growth: kindle strategies and fire strategies [51:54] Under appreciated growth strategies [54:05] Where to find Casey

SPEAKERS

  • Casey Winters

    guest
  • Lenny Rachitsky

    host
  • Narrator

    other

EPISODE SUMMARY

In this episode of Lenny's Podcast, featuring Casey Winters and Lenny Rachitsky, How to sell your ideas and rise within your company | Casey Winters, Eventbrite explores casey Winters on selling ideas, leading products, and unlocking growth Casey Winters, CPO at Eventbrite and veteran growth/product leader, shares how to effectively communicate with executives, make strategic trade-offs, and keep products simple while expanding their power. He explains why non-sexy investments like performance and developer velocity are critical, how to structure and prepare for high‑stakes meetings, and what it really means to operate as a CPO. Casey also outlines a spectrum of product managers from idea-heavy innovators to execution machines and how to grow them into strategic leaders. Finally, he dives into modern growth strategy: when to hire for growth, building loops early, product-led sales, and the rising importance of data network effects.

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