What does it take to scale a company from an idea to a $13B industry leader? In my latest episode, Okta CEO Todd McKinnon dives into the essential lessons he’s learned on high-stakes decision-making, managing up to the board, and competing against tech giants like Microsoft.

Todd also reflects on his journey to founding Okta, his bold choice to team up with a co-founder he hardly knew, and the motivations that have fueled him for over seven years as a public company CEO. Some key takeaways…

[0:00] Intro
[0:33] Todd McKinnon's Early Career and Founding Okta
[1:38] Challenges and Psychological Shifts in Leadership
[2:49] Decision Making and Company Culture
[6:10] Milestones and Early Successes
[18:03] The Importance of Market Timing
[30:34] Hiring and Building a Strong Team
[39:22] Setting Expectations with Board Members
[40:50] The Shift in Board Dynamics
[41:41] Maintaining Context and Strategic Input
[43:15] Navigating Public Company Governance
[45:21] Trusting Instincts and Founder Mode
[47:11] Breaking Out of the Echo Chamber
[51:00] The Importance of Prioritization
[53:05] The Loneliness of Innovation
[1:05:33] The Role of a CEO in Decision Making
[1:18:17] The Journey to IPO and Beyond

Executive Producer: Rashad Assir

Producer: Leah Clapper

Mixing and editing: Justin Hrabovsky

Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

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About the Show

Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.

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