EP 122: Okta CEO Todd McKinnon on Scaling to $13B, High-Stakes Decisions, and Market Dynamics

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: Sam Dewees and JR Bohannon   Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA   🎙 Listen to the show   Apple Podcasts: https://podcasts.apple.com/us/podcast/the-logan-bartlett-show/id1606770839 Spotify: https://open.spotify.com/show/5WqBqDb4br3LlyVrdqOYYb?si=3076e6c1b5c94d63&nd=1 Google Podcasts: https://podcasts.google.com/feed/aHR0cHM6Ly9mZWVkcy5zaW1wbGVjYXN0LmNvbS9zb0hJZkhWbg   🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1   Follow on Socials   📸 Instagram - https://www.instagram.com/theloganbartlettshow 🐦 Twitter - https://twitter.com/loganbartshow 🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow   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, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.