EP 96: Tracy Young (CEO, TigerEye) Emerges from Stealth and Shares Every Mistake She Made As A First-Time CEO

This week, Tracy Young launched her second startup, TigerEye, from stealth mode. After selling PlanGrid to Autodesk for $875 million and working with YC for a couple of years, Tracy and her husband/co-founder decided to build the software they wished they’d had while building PlanGrid. In our conversation, Tracy unmasks her vision for TigerEye and shares everything she learned as a first time CEO that she’s bringing into her second company.(00:00) Intro(01:39) The Shift in Market Dynamics and PlanGrid's Response(07:07) The Importance of Addressing Multiple Stakeholders in Product Development(09:08) From PlanGrid to TigerEye: Tracy Young's New Venture(11:39) The Significance of Organizational Structure and Team Dynamics(15:03) The Evolution of Sales Strategy and Team Structure(17:28) The Decision to Sell PlanGrid and Its Aftermath(24:17) The Genesis of TigerEye and Its Mission(31:09) Cultivating a Purposeful Company Culture at TigerEye(39:29) Recruitment Strategies and the Value of Reference Calls(45:42) Product Development Insights and Market Focus(49:39) The Importance of Customer Tracking for Startups(49:57) The Challenges of Scaling with CRM and ERP Systems(51:55) Navigating the Tough Decisions of Firing Employees(57:08) The Journey from Construction Engineering to Tech Entrepreneurship(57:42) The Birth and Growth of PlanGrid(01:01:24) Navigating Personal and Professional Growth(01:05:50) The Emotional Journey of Losing a Co-Founder(01:17:34) From Stealth Mode to Market Impact with Tiger Eye(01:18:31) Embracing Remote Work and Building a Diverse Team(01:30:15) Reflections on Fundraising and Board Meetings(01:34:28) Finding Work-Life Balance in Startup Culture Executive Producer: Rashad AssirProducer: Leah ClapperMixing and editing: Justin Hrabovsky Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA 🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1 Follow on Socials 📸 Instagram - https://www.instagram.com/theloganbartlettshow📱 X - https://twitter.com/loganbartshow🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow About the ShowLogan 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.Tap follow and enable notifications to stay ahead of the game.