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 Assir

Producer: Leah Clapper

Mixing and editing: Justin Hrabovsky

🎙 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.