How Startup Founders Avoid Scaling Failures & Gain Revenue Clarity Using TigerEye with Tracy Young

In this episode of The ConTech Crew, Jeff Sample and co-host Nathan Wood sit down with Tracy Young, co-founder of TigerEye and formerly co-founder and CEO of PlanGrid, to explore the journey from building groundbreaking field technology to pioneering modern business intelligence. Tracy reflects on the early struggles of carrying massive blueprint rolls through job sites and how that frustration evolved into one of the most successful ConTech startups of its time.

Now with TigerEye, Tracy is tackling an entirely different challenge giving go-to-market teams access to immediate, trustworthy, and actionable data. This conversation unpacks the lessons learned at PlanGrid, the importance of knowing your customer, and the shift from tech-for-tech's-sake to solving real, felt problems. With plenty of laughs and hard-earned wisdom, this episode is a must-listen for founders, builders, and innovators alike.

Key Learnings:

• Innovation starts with solving a real-world problem, not chasing tech trends.
• Building a product users love means obsessing over simplicity and functionality.
• Field-first doesn't scale if leadership doesn’t get the data it needs.
• You can’t make good business bets without clean, accessible data.
• Predictive AI is only as strong as your data hygiene and leadership.
• A postmortem mindset can lead to your most valuable business breakthroughs.

Timestamps:

[00:00] - Intro of the episode.

[02:20] - Tracy's early days and Background

[04:11] - The physical burden of blueprints and early tech solutions

[08:10] - What venture capital taught Tracy and why she left it

[10:58] - Starting TigerEye and solving for data paralysis

[13:48] - Core features of TigerEye and who it's built for

[19:39] - Real stories of data guiding better business decisions

[27:07] - Why you can only make 1-3 big bets a year

[29:48] - Making tech easy to buy and use

[37:55] - The DNA of PlanGrid lives on in TigerEye

[48:38] - Snapshotting behavior and building predictive models

[54:16] - Closing thoughts and thank yous

Follow the Guest:

• Guest (LinkedIn): https://www.linkedin.com/in/tracy-young-0a17441/ 
• Website: https://www.tigereye.com/ 
• LinkedIn (Company): https://www.linkedin.com/company/tigereye/ 
• Facebook (Company): https://www.facebook.com/tigereyelabs 
• Instagram (Company): https://www.instagram.com/tigereyelabs 
• Twitter (Company): https://x.com/tigereyelabs 
• Email: [e-mail] 

Follow the Co-Host:

• LinkedIn: https://www.linkedin.com/in/nathanaec/ 

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