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July 2nd, 2026

Why 95% of Companies Fail at AI (And How to Be the 5%) with Derek Crager (#82)

  1. Why 95% of Companies Fail at AI (And How to Be the 5%) with Derek Crager (#82) Peter Vera 27:45

Do you own a transportation or 3PL business doing $3M or more in revenue? Visit www.bizexitgrow.com to find out how we can help you grow, scale, and exit at maximum value.

95% of corporate AI implementations fail because companies try to replace workers instead of empowering them. In this episode, we break down how to use AI to train and amplify your people, why human knowledge is your most valuable asset, and how to protect that knowledge before an exit, with Derek Crager.

Derek built the highest-rated employee training program in Amazon’s history and is now the founder of Practical AI and creator of Pocket Mentor, a voice-based AI mentor that captures decades of expertise and delivers it through a simple phone call.

We cover:

– How Derek went from building factories to leading training at Amazon.
– How a late-stage autism, ADHD, and dyslexia diagnosis shaped how he builds products.
– Why the biggest training mistake is not giving new hires enough time to learn.
– How Pocket Mentor cuts downtime by delivering answers through a voice call.
– The “Human First AI” philosophy and why AI should augment, not replace, people.
– Why 95% of corporate AI projects fail, and how to be in the 5% that succeed.
– A practical change management framework for rolling out AI to your team.
– Why documenting your SOPs protects company value when the founder exits.
– Derek’s tip: understand the problem deeply before reaching for an AI solution.

Connect with Derek on LinkedIn (www.linkedin.com/in/amazonleadership/), at humanfirstai.net, or practicalai.app. 

Ready to grow and plan your exit? Visit www.BizExitGrow.com.

Related episodes:
– Ep. 81: How to Prepare Your Finances for a Business Sale with Robert Checchia
– Ep. 80: How to Fix Google Ads with AI (And Why Most Agencies Fail) with David Porquiry

00:00 Intro: Meet Derek Crager of Practical AI
01:21 From industrial trades to training at Amazon
04:59 How his neurodivergent diagnosis shaped his products
06:12 Lessons from Amazon’s “embrace failure” culture
08:22 The biggest mistake companies make when training people
10:00 How Pocket Mentor works through a simple phone call
15:45 The “Human First AI” philosophy explained
18:26 Why 95% of corporate AI implementations fail
24:20 A change management framework for rolling out AI
26:21 Protecting company knowledge before an exit
22:08 Derek’s tip: Understand the problem before the solution

#AI #EmployeeTraining #ChangeManagement #HumanFirstAI #WorkforceDevelopment #SOPs #ExitPlanning #ArtificialIntelligence #ScaleSmarter #SellStronger #ExitAlgorithms #BusinessGrowth #Leadership #Entrepreneurship

Pete Vera Managing partner, Greenrock Logistics

I'm a former U.S. Naval officer with a UC Berkeley degree in Economics. I managed high-stakes logistics operations, leading teams up to 60 personnel and overseeing $320M in aviation inventory, boosting aircraft readiness by 20%.

I'm now a Managing Partner at GreenRock Logistics, our holding company. We consolidate lower and mid-market transportation and 3PL firms through acquisitions and partnerships, deploying shared services and tech for growth while preserving seller cultures and employee legacies.

Our team unites decades of expertise: the CEO offers 40 years in trucking leadership and acquisitions as well as a SVP role at the American Trucking Association; the other Managing Partner brings 32 years in warehouse ops, government contracts, entrepreneurship, and marketing.

I also host the Exit Algorithms Podcast, launched in June 2025, sharing insights from top minds in logistics, M&A, and business growth to help business owners scale and exit stronger. The show has been featured in Acquisition Aficionado Magazine and named to Million Podcasts' Best 10 3PL Podcasts.