UH-OH and AI

UH-OH and AI

Mistakes happen.

Sometimes they teach us invaluable lessons, and other times, they leave us muttering, "Well, that was an expensive lesson."

When it comes to AI, the cost of an "UH-OH" moment can be measured in lost time, wasted resources, or even damaged trust.

But what if we flipped the script? What if mistakes, our own or others', became our greatest mentors?

Allow mistakes to be your mentor.

What Does an AI UH-OH Cost You?

Imagine relying on AI to handle something crucial, like customer service, content creation, or strategic planning, only to realize too late that the output was inaccurate, misleading, or just plain wrong. AI is a powerful tool, but it isn’t foolproof. It requires human oversight, critical thinking, and an ability to recognize when something isn’t quite right.

Learning Through Experimentation

During a discussion on AI, a colleague recently shared how she planned her upcoming vacation using ChatGPT. She entered details of where she wanted to go and what she wanted to do, and AI created an entire itinerary. But when she checked with her husband, his preferences shifted the plan. Back to ChatGPT she went, no frustration, no pushback, just a fresh itinerary. The AI had no limit on revisions, no eye rolls, no additional costs.

Now, imagine the same scenario with a travel agent. There might be limits on how many revisions are included, or a sense of guilt creeping in about "being too picky." AI, however, gives people the freedom to iterate, test, and refine, essentially making mistakes until they land on the perfect outcome. It’s a lesson in trial and error without the emotional baggage.

Now, apply that to business. A leader rolls out a new strategy using AI-generated data and insights, only to find resistance from the team or unintended gaps in execution. With a traditional consultant or advisor, revisions might be costly, time-consuming, or limited in scope. With AI, leaders can iterate quickly, tweak strategies based on real-time feedback, and experiment without fear of being labeled indecisive. The key is to treat AI like an adaptive tool rather than an absolute authority and utilize it to refine decisions rather than dictate them.

Don't let AI become your next UH-OH experience.

How to Fix an AI UH-OH

If you do experience an AI misstep, here’s how to course-correct:

  1. Assess the Damage – Was the mistake minor, or did it impact customers, employees, or brand trust?
  2. Identify the Root Cause – Was it a lack of context, poor prompt structure, or an overreliance on AI without human oversight?
  3. Adjust Your Approach – Set better guidelines, implement quality control, or involve human review before AI-generated work goes live.
  4. Create a Prevention Plan – Learn from the mistake and put measures in place to avoid repeating it.

UH-OH Conversations with Cohesive Leaders

Speaking of learning from mistakes, Ben-Jamin Toy, HSG and I did a thing... We launched the UH-OH Conversations with Cohesive Leaders podcast! This podcast features real-time stories from leaders confessing their most crucial or recent “UH-OH” moments in business. You’ll hear what it cost them, the steps they took to fix it, and - most importantly - how they planned to ensure it didn’t happen again.

Our first episode features our friend Ryan Cass . Click to listen on ?? Spotify, ?? Apple, or ?? YouTube.


Too often, we get caught up in the grind, letting days blur into weeks, into years, forgetting that growth, learning, and evolving are what make life truly exciting. I went from couch surfing to holding my own #1 Amazon Bestseller in my hands. No degree, just relentless learning, perseverance, and a refusal to let life happen to me.

The real reward isn't in the title, paycheck, or accolades. It's in who you become along the way. Click here to read my latest Leading On Purpose newsletter and start embracing the journey of becoming.


Dr. Troy

Recognized as Talent Retention Expert of the Year by International Association of Top Professionals, Top Business Leader by Valiant CEO Magazine, a Brainz Magazine 500 Global Award recipient, featured on The Today Show, ABC, the Global BV-TV Network, Beyond the Business Radio Show, and CEO World, Dr. Troy Hall is an award-winning talent retention consultant, international?speaker, and author of the bestselling titles; Becoming a Cohesive Leader: The POWERup Guide to Grow, Develop, and Advance Your Career, Cohesion Culture: Proven Principles to Retain Your Top Talent, and Fanny Rules: A Mother’s Leadership Lessons That Never Grow Old. As the founder of Cohesion Culture?, Dr. Troy has dedicated his career to establishing a cycle of culture wellness in the corporate and professional sphere.?His consulting and executive coaching engagements are built on the strategic framework of Cohesion Culture?, making the concepts of belonging, value, and shared commitment easy for organizations to adopt and implement.

Ben-Jamin Toy, HSG

Experiential Team Building: Keeping your remote, in-person, and hybrid workforces productive & engaged.

1 周

AI can definitely be a double-edged sword... While it has huge potential, those missteps can really cost us. I liked reading how you've broken down turning AI mistakes into learning moments and why human oversight is still important. I'm looking forward to applying this framework and making AI a partner in progress, not a reason for setbacks.?

Troy Hall, Ph.D. I-CUDE

Bestselling author on Talent Retention, international speaker, and founder of Cohesion Culture??

1 周

In CNBC's newsletter this morning, I read that Mark Cuban's advice for young people today is to get comfortable with AI. Practical advice given that 70% of the skills used in most jobs could change due to Artificial Intelligence by 2030, according to LinkedIn's 2025 Work Change report. However, only 11% of people ages 14 to 22 say they use it once or twice per week (2024 report from Harvard Graduate School of Education, Common Sense Media, and Hopelab). Just like early adopters of PCs from my generation found great success, these Generation Z's have unlimited potential at their fingertips. But first they have to take the time to learn it's potential through trial and error.

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