351: Navigating Leadership in the Age of AI

351: Navigating Leadership in the Age of AI

351: Navigating Leadership in the Age of AI

What if you had to step into a CEO role at just 22, with no formal business training? That’s exactly what Thiago Da Costa did, and he quickly discovered that leadership is best learned on the job. In this episode, Thiago shares what it was like to build and grow a company that Autodesk later acquired, leading teams of up to 300 people and adapting to constant organizational change. He reflects on the lessons learned about authenticity, cultural alignment, and the compromises leaders must navigate to stay true to their values while driving results.

You’ll also hear how Thiago is now leveraging AI to shape the future of work. From hiring and skill development to automating routine tasks, Thiago offers a fascinating look at how AI can enhance—not replace—human leadership. He shares practical insights about using AI for personalized guidance, preparing for tough conversations, and freeing leaders to focus on what matters most: engaging meaningfully with people. His vision of AI as a partner in leadership offers a compelling roadmap for today’s leaders who want to stay relevant in a rapidly changing world.

Thiago is a product visionary, an AI futurist, and a serial entrepreneur. He sold his first company to Autodesk and is now building the future of work with Datagrid, where he’s Founder and CEO. Datagrid is an AI platform that turns your company’s data into intelligent agents. These agents automate workflows, surface real-time insights, and supercharge decision-making.

You’ll discover:

  • The hard-earned lessons Thiago acquired as a first-time CEO at 22.
  • Why aligning with an organization’s culture and DNA is essential.
  • How AI agents are transforming routine business tasks.
  • Ways AI can enhance communication and feedback for leaders.
  • The future of hiring in an AI-driven workplace.

Watch the episode:

Connect with Thiago

Thiago’s Website

Datagrid.com 

Listen to the Grow Strong Leaders Podcast on Apple Podcasts
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Leader-team communication and character skills

Grow Strong Character

Dennis E. Coates, Ph.D.

Connect with Your Team Book - Grow Strong Leaders

Connect with Your Team

Dennis E. Coates, Ph.D.,
and Meredith M. Bell
Connect with Your Team Book - Grow Strong Leaders

Peer Coaching Made Simple

Dennis E. Coates, Ph.D.,
and Meredith M. Bell

336: Tools to Tackle Tough Conversations

336: Tools to Tackle Tough Conversations

336: Tools to Tackle Tough Conversations

What if you could navigate even the most challenging conversations with calmness, clarity, and confidence? This in-depth conversation with David Wood explores just that, diving into how to communicate more effectively in high-stakes moments, whether at work or in life. David shares his unique approach to coaching and communication, combining emotional awareness with practical tools. His latest innovation, WhisperLead AI, helps leaders role-play difficult conversations, receive coaching prompts, and even get real-time support during live interactions.

Our discussion goes beyond mechanics to emphasize authenticity and vulnerability as leadership strengths. David unpacks common pitfalls in conflict—like poor framing, making assumptions, or avoiding others’ perspectives—and offers techniques for building trust and achieving shared outcomes. Whether you’re leading a team or seeking better communication in your personal life, this conversation delivers practical wisdom and fresh ideas you can start using immediately.

David left behind a high-powered career as a Consulting Actuary for Ford, Sony Music, and Chanel—trading Park Avenue boardrooms for a mission to transform lives and businesses. He didn’t just start a coaching business; he built the world’s largest coaching business at the time, ranking #1 on Google for “life coaching”, serving 150,000 coaches globally.

But David’s story is about more than success—it’s about resilience. He’s survived a paraglider collapse and a fractured spine, battled anxiety and depression, and most recently, took on acting in Hollywood! Today, he helps leaders 4X their clarity AND productivity, and to love their life.

You’ll discover:

  • A powerful method for framing difficult conversations with positive intent
  • Why asking for the other person’s perspective first can shift everything
  • How AI tools like WhisperLead can coach you in real-time
  • The link between vulnerability and stronger leadership
  • A practical model for brainstorming solutions collaboratively

Watch the episode:

Listen to the Grow Strong Leaders Podcast on Apple Podcasts
Listen to the Grow Strong Leaders Podcast on Spotify
Listen to the Grow Strong Leaders Podcast on Amazon
Listen to the Grow Strong Leaders Podcast on Pandora
Listen to the Grow Strong Leaders Podcast on YouTube
Listen to the Grow Strong Leaders Podcast on iheartradio
Leader-team communication and character skills

Grow Strong Character

Dennis E. Coates, Ph.D.

Connect with Your Team Book - Grow Strong Leaders

Connect with Your Team

Dennis E. Coates, Ph.D.,
and Meredith M. Bell
Connect with Your Team Book - Grow Strong Leaders

Peer Coaching Made Simple

Dennis E. Coates, Ph.D.,
and Meredith M. Bell

100: Become More Focused, Fearless and Highly Productive

100: Become More Focused, Fearless and Highly Productive

Want to know how you can live your life so you have no regrets? That’s the end-game for my guest David Wood, Founder of Focus.ceo, for himself and for his clients. David works with business owners to help them double revenue, achieve more in less time, and be a more extraordinary human being in every area of their life. You’ll want to take lots of notes because David is a source of amazing insights and tips. Our rich conversation covered topics like how to hold space for another person, exercise more courage to have tough conversations, and structure you day so you get better results in half the time. He’s a very special human being having a deep impact with all who know him.

You’ll discover:

  • How David “holds space” for his clients who are dealing with a tough situation
  • Ideas for handling twice as much of what matters in half the time
  • Four things that keep us from being more productive
  • The benefits of working in sprints of 25 minutes instead of 60 or 90 minutes
  • How to move past your fears to have those difficult conversations

Watch the episode:

 

Connect with David

        

Connect with Your Team

Mastering the Top 10 Communication Skills

Peer Coaching Made Simple

How to Do the 6 Things That Matter Most When Helping Someone Improve a Skill