This is part 2 of our conversation with Thiago Da Costa, serial entrepreneur and founder and CEO of a Datagrid AI, a company that creates agent and connectors to help companies work more efficiently.

In part one we explored Thiago’s journey as a serial founder, and what it takes to scale companies from zero to meaningful revenue.

In this second part, we go deeper into what truly separates great CEOs from dangerous ones. We talk about transparency, capital discipline, customer obsession, and the growing risk of the celebrity CEO—leaders who master distribution and attention before they build real products. Tiago shares candid perspectives on motivation, resilience, and why founders who aren’t deeply anchored to the problem they’re solving will eventually burn out.

We also shift into a broader discussion on AI—why this moment is fundamentally different from past technology waves, where real opportunities still exist, and why so many AI startups are destined to fail.

Contact Dino at: [email protected]

Websites:

al4ep.com

datagrid.ai

Additional Guest Links:

LinkedIn: linkedin.com/in/thiagocosta2

Corporate LinkedIn: linkedin.com/company/datagrid-ai/

Authentic Leadership For Everyday People / Dino Cattaneo

Dino on LinkedIn: linkedin.com/in/dinocattaneo

Podcast Instagram – @al4edp

Podcast Twitter – @al4edp

Podcast Facebook: facebook.com/al4edp

Music

Susan Cattaneo: susancattaneo.bandcamp.com