32. Guest Tom Alexander on A Face Up World: Culture, Loyalty, and the New Rules of Work

08/12/2025 40 min Episodio 32
32. Guest Tom Alexander on A Face Up World: Culture, Loyalty, and the New Rules of Work

Listen "32. Guest Tom Alexander on A Face Up World: Culture, Loyalty, and the New Rules of Work"

Episode Synopsis


Most companies say “people are our most important asset,” but few can prove it. Tom Alexander is trying to change that.As co-founder and CEO of Holistic, Tom is building tools to help companies actually understand and improve the employee experience. Not with vague platitudes, but with measurable, actionable data. In this episode, we dig into what’s really changed since the early days of Holistic, how the modern employee mindset has evolved, and why transparency isn't just a buzzword. It's a survival strategy.From his time shaping ecosystems at 1871 to building a company rooted in operational rigor, Tom shares what founders still get wrong about culture, how to build alignment before tension erupts, and why playing your hand face up is now the only winning move.Here’s what stood out:Entrepreneurship Isn’t Personal. Until It Is.Seven years in, Tom admits the emotional intensity hasn’t dulled. Every client loss, every critique, still stings. Why? Because when you believe your product genuinely helps people, rejection feels like something deeper. The real challenge is learning how to care deeply without taking everything personally.Employee Experience Is No Longer Just PerksToday’s employees want impact, clarity, and to feel part of a mission that matters. But here’s the catch. That mission has to be real. Holistic’s approach is about building cultures that don't rely on surface-level benefits, but instead align expectations, actions, and outcomes.AI Might Undermine Loyalty. But It Can Also Rebuild It.In a world where employee tenures are shrinking and layoffs are data driven, Holistic is using predictive tools to help leaders intervene before people walk out the door. Loyalty, Tom argues, isn’t dead. But the companies that want it back will need to earn it differently.This episode is a must listen for leaders navigating culture in a hybrid world, and for founders wondering what culture really means when the rubber hits the road.

More episodes of the podcast Momentum Mode w/ Corey Ferengul & Mike Shannon