
Ep. 54 Lead So That People Love To Follow. An Interview with Brian Rollo.
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This week's episode is a masterclass in people-centered leadership. I sit down with the insightful and generous Brian Rollo, a leadership coach and consultant whose journey from bank repo man to transformative leader will absolutely leave you inspired. We talk about what it really means to lead, not from power or process, but from a place of deep empathy, curiosity, and commitment. Brian walks us through his Point-To-Point framework for leadership and shares why “kill the monsters when they’re small” might be your new go-to mantra. If you’ve ever struggled with how to lead others (or yourself), this episode is packed with stories, tools, and perspective shifts you won’t want to miss.
Brian Rollo is the founder of Brian Rollo Consulting Group and a leadership expert known for helping teams create real, lasting impact. After years managing hundreds of employees in corporate, he became obsessed with one question: how do you lead so people love to follow? Now, through keynotes, coaching, and workshops, Brian partners with forward-thinking companies across the country to build leaders who lead with authenticity, purpose, and real influence. He’s also the author of The 10 Habits of Influential Leaders, a go-to resource for anyone ready to ditch the title and lead through connection.
Episode Highlights:
Why Brian’s toughest leadership lesson started with a resignation letter
The POINT TO POINT leadership model: how to go from procedural to transformational
How to stop managing and start leading on purpose
Quotables:
[00:14:43] - Brian
"In my experience, it all boils down to one thing. Leadership is about taking somebody else or seeing somebody else that is in one state, a less than optimal state, and guiding them to a better state. That is it. That is leadership and if you wanna say you have led somebody, you have to do it. It's part of the process."
[0052:00] - Tosca
"Being aware of the choices that you're making and are you just, playing to the beat of the drum that's been going on forever and ever? Or are you making choices that honor what you're trying to achieve?"
[01:06:51] - Brian
"Be authentic to your values. Like if you value connection with people, if you value honesty, if you value integrity, if you value humor, whatever it is you value, be true to that. But realize sometimes you might need to vary up your approach to stay true to that value."
Brian Rollo's Links:
Free Resource: 1:1 Conversation Combo Doc
Free Quiz: Leadership Assessment
Tosca’s Links and Resources:
Sign up for Tosca's Newsletter: https://toscadimatteo.com/optin/
Tosca’s Website
Get in Touch with Tosca
Giving Flowers To:
Theme music by: Adrian DiMatteo
Podcast edited by: Landis Podcast Editing