Leading Across Generations

Leading Across Generations

Four generations. One team. And most leaders are winging it. Kelly Lannan has spent nearly 13 years at Fidelity Investments, most of it focused on what younger generations actually need from their employers and their money. Now leading Fidelity's flagship Boston branch, she manages a team that spans every generation in the workforce and a client base to match. She breaks down how each generation communicates, what they actually want from a leader, and why the smartest move any manager can make has nothing to do with generation at all. She also challenges the tired stereotypes around Gen Z and Boomers, and makes the case that the real friction on multi-generational teams isn't age — it's assumptions. You'll walk away with a clearer picture of how to start conversations with your team that cut through generational noise, practical adjustments to how you give feedback across the spectrum, and one reframe that changes how you approach every person you lead.

Rethinking Neurodiversity: The Leadership Edge

Most leaders want to be inclusive. But good intentions and genuine inclusion are not the same thing. With expertise at the intersection of neuroscience, neurodiversity, and real-world work demands, Dr. Áine O'Dea helps leaders move from performative awareness to practical, high-performing inclusion. She is an Occupational Therapist, Coach, and Founder of Radiance Consulting. Áine breaks down what neurodivergence actually looks like in the workplace, from social communication differences to executive functioning challenges, and why most of what leaders need to do is far simpler and cheaper than they think. She also makes the case that neurodivergent employees are not a liability -- they are a competitive advantage, if you know how to lead them well. You will walk away with a clearer framework for spotting invisible barriers on your team, practical questions that improve performance for everyone, and a fresh lens on what inclusive leadership actually looks like in practice.

Courage is a Verb

Betsy Gregory spent nearly a decade as Head of People and Culture at Congressional Country Club, led HR and talent development at the executive level, and then did something that took everything she preaches — she left it all to start over. Now, as Founder of Unbridled Courage Consulting, she works with CEOs and leadership teams to build the systems, culture, and people strategies that actually hold. In this episode, Betsy makes the case that courage isn't a feeling. It's what happens when you care deeply enough that doing nothing stops being an option. She and Lindsay dig into why values have to come before systems, what separates empathy from compassion in leadership, and why the leaders who build the strongest teams are the ones willing to go first — even when it's uncomfortable. If you've ever felt the pit in your stomach and talked yourself out of it, this one's for you.

Safety Drives Performance

Most leaders know psychological safety matters. Few know how to actually build it. In this episode of Grown to Lead, Joe Reid, VP of Wealth Management and Impact Investing at Vancity, breaks down what it takes to create teams where people show up, speak up, and do their best work. With 30 years in financial services and accountability for 220+ employees and $68M in revenue, Joe has tested these ideas at scale. The conversation covers how to earn trust as a new leader, why venting has a legitimate place in team culture, how to balance authenticity with professionalism, and why failure handled well is one of the fastest ways to build a high performing team. This is a practical, no-fluff conversation for leaders who want to build teams that actually perform, not just ones that look good on paper.

Embodied Confidence Unlocked

Before she was coaching leaders, Andrea Ross was falling off things for a living. As a stunt double, competitive wrestler, and gymnast, she learned that the body knows how to perform under pressure before the brain catches up. In this episode of Grown to Lead, she makes the case that the fastest path to leadership presence starts below the neck.