Podcast conversations, press features and recognition from four decades of leading through change.
“You can’t live in judgment and curiosity at the same time. Judgment closes things off. Curiosity keeps them open.”
“Leaders who last are not always the smartest in the room. They’re the most self-aware.”
“If it weren’t for the darkness of night, you wouldn’t be able to see the stars.”
“One reflection does not change a career, but one reflection every Monday for 40 years does.”
“We’re always in a state of remaking ourselves. The question is whether we see that as a problem or an opportunity.”
“Change is not something that happens to you. It is something that you can learn to lead through.”
Conversations about change, honesty and growth. Press play on any of them.
“Think: do I want to be true to who I was, or do I want to find out who I’m going to be?”
Chris on why executive identity is dynamic, not fixed, and how transitions are signals of growth, not failure.
Read the feature →“Even five focused minutes on a Monday morning can shift how you show up for your team all week long.”
On self-awareness as a leadership differentiator, and why good habits compound like investments.
Read the feature →“What I enjoy the most is co-creating the systems that help our agents and clients achieve their respective goals.”
Named a Real Estate Newsmaker in 2023 and 2021, for leadership through market disruption and pandemic-era innovation.
Read the profile →Change: Short & Simple and Mindful Mondays, practical wisdom on leadership and growth.
Ranked in 2025 and 2026 (#177) among the most powerful and influential leaders in residential real estate.
Named in 2021 and 2023, recognizing leadership through market disruption and pandemic-era innovation.
Named one of the top executives in residential real estate by T3 Sixty.
The original Shark from ABC’s Shark Tank has endorsed Chris’s work for its practical wisdom on building sustainable business and personal growth.
Chris Masiello is Chairman of The Masiello Group and the bestselling author of Mindful Mondays, and he has spent four decades leading businesses through change, from 2008 to the pandemic to AI.
Chris speaks on leadership, change, mindfulness, and personal growth. He's an engaging guest with four decades of real-world experience building and leading organizations.
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