Raymond Lee
Clocking Out with Raymond Lee
Clocking Out is a podcast about bold moves and personal breakthroughs. Each episode spotlights people who’ve made the life-changing decision to walk away from jobs, careers, or situations that no longer served them in pursuit of something more meaningful. Through candid conversations, we explore the pivotal moments, mindset shifts, and personal values that fuel these transformations. Guests share the setbacks, surprises, and self-discoveries that helped shape their new paths, with themes of resilience, reinvention, and purpose woven throughout. Created as a tribute to Raymond's mother, who ins...
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John Fareed: Marine & Magician to Global Hospitality Chairman and Author 15.04.2026 54:50
In this episode of Clocking Out, we meet John Fareed, a man who has lived more lives than most people dare to imagine and turned each one into raw material for the next. Growing up in rural Georgia and summers spent in Egypt, John learned early that identity is fluid and the world contains far more possibility than the circumstances you're born into. What followed was a life shaped less by plannin...
Natalie Nixon: Professor to Creativity Strategist, Speaker, & Author 01.04.2026 48:26
In this episode of Clocking Out, we meet Natalie Nixon, a creativity strategist, global keynote speaker, author, and CEO of Figure 8 Thinking. A woman who built a career not by following a map, but by trusting the thread that connected every unexpected turn along the way. Growing up in Mount Airy, Philadelphia, Natalie moved through three very different schools, a mother who wove and sewed, a fath...
Henry Wong: Advertising Executive to Brand Strategist & Author 18.03.2026 50:40
In this episode of Clocking Out, we meet Henry Wong, a brand strategist, author, and former global advertising executive who spent years helping organizations shape powerful narratives, only to realize the most important story he needed to shape was his own. Growing up in Toronto, Henry spent much of his childhood working in his parents’ Chinese restaurant. By age 11, he had moved to the front cou...
Scott Ramey: Fortune 100 Executive to Entrepreneur & Founder 04.03.2026 52:25
In this episode of Clocking Out, we meet Scott Ramey, a former Division I athlete and Fortune 100 executive who spent decades looking steady on the outside while quietly unraveling on the inside. Raised in a small Indiana town in a home that welcomed more than 35 foster children, Scott learned early to compete, lead, and fix what was broken. Basketball became his identity, until a career-ending in...
Rick Bleiweiss: Record Executive to Award-Winning Novelist at Age 77 18.02.2026 48:24
In this episode of Clocking Out , we meet Rick Bleiweiss, a man who has reinvented himself not once, but five times. Rick’s career reads like a masterclass in creative evolution: rock musician, record producer, senior music executive, publishing leader, and at age 77, debut novelist. Today, he has added podcaster and award-winning author to the list. What makes Rick’s story remarkable isn’t just t...
Sabrina DeVito: Banking Executive to Entrepreneur and Freedom Mentor 04.02.2026 55:51
In this episode of Clocking Out , we sit down with Sabrina DeVito, a visionary strategist, builder, and longtime leader whose career proves that success doesn’t always mean alignment. Sabrina spent decades in financial services, moving across roles, cities, and companies not out of obligation, but out of a deep desire for growth, creativity, and challenge. A first-generation college graduate raise...
Christy Linn: Management Consultant to Home Organizing Entrepreneur 21.01.2026 53:36
In this episode of Clocking Out, we meet Christy Linn, founder of Second Nature Home Organizing, whose career journey proves that some of the biggest pivots happen quietly, one small decision at a time. Christy grew up just outside Baltimore in a close-knit childhood shaped by sports, Girl Scouts, and weekends with family. Her mom stayed home when she was young and later rediscovered her own passi...
Bronson Hill: Youth Pastor & Medical Sales to Financial Freedom Creator 07.01.2026 49:37
In this episode of Clocking Out, Raymond sits down with Bronson Hill, host of the Mailbox Money podcast and founder and CEO of Bronson Equity, to unpack what it really means to “design your freedom.” Bronson’s path is anything but typical. Raised middle-class by a single parent, he learned early that if he wanted something, he had to build a way to earn it. That mindset carried him from youth mini...
Reflections and A Look Forward 17.12.2025 4:42
As the year winds down and the holidays settle in, lets take a moment to pause—not to interview a guest, but to reflect. After more than 50 deeply honest conversations on Clocking Out , this episode looks back at the last two years of stories about burnout, identity, misalignment, and the quiet signals many of us ignore for far too long. These weren’t just career pivots. They were slow erosions. S...
Lia James: Career Coach to Connection Architect 03.12.2025 56:47
In this episode of Clocking Out, we meet Lia James, founder of &Human and creator of The Traveling Table, an experience design and storytelling studio focused on one big idea: conversations are infrastructure. Lia’s career has never followed a straight line. After graduating into a recession, she landed her first real role at a community college by A/B testing her own résumé, submitting one ve...
Anna McDougall: Opera Singer to Engineering Leader & Author 19.11.2025 59:42
In this episode of Clocking Out , we meet Anna McDougall — an award-winning engineering leader, author, and former opera singer whose career is anything but ordinary. Born in Sydney and raised by an academic mother and a creative father, Anna was a curious child who loved writing, performing, and—at just eight years old—taught herself to code from a book on HTML. That early spark of curiosity woul...
Cate Luzio: Banking Executive to Empowerment Leader & Founder of Luminary 05.11.2025 55:24
In this episode of Clocking Out , we meet Cate Luzio, a former banking executive who turned two decades in global finance into a mission to empower and connect women through community. Cate’s path began in Ohio, shaped by parents who embodied service: her mother a teacher, her father an FBI agent. As a child, she dreamed of following in his footsteps until one honest answer on an FBI internship ap...
Benedict Beaumont: IT Engineer to Breathwork Facilitator, Teacher and Founder of Breathing Space 22.10.2025 57:36
In this episode of Clocking Out , we meet Benedict Beaumont, a former IT professional and high school teacher who traded the classroom for a deeper kind of teaching: helping others heal through breathwork. Benedict grew up in Brighton, a seaside city on England’s south coast known for its creativity and openness. From an early age, he was curious about life’s big questions — why we’re here, what m...
Robert Markowitz: Criminal Defense Lawyer to Party Clown and Children’s Musician 08.10.2025 46:16
In this episode of Clocking Out , we dive into the inspiring journey of Robert Markowitz. Once a criminal lawyer, now a children’s musician, author, and performer whose story proves it’s never too late to choose joy. Robert spent years chasing a traditional definition of success: Duke Law, criminal trials, and the prestige of a respected profession. But behind the courtroom victories, he felt trap...
Vanessa K. De Luca: Retail Management to Editor in Chief & Content Strategist 10.09.2025 48:32
In this episode of Clocking Out, we meet Vanessa K. De Luca, a journalist and media executive whose career has been defined by bold pivots, perseverance, and a commitment to amplifying Black women’s voices. Vanessa didn’t start in publishing. She spent seven years in retail management before answering the pull she’d always felt toward storytelling. Trading stability for possibility, she took an NY...
Ling Yah Wong: Ex-Lawyer turned Personal Branding Strategist & Podcaster 27.08.2025 53:48
In this episode of Clocking Out , we meet Ling Yah Wong — once a litigator at Malaysia’s top law firm, now the voice behind the So This Is My Why podcast and a sought-after LinkedIn strategist. For nearly a decade, Ling Yah followed the traditional path of prestige and stability, even as she quietly questioned whether law was truly for her. When she discovered podcasts, she found a new passion: st...
Julia Skupchenko: Corporate Oil & Gas Liaison to Social Impact Entrepreneur 13.08.2025 1:02:35
In this episode of Clocking Out, we meet Julia Skupchenko. An award-winning entrepreneur, sustainability leader, and co-founder of the global think tank AlterContacts. Recognized by the United Nations and the European Parliament for her work accelerating progress toward the Sustainable Development Goals, Julia designs bold social-impact initiatives and teaches the next generation of changemakers....
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