Debbi DiMaggio

Mastering the Art of Success Hosted by Debbi DiMaggio

Business EN ↓ 40 episodes

Mastering the Art of Success with Debbi DiMaggio—where mindset meets momentum for entrepreneurs, business leaders, real estate professionals, and dreamers ready to achieve their goals. Each week, Debbi—top 1.5% Realtor nationwide, author, coach, and mindset strategist—sits down with inspiring entrepreneurs, thought leaders, bestselling authors, and innovators to reveal the strategies, mindset shifts, and habits that fuel lasting success. Whether you’re launching a startup, growing your brand, scaling your business, or seeking more clarity in life, this podcast delivers practical business tips,...

Author

Debbi DiMaggio

Category

Business

Podcast website

debbidimaggio.podbean.com

Latest episode

Jun 28, 2026

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Episodes

Tall, Thin, and Zero-Carbon: How Architect Kevin Kennon Rethinks Cities, Cliffs and Resorts 07.11.2025

Architectural ingenuity meets sustainability. In this episode of Mastering the Art of Success, host Debbi DiMaggio sits down with New York–based architect Kevin Kennon (also searched as “Kevin Kennan” and "Paul Kevin Kennon"), founder and CEO of Beyond Zero DDC, Inc., to explore zero-carbon luxury eco-resorts, tall-slender towers, and the art of designing with—rather than against—nature. Kennon (U...

Inside NYC Real Estate Law with Michael Romer from Co-ops to Condos and The Importance of Due Diligence 01.11.2025

Step inside New York City real estate law with attorney Michael Romer, co-founder and managing partner of Romer Debbas LLP, the city’s largest residential real estate law practice.   Host Debbi DiMaggio digs into how NYC deals really get done—from co-ops vs. condos and board approvals to due diligence, timelines, legal fees, and the surprising challenges of “friends & family” transactions.   W...

Resilience Is Built One Reflection at a Time — with Terry Healey 25.10.2025

Welcome to Mastering the Art of Success, hosted by Debbi DiMaggio — where we dive deep into stories of courage, mindset, and transformation. In this powerful episode, Debbi sits down with Terry Healey, author, keynote speaker, and business strategist, whose life was forever changed by a rare cancer diagnosis that led to more than 30 reconstructive surgeries. From facing life-threatening adversity...

Authentic Leadership with Toni Will: Breaking Barriers in Pro Hockey + Living Alcohol-Free 22.10.2025

Trailblazing GM Toni Will (Kalamazoo Wings, ECHL) joins host Debbi DiMaggio to talk authentic leadership, confidence through tiny wins, navigating bias, and choosing an alcohol-free life.   If you’re building a career on your own terms, this one’s for you.   What You’ll Learn (Takeaways)   How tiny wins stack into big, unshakable confidence   Toni's 6 Leadership Pillars: go to experts • innovate •...

Success Mindset with Gary Wilson, Investor, Coach and Speaker 15.10.2025

In this episode of Mastering the Art of Success, host Debbi DiMaggio sits down with Gary Wilson, an accomplished entrepreneur, investor, and author, to explore what it truly means to master success — not just in business, but in life. Together, they dive deep into the mindset, habits, and strategies that fuel consistent growth, purpose, and fulfillment. Gary shares his personal evolution from corp...

Crisis Management Expert Mike Paul – "The Reputation Doctor" 03.10.2025

In this powerhouse episode of Mastering the Art of Success, host Debbi DiMaggio sits down with Mike Paul—The Reputation Doctor—a globally recognized crisis and reputation management strategist with 30+ years advising Fortune-level boards, governments, universities, celebrities, and elite athletes. Dubbed the “Master of Disaster” and “Mr. Fix-It,” Mike breaks down why **truth—not spin—**wins every...

From Burnout to Aligned Ambition: Kelly Parker’s Chicago Playbook 26.09.2025

In this episode of Mastering the Art of Success, host Debbi DiMaggio sits down with Kelly Parker—Founder & Team Lead of Home Collective and creator of Aligned Ambition—to talk about building a top 1% Chicago real estate team, navigating burnout, and scaling with intention. Kelly shares how a four-month sabbatical reset her business, why her Five Buckets framework Knowledge Skills Network Reput...

Superyacht Captain Carsten Franik on Purpose & Leadership Insights 26.09.2025

Mastering the Art of Success with Debbi DiMaggio and Guest: Carsten Franik, Superyacht Captain & Transformation Mentor. In this inspiring full-length conversation, host Debbi DiMaggio sits down with Carsten Franik, a seasoned superyacht captain with over 20 years of experience navigating the world’s oceans, managing elite crews, and serving high-profile clients. Beyond his maritime career, Car...

Real Estate Leader, Community Builder and Founder of Cigars and Conversation 13.09.2025

Welcome to Mastering the Art of Success with host Debbi DiMaggio. Today’s guest joins us from Las Vegas, Nevada—Rich Robledo. By the end of this interview, you may find yourself thinking Rich should be nominated as Mayor, or even Senator. His generosity, leadership, and heart for service shine through every story he shares. In this episode, you’ll discover where Rich came from, the pivotal moments...

Moving to Portugal or Spain? Visas, Financing & Where to Buy — with Ricardo Sousa 05.09.2025

On this episode of Mastering the Art of Success, host Debbi DiMaggio sits down with Ricardo Sousa, CEO of Century 21 Portugal & Spain (Iberia) and a driving force behind the launch of Corcoran in Portugal. With 6,000+ agents and 300+ offices across Iberia, Ricardo shares how mentorship, culture, and technology helped him scale from a single brokerage at age 25 to leading one of Europe’s most i...

Living in the Cayman Islands | Real Estate, Lifestyle & Moving Insights with Paul Young 29.08.2025

In this episode, Debbi DiMaggio sits down with Paul Young, a top real estate professional in the Cayman Islands with over 40 years of sales expertise. From launching his first business at 17 to becoming a leader in luxury Caribbean real estate, Paul shares his incredible journey, his passion for island living, and why the Cayman Islands is one of the world’s most sought-after destinations for real...

Global Storytelling, Branding & Photography with Krystal Chryssomallis 28.08.2025

Welcome to Mastering the Art of Success with host Debbi DiMaggio. In this inspiring interview, Krystal Chryssomallis—global storyteller, brand strategist, and photographer—shares her journey from working alongside her father, world-renowned musician Yanni, to building brand legacies with Disney, NASA, and UNICEF.   🌍 With over 20 years of experience across 60+ countries, Krystal has helped missio...

Inside The Mind Of Market Leader John Frangeskos on Mastering The Art Of Real Estate 15.08.2025

Discover the secrets of success in one of the world’s most competitive luxury real estate markets — the Hamptons. In this inspiring interview, top-producing agent John Frangeskos shares his journey from construction management to being ranked in the top 1.5% of U.S. agents. Learn how he built his business through relentless networking, hosting high-end events, mastering open houses, and leveraging...

Brian Dougherty | Boston Luxury Real Estate, Cape Cod & Martha’s Vineyard Market Insights + Tips 11.08.2025

Mastering the Art of Success — where mindset meets momentum. I’m Debbi DiMaggio, and today I’m joined by Brian Dougherty, Partner & CEO of Corcoran Property Advisors, Boston — with over $550M in sales and features in WSJ, Forbes, and Boston Magazine. We cover: 🚀 Client-first strategies from hospitality and resort sales 🚀 Marketing that still works in the digital age 🚀 Building a pipeline th...

Mastering the Art of Success with Bob Burg: The Go-Giver’s Guide to Wealth, Fulfillment & Impact 02.08.2025

In this powerful episode of Mastering the Art of Success, host Debbi DiMaggio sits down with Bob Burg, sought-after speaker, business mentor, and co-author of the international bestseller The Go-Giver—a book that has transformed how entrepreneurs, sales professionals, and leaders define success. For over 30 years, Bob has taught millions worldwide how to build lasting relationships, communicate va...

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