The Wealthy Entrepreneur

The Wealthy Entrepreneur

Introducing The Wealthy Entrepreneur Podcast, where we unravel the Profit Simple framework, turning your business's vision into a roadmap for financial success. Join us as we provide simple yet powerful episodes for extraordinary results and financial clarity. Say goodbye to confusion and hello to a journey towards financial freedom!

Episodes

A Real Estate Champion's Guide to Multi-Generational Wealth ft. Lee Yoder

March 10, 2026 • 45 mins
Between freedom and a larger paycheck, which one would you choose? Unfortunately (and unknowingly), most entrepreneurs go wrong with the trade off and land up with all the money in the world, and not enough freedom.
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The Branding Mistake That’s Costing You Millions ft. Benjamin Behrooz

February 24, 2026 • 45 mins
Marketing and branding aren’t synonymous, and yet, they’re used synonymously ALL the time. That, right there, is a mistake costing organizations millions.
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Why Only 33% of Family Businesses Survive: The Succession Conversation with Bobby Mascia

February 10, 2026 • 42 mins
Here’s a shocking insight: most entrepreneurs build unsellable businesses. And, only 33% of family businesses actually survive. So, what’s the secret? Mastering succession planning, it would turn out.
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Mastering Lead Conversion: An Interview with Cody May of Sheridan Streets

January 27, 2026 • 40 mins
Today, our guest, Cody May, sits with our host, Bob, to discuss the evolution of his business from a boutique agency to Sheridan Street, helping real estate and home service businesses generate leads. He emphasizes that conversion happens through conversation and outlines three lead generation pillars: activity-based business, referral business, and pipeline business. Cody also shares how he built a business that aligns with his de...
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Navigating Financial Waters with Dan Moloney: A Journey of Trust and Planning

January 20, 2026 • 48 mins
Today, our host, Bob Gauvreau, and our guest, a financial advisor, Dan Moloney, examine financial planning for entrepreneurs, focusing on why a business should not be relied on as a standalone retirement plan. They emphasise the importance of a personalized, adaptable strategy that supports growth, succession planning, and eventual exit outcomes The discussion highlights automated investing, dollar-cost averaging, and cash-flow-dri...
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Scaling Success with Systems and Processes with Alex Charfen

January 13, 2026 • 54 mins
Today, our guest, Alex Charfen, joins our host, Bob Gauvreau, to reframe what it means to be an entrepreneur. He introduces the Entrepreneurial Personality Type, challenging the idea that founders are “broken.” Traits like intensity, sensitivity, and restlessness are not flaws; they’re evolutionary advantages. Entrepreneurs are wired as “hunters,” built to create, move forward, and thrive in uncertaint...
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How Important Is Your Financial Model?

January 6, 2026 • 18 mins
Today, in our throwback episode. Our host, Bob, shares that the topic of the financial model is the engine of your business. It drives pricing, margins, efficiency, and profitability. In this episode, we break down what a strong financial model looks like — and how hidden gaps can quietly erode revenue and stall growth. We walk through a real client transformation: restructuring their financial model, tightening pricing disci...
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How Entrepreneurs Break the Time-for-Money Trap and Scale Smarter

December 30, 2025 • 49 mins
Today, in this throwback episode, our guest, Yuri Elkaim, shares his entrepreneurial journey from overcoming health challenges to building a successful online business. His story highlights the power of persistence and strategic evolution, leading to a New York Times bestseller and helping over 500,000 people improve their health. Through Healthpreneur, Yuri helps health professionals scale by shifting from one-on-one models to spe...
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Successfully Exit Your Business With the 8 Business Value Drivers

December 23, 2025 • 27 mins
Today, in this throwback episode, our host, Bob, discusses the eight key factors that drive business value and a successful exit. These include financial performance, where profitable businesses with strong earnings are more likely to secure higher valuations, and reducing owner dependence. Businesses that can operate independently of the owner are far more attractive to potential buyers. The episode also highlights the importance ...
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The Power of Personal Growth in Business Success with Mike Agugliaro

December 16, 2025 • 50 mins
Today, our guest, Mike Agugliaro, shares his journey from owning an electrical business to scaling it to $32 million in under 10 years with our host, Bob. He highlights the importance of becoming the leader you need to be before reaching your goals and stresses that while AI can enhance knowledge, it can’t replace strong leadership and strategy. Mike also discusses his successful exit from the business in 2017, where he built...
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Real Estate and Taxes: Unlocking Efficient Structures and Strategies

December 9, 2025 • 25 mins
Today, on this throwback episode, our host, Bob, delivers a clear breakdown of the seven core tax strategies real estate investors must master. It outlines how business structure, income type, and jurisdiction shape overall tax exposure, comparing Canadian and U.S. frameworks while highlighting when corporations or LLCs offer the strongest tax efficiency and legal protection. The discussion also covers tactical levers such as incom...
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Scaling Your Business: How Private Equity Can Support Entrepreneurs

December 2, 2025 • 45 mins
Today, our host, Bob Gauvreau, and our guest, Ara Sahakian, discuss how private equity can accelerate growth for small to medium-sized businesses. Ara shares insights on how PE Gate provides more limited investors access to private equity deals, allowing business owners to scale without fully exiting. Ara outlines how PE Gate adds value through strategic marketing, talent acquisition, and operational systems. By professionalizing m...
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From Tradesman to Entrepreneur: Andrew Houston’s Business Journey Part 3

November 25, 2025 • 32 mins
In this final part of the series, Andrew Houston delivers a clear message: retaining A-players is the real driver of business growth. Leaders must know who they want, how to attract them, and how to build systems that keep top performers in place. He highlights the Value Journey as a core business strategy. Every touchpoint—from first contact to onboarding—must be intentional to close the gap where companies often lose ...
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From Tradesman to Entrepreneur: Andrew Houston’s Business Journey Part 2

November 18, 2025 • 26 mins
In Part 2 of this three-part series, our guest, Andrew Houston, joins our host, Bob Gauvreau, to discuss key leadership challenges in the trades, including owner isolation, the pressure to appear strong, and the importance of having a supportive community. They explore Andrew’s principle of “putting the pride aside,” the power of hiring people who outperform the owner, and why chaos inside a business drives top ta...
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From Tradesman to Entrepreneur: Andrew Houston’s Business Journey Part 1

November 11, 2025 • 51 mins
In this first part of a three-part series, Bob Gauvreau interviews Andrew Houston, founder and CEO of Profit for Contractors. Andrew shares how he went from being an overworked electrician to building a multi-million-dollar coaching business that helps tradies systematize, scale, and find freedom. His story reveals the mindset shift needed to move from tradesman to entrepreneur. Bob and Andrew delve into the most common mistakes bu...
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Strategic Wealth Planning for Doctors and Dentists: A Guide to Tax-Efficient Retirement

November 4, 2025 • 51 mins
Today, our host, Bob, welcomes our guest, John Moakler, a financial planner and bestselling author of Heal Thy Wealth. John shares how his journey from tech entrepreneur to financial advisor inspired his mission to help doctors, dentists, and healthcare professionals strengthen their financial health through smarter planning and long-term strategy. John and Bob dive into common financial mistakes among healthcare professionals. The...
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The Four Ways to Exponentially Grow Your Business

October 28, 2025 • 26 mins
Today, our host, Bob, shares the four key ways to grow a business: lead generation, upselling, pricing strategy, and retention. He expands on Jay Abraham’s model by adding retention as a core factor for sustainable success. Bob emphasizes that growth starts with existing clients. Upselling and referrals can drive new revenue without extra marketing, while smart pricing boosts profit without more work. His insights challenge t...
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From Epiphany to Entrepreneur: Ken Day Shares His Business Growth Story

October 21, 2025 • 58 mins
Today, our host Bob Gauvreau sits down with Ken Day, founder of On Business Chartered Professional Accountants, to unpack his journey from employee to entrepreneur. Ken shares how a pivotal moment early in his career sparked the courage to leave stability behind and build a business rooted in trust, mentorship, and long-term vision. Ken discusses how he scaled On Business by focusing on people over profit — empowering his tea...
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The Power of Expansion: Lessons in Entrepreneurship, Resilience, and Real Estate Wealth

October 14, 2025 • 47 mins
Today, our host Bob welcomes Alfonso Cuadra, founder of Wealth Genius — a self-made investor who turned hardship into a thriving real estate empire. From hustling at 12 to achieving financial freedom by 30, Alfonso’s story is a masterclass in resilience, mindset, and the power of taking bold action. He reveals how the wealthy think differently, focusing on multifamily real estate as the most stable and scalable path to ...
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Creating Voices for Small Businesses: SK Uddin’s Mission to Empower Entrepreneurs Across Canada

October 7, 2025 • 34 mins
Today, our host Bob Gauvreau talks with SK Uddin, founder of Canadian SME and Indigenous SME Magazine. SK shares how he built platforms that amplify the voices of small and medium-sized businesses, helping over 150,000 entrepreneurs gain recognition and community across Canada. They also dive into the Small Business Summit, an annual event celebrating Small Business Month in Canada. With over 3,000 attendees, the summit focuses on ...
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