Start and Scale a Service Business for Freedom and Profit
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Release Date: 05/28/2025
Exit Planning Secrets: Maximize Business Value and Avoid Costly Mistakes
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Today we have a remarkable guest joining us, Cameron Bishop. Cameron is a Managing Director at Raincatcher and a seasoned veteran in the world of business acquisitions and exits. Over his career, Cameron has sat on every side of the table—as a CEO, a buyer, and an advisor—shepherding deals totaling more than half a billion dollars. He has seen first-hand why nearly 80% of businesses that attempt to sell never actually do and understands the emotional and financial stakes involved in selling a company. In this episode, host Dave Wolcott dives deep with Cameron into the often misunderstood...
info_outline
Private Credit Investing: High Yields, Diversification & Cash Flow
Wealth Strategy Secrets of the Ultra Wealthy Podcast
In this Wealth Strategy Deep Dive, Dave Wolcott unpacks one of the fastest-growing opportunities in alternative investments—private credit. With traditional banks tightening lending standards, private credit has surged from $500 billion a decade ago to nearly $2 trillion in 2025. This asset class offers investors higher yields, downside protection through collateralized loans, and steady, non-correlated income streams that outperform traditional bonds and many real estate investments. Through real-world examples—like Florida roofing companies who turned to private credit after hurricanes...
info_outline
Cash Flow Over 401(k)s: Build Passive Income with Real Assets
Wealth Strategy Secrets of the Ultra Wealthy Podcast
info_outline
Invest in Yourself: The #1 Wealth Strategy for High Achievers
Wealth Strategy Secrets of the Ultra Wealthy Podcast
In this Wealth Strategy Deep Dives episode, Dave Wolcott unpacks one of the biggest common denominators among highly successful people: they invest in themselves first. From masterminds and personal development to daily habits like meditation, journaling, and fitness, Dave explains why focusing on your growth delivers the highest ROI—often 10x to 100x. He also reminds us that success isn’t just about net worth. It’s about advancing consciousness, designing your life intentionally, surrounding yourself with the right people, and creating lasting impact. Money follows when you focus...
info_outline
Build Wealth with Banks’ Money: Creative Financing & Credit Stacking Strategies
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Today’s episode is packed with inspiration and practical strategies as we welcome Brandon Elliott, a self-made real estate investor with a journey unlike any other. Brandon is the founder of Credit Counsel Elite, and his story takes us from a childhood of scarcity, through dangerous setbacks, and ultimately to financial freedom. After surviving a life-altering explosion, Brandon transformed his mindset and set out to master the art of leveraging banks’ money—what he calls “OBM: Other Banks’ Money”—to build an impressive $14 million real estate portfolio and generate over $50,000...
info_outline
The Blueprint for Building Wealth Beyond Wall Street
Wealth Strategy Secrets of the Ultra Wealthy Podcast
In this solo episode of Wealth Strategy Deep Dives, I share the foundational principles behind building true, lasting wealth outside of Wall Street. Over the past 25 years, I’ve invested in alternative assets, studied passive income theory versus accumulation theory, and built businesses that focus on both growing and protecting capital. What I’ve discovered—and what I share in today’s conversation—is that wealth isn’t just about tactics like real estate or oil and gas investments. Those are tools. The real key is clarity. Clarity around your vision, your values, and how...
info_outline
How to Build Wealth Like a Family Office Using Alternative Assets
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Today we have a fascinating episode with Daniel Brereton, Director at Equity Multiple, and a true expert in both traditional and alternative investments. Daniel’s journey is as impressive as it is educational—after serving as an Army officer, he translated his leadership and analytical skills to the world of private markets, first at UBS advising pensions and endowments, and now helping everyday investors unlock access to institutional-quality real estate deals. Host Dave Wolcott explores Daniel’s evolution from the military to the cutting edge of wealth strategy, shining a light on how...
info_outline
Why Building a Dream Team is the Secret to Lasting Wealth
Wealth Strategy Secrets of the Ultra Wealthy Podcast
In this solo episode of Wealth Strategy Deep Dives, Dave shares one of the most powerful keys to building legacy wealth—creating your dream team. Too often, investors try to grow alone, but the ultra-wealthy know that scaling wealth requires surrounding yourself with experts who can help you protect, preserve, and multiply your assets. Dave walks through the essential roles every investor should consider, from a functional medicine doctor and nutritionist who keep you performing at your peak, to proactive tax planners, asset protection attorneys, insurance strategists, and risk managers who...
info_outline
What Wall Street Won’t Tell You: True Wealth Strategies Using Self Directed IRAs
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Today’s episode is an absolute must-listen for anyone eager to take charge of their financial future and break free from the Wall Street roller coaster. We’re joined by Kaaren Hall, the founder and CEO of U Direct IRA Services, and a true force in the world of Self Directed IRAs. With a background rooted in real estate, mortgage servicing, and loan origination, Kaaren brings over a decade of hands-on experience empowering investors to diversify their retirement funds beyond conventional stocks and bonds. Throughout this informative conversation, Kaaren unpacks the opportunities and...
info_outline
Accumulation Theory Vs. Passive Income
Wealth Strategy Secrets of the Ultra Wealthy Podcast
In this special solo episode of Wealth Strategy Secrets of the Ultra Wealthy, Dave Wolcott breaks down one of the most misunderstood concepts in wealth building—the difference between an accumulation strategy and a passive income strategy. While traditional financial planning focuses on building a nest egg for retirement, Dave explains why shifting your mindset to prioritize consistent, sustainable cash flow can give you true freedom—no matter your age. He challenges the conventional retirement narrative, showing how freedom of purpose, time, and relationships matters far more than a...
info_outlineToday’s episode features an insightful conversation with Robin Waite, a seasoned entrepreneur, business coach, and author of Take Your Shot. Robin has helped thousands of coaches, consultants, and service providers build thriving businesses with clarity and purpose. He’s joined by our host, Dave Wolcott, serial entrepreneur and author of The Holistic Wealth Strategy. Together, they break down one of the most accessible – yet often overlooked – ways to build wealth: launching and scaling a service-based business.
Robin brings a unique perspective that combines deep business strategy with powerful lessons on pricing, psychology, and money mindset – two critical areas where most entrepreneurs struggle. Drawing from his journey of leaving a traditional job to become successfully “unemployable,” Robin shares hard-earned lessons from 21 years of building, scaling, and selling businesses. He explains why service-based businesses can offer unmatched freedom, creativity, and scalability, especially in today’s world where tools like AI and online marketplaces make starting up more accessible than ever.
Robin and Dave also dig into common pitfalls, such as the dangers of vanity metrics and the “sales cycle of doom,” while giving actionable advice for anyone considering entrepreneurship or looking to take their existing business to the next level. Whether you're dreaming of leaving your W2 job or refining your pricing strategy, this episode provides practical frameworks and mindset tools to create true financial and personal freedom.
In this episode, we discuss:
-
How to transition from a job to entrepreneurship and why a gradual approach works
-
The advantages of launching and scaling a service-based business
-
Pricing strategies and overcoming money mindset barriers
-
Why clarity, purpose, and values matter more than chasing vanity metrics