Dew Wealth Management

Make Rich Real: Where Million-Dollar Businesses Meet Billionaire Strategies

Business EN ↓ 20 episodes

You've built a successful business, but are you managing your wealth like the ultra-wealthy do? Hosts Jim Dew and Bryce Keffeler bridge the gap between entrepreneurial success and billionaire-level wealth strategies. Each episode delivers actionable insights on tax optimization, coordinated wealth planning, and sophisticated financial strategies typically reserved for family offices now accessible to successful entrepreneurs. Learn how to protect what you've built, minimize your tax burden, and create lasting legacy wealth.

Author

Dew Wealth Management

Category

Business

Podcast website

dewwealth.com

Latest episode

Jul 1, 2026

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Episodes

Episode 120: Billionaire Wealth Strategies for Entrepreneurs | Chapter 5 01.07.2026

Business owners are often diligent about measuring ROI, yet many overlook applying the same discipline to their most limited resource: time. This episode explores a simple framework for determining what your time is truly worth. Once the numbers are on paper, the case for delegation becomes hard to ignore. Whether it's yard work, bookkeeping, or wealth management, the math often reveals that doing...

Episode 119: Billionaire Wealth Strategies for Entrepreneurs | Chapter 4 17.06.2026

Estate planning is deciding who raises your kids, who controls your assets, and what values outlast your wealth. From wills and powers of attorney to dynasty trusts and donor-advised funds, there's a lot to get right and the cost of getting it wrong falls on your family. Foundational documents set the floor, irrevocable trust structures move appreciating assets outside the taxable estate, and fami...

Episode 118: Billionaire Wealth Strategies for Entrepreneurs | Chapter 3 03.06.2026

Asset protection isn't something you set up after a lawsuit lands on your doorstep — it has to be in place before the threat arrives. This conversation walks through a layered framework for protecting everything entrepreneurs have built, using the metaphor of a castle with four distinct lines of defense: the moat (legal protections built into the law), the castle walls (personal and commercial...

Episode 117: Billionaire Wealth Strategies for Entrepreneurs | Chapter 2 20.05.2026

Your advisors are each solving a different piece of the puzzle, with no one looking at the whole board. Tax, legal, insurance, investments — professionals who rarely speak to each other, while the entrepreneur in the middle bears the responsibility of coordinating it all without the bandwidth or expertise to manage it effectively. A Fractional Family Office® changes that by serving as the central...

Episode 116: Billionaire Wealth Strategies for Entrepreneurs | Chapter 1 06.05.2026

What does Make Rich Real® mean to you? Jim and Bryce dive into Chapter 1 of Billionaire Wealth Strategies for Entrepreneurs: The Fractional Family Office® , exploring what it means to build wealth with intention and why defining your vision is the starting point for everything else. What that looks like is different for everyone. It might be flying first class or private, taking three months to ex...

Episode 115: Billionaire Wealth Strategies for Entrepreneurs | Intro 22.04.2026

Hitting a million dollars in personal income feels like the finish line — until you see the tax bill. This episode kicks off a chapter-by-chapter walk through Billionaire Wealth Strategies for Entrepreneurs, starting with the origin story behind the Fractional Family Office® model. From the Wealth Mastery Matrix — a four-quadrant framework for diagnosing where you stand in your wealth planning — t...

Episode 114: Real Estate Write-Offs Aren't What You Think 08.04.2026

The assumption that buying a building automatically unlocks major write-offs is a costly one. By default, real estate is treated as a passive activity, so those losses can sit on the sidelines for years unless you take the right steps to use them. The same structural decisions that determine whether losses are usable also tie into broader tax complexity, especially post-Wayfair, where sales and in...

Episode 113: Tax Traps & Policy Myths Targeting High Earners 25.03.2026

State budgets are imploding, and the tab is coming for high-income entrepreneurs. Rates are rising, conformity battles with the One Big Beautiful Bill are unfolding, and even constitutionally questionable wealth levies are being proposed. The fiscal pressure on business owners is real and accelerating, and the government is not the only one reaching into your pocket. Permanent life insurance polic...

Episode 112: Define Your Legacy Through Charitable Giving 11.03.2026

Charitable giving can be more than an act of generosity — it can also be a strategy. Many people write a check, feel good about it, and move on. But for high earners, a more intentional approach to philanthropy can serve a larger purpose: supporting causes you care about while also becoming a meaningful part of your overall financial plan. That's especially relevant now. In 2026, the One Big B...

Episode 111: The Impact of Inflation on Purchasing Power 25.02.2026

Inflation is hitting where it hurts most. Healthcare, childcare, and college tuition have all far outpaced wage growth over the past two decades. Meanwhile, only a tiny fraction of businesses ever reach a truly meaningful exit. So, the real question is: do you swing for one massive payday… or build wealth steadily along the way? In this episode, Jim and Bryce unpack three clear paths for business...

Episode 110: Enhanced Direct Indexing: How to Turn Losses into Tax Wins 11.02.2026

Google turned a $900 million SpaceX investment into a potential $111 billion stake. That’s a 123x return over ten years. This venture capital success story reveals critical lessons about portfolio construction, the importance of making multiple strategic bets rather than random checks to friends, and why entrepreneurs need intentional diversification strategies to achieve meaningful returns in pri...

Episode 109: How Dynasties Build Generational Real Estate 03.02.2026

Private equity is storming college athletics with massive capital deals, and the Big 12 just struck a $500 million credit facility with Redbird Capital. Jim and Bryce discuss what this means for entrepreneurs who want to get in on this emerging asset class, from NIL partnerships to LP opportunities in sports-focused PE funds. The conversation shifts to one of the most powerful wealth strategies ev...

Episode 108: The Collapse of Office Real Estate & Energy Tax Strategy 02.02.2026

As remote work continues to reshape the economy, its impact on commercial real estate is becoming impossible to ignore. Office buildings are now posting vacancy rates north of 20%, signaling structural change. Jim and Bryce unpack what’s really happening in commercial real estate and what this shift means for investors rethinking traditional allocations. Against that backdrop, they explore why hig...

Episode 107: Family Office LLC Tax Strategy: Turning Wealth Expenses into Tax Deductions 31.12.2025

Jim and Bryce break down how eight and nine-figure entrepreneurs can legitimately deduct wealth management expenses through a Family Office LLC structure. They walk through the Lender Management tax court case that created the framework, explain Section 162 trade or business requirements, and share a real case study showing $163,000 in annual tax savings. Jim and Bryce also discuss OpenAI's co...

Episode 106: The Reasons Behind Surging Insurance Costs 17.12.2025

While rising insurance costs may be seen as just another item on the budget, that perspective misses how dramatically the leverage has shifted. Insurers are now dropping policies at four times the historical rate, and if you're building a seven or eight-figure business, understanding these dynamics may help you identify potential financial exposures and make more informed risk management decis...

Episode 105: Office Trends That Are Reshaping Business Strategy 03.12.2025

Many business owners think the office debate is just about real estate and employee preferences, but that perspective misses how workplace strategy impacts everything from culture to capital allocation. If you're building a seven or eight-figure business, understanding these shifts could save you from costly decisions. In this episode, Jim and Bryce explore how entrepreneurs are navigating the...

Episode 104: How Retirement Plans Can Reduce Taxes 19.11.2025

Retirement plans may be considered as "something for W-2 employees,” but that mindset could be costing you hundreds of thousands in unnecessary taxes. If you're a high-earning business owner, retirement plan stacking might be one of the most powerful wealth-building tools you're overlooking. In this episode, Jim and Bryce reveal how sophisticated entrepreneurs use cash balance plans a...

Episode 103: The Art of Creating True Wealth 05.11.2025

The Federal Reserve is cutting interest rates for the first time in years, creating ripple effects across borrowing costs, business valuations, and the M&A market. Jim and Bryce break down what's happening with the yield curve, why entrepreneurs should care about these changes, and how declining rates could impact everything from your mortgage to your next business exit. Make Rich Real: Wh...

Episode 101: Why Invest in Private Markets? Tax Strategies & AI Buildout 22.10.2025

The One Big Beautiful Bill (OB3) just dropped some of the most entrepreneur-friendly tax provisions we've seen in years. In this episode, Jim and Bryce cut through the noise to show how to evaluate these opportunities for your situation. We're talking about potentially significant opportunities: understanding QSBS exemptions that may shelter up to $15 million in qualified gains, exploring...

Episode 102: Why Founders are Ditching Private Equity 22.10.2025

The commercial real estate landscape is shifting dramatically. With $957 billion in commercial mortgages maturing in 2025 and multifamily properties facing unprecedented pressure from rising interest rates, expanding cap rates, and declining NOI, sophisticated business owners need to understand both the risks and emerging opportunities. In this episode, Jim and Bryce break down the converging forc...

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