Tom Stadum
Cash-Flow Traps
Learn how illiquid, cash‐draining assets can starve even large estates of spendable income, using Jimmy Buffett’s $275M trust dispute as a real‐world case study. We break down the portfolio mix, why minority ownership and hard‐asset overhead crush yield, and the simple moves that restore liquidity and control. Get a practical playbook for targeting dividend yield, sizing a liquidity runway, and selecting trustees to prevent costly conflicts.
What Jimmy Buffett’s Unintended $275M Mistake Can Teach Us
Jimmy Buffett's $275 million estate dispute offers crucial lessons for wealthy families about trust structures and estate planning pitfalls that can tear families apart. This in-depth analysis breaks down the marital trust complications between Buffett's widow Jane and former advisor, revealing how poor trustee selection turned a 47-year marriage legacy into public legal battles. Learn actionable estate planning strategies to protect your family from similar disputes, including trustee selection best practices and communication tactics that prevent inheritance conflicts.
Revisit & Refresh
A sudden 44% credit card fee hike reveals how easily financial autopilot can quietly cost you money. Learn why regularly reviewing your financial decisions matters more than ever as you approach retirement. Discover simple actions that can protect and optimize your wealth over time.
A Space For More Success
Real families aren’t chasing perfect—they’re building better. Learn why there’s no such thing as a perfect portfolio and how real families build lasting wealth through intentional planning. This edition introduces our Wealth Workshops—live, weekly Zoom sessions where you can ask questions and hear how others are navigating retirement, taxes, and investing. Join the 24,000+ readers getting trusted, real-time financial guidance.
The Big Beautiful Bill & You
This edition of tmrw breaks down the newly signed “One Big Beautiful Bill Act,” the most significant U.S. tax legislation since 2017. We cover what changed, what stayed the same, and how high-net-worth families can use the current tax code to optimize retirement income. If you’re navigating taxes with $1–10 million in assets, this is your blueprint for smarter planning.
The Problems With Prosperity
In this edition, we explore the hidden cost of success through the lens of inflation and cash flow challenges facing high-net-worth families. From rising lifestyle expenses to the evolving definition of wealth, we break down what it means to thrive in today’s economic environment. Learn how to preserve your prosperity by optimizing cash flow and planning for long-term financial freedom.
Compounding Clarity
2025 has been anything but predictable—from trade policy shocks to global rate shifts. In this midyear market breakdown, we unpack the key events shaping portfolios and highlight what smart investors are doing in response. Gain clarity on how to position your investments for the second half of the year with confidence and context.
When Everything Yields the Same
In this week's edition of tmrw, we're diving into a rare market phenomenon: cash, bonds, and stocks all yielding about the same. We'll explain why this convergence matters for your retirement portfolio, especially in light of current AI-driven optimism. Understand what you're truly being paid to own—and how to position yourself when markets inevitably diverge again.
How to Outlive Your Assets
Discover how to confidently ensure your wealth lasts throughout retirement by learning strategic lessons from Microsoft's remarkable reinvention. In this week's edition of tmrw, explore advanced cash flow management, tax-efficient withdrawal strategies, and diversified income streams tailored specifically for high-net-worth individuals. Read on for practical insights to avoid outliving your assets and enjoy lasting financial freedom.