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Cash-Flow Traps
Aug 14, 2025

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.

Tom Stadum
What Jimmy Buffett’s Unintended $275M Mistake Can Teach Us
Aug 07, 2025

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.

Tom Stadum
Revisit & Refresh
Jul 31, 2025

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.

Tom Stadum
A Space For More Success
Jul 24, 2025

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.

Tom Stadum
Your Strategy for Managing Risk
Jul 17, 2025

Your Strategy for Managing Risk

This edition is all about the risks of your retirement. Just like Google diversified beyond search, your plan must extend beyond market returns. Because the biggest risks in retirement have little to do with indexes—and everything to do with life.

Tom Stadum
The Big Beautiful Bill & You
Jul 10, 2025

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.

Tom Stadum
The Problems With Prosperity
Jul 03, 2025

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.

Tom Stadum
Compounding Clarity
Jun 26, 2025

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.

Tom Stadum
When Everything Yields the Same
Jun 19, 2025

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.

Tom Stadum
How to Outlive Your Assets
Jun 12, 2025

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.

Tom Stadum
Why Liquidity Matters
Jun 05, 2025

Why Liquidity Matters

In volatile times, it’s not your wealth that protects you—it’s your liquidity. In this week’s edition of tmrw, we show you how to find it, protect it, and use it wisely.

Tom Stadum
The Magic of Margin
May 29, 2025

The Magic of Margin

Margins drive business—and your retirement. Discover how small financial decisions can create big long-term value. In this week's edition of tmrw, we break down what Chipotle's burrito sales can teach you about building lasting wealth.

Tom Stadum
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Actionable strategies to build wealth a better way. The newsletter for discerning High Net Worth individuals, in 5 minutes a week. Written by a third gen wealth manager with $150m in AUM.

tmrw

Actionable strategies to build wealth a better way. The newsletter for discerning High Net Worth individuals, in 5 minutes a week. Written by a third gen wealth manager with $150m in AUM.

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