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Tom Stadum

What Could Go Right

Dec 4, 2025

What Could Go Right

This edition explores what happens when years of investing finally begin to work in your favor and your financial life enters a new stage. We explain why recent market gains have made many financial plans obsolete and how to navigate the complexity that prosperity creates. Learn the key steps to move forward with clarity, confidence, and a long-term strategy.

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The American Harvest

Nov 27, 2025

The American Harvest

This Thanksgiving edition reflects on Lincoln’s 1863 proclamation and why America’s resilience still matters for investors today. It highlights the strength of the U.S. economy, the innovation driving future growth, and the reasons long-term investors can remain confident. Discover why the next decade offers meaningful opportunity for families building wealth in America.

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There’s Something Happening Here

Nov 20, 2025

There’s Something Happening Here

The market is hitting new highs, but rising volatility and mixed signals are leaving investors uneasy. This edition analyzes liquidity trends, AI investment cycles, and economic risks shaping the back half of the 2020s. Understand the factors that will drive markets forward and how to invest with clarity.

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The tmrw Framework

Nov 13, 2025

The tmrw Framework

Discover the tmrw Framework, a practical approach to investing in a world that is changing faster than ever. Learn how tactical adjustments, multi-asset diversification, and resilience help protect and grow your wealth through market cycles. This edition shows you how to stay confident, optimistic, and prepared for the future.

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The Age of Everything & Excess

Nov 6, 2025

The Age of Everything & Excess

We’re entering an era where everything moves faster — from markets that never close to AI that answers before we can think. Prediction markets, sports betting, and 24/5 trading are blurring the line between investing and gambling. In this edition, Tom explores why wisdom, patience, and real profitability remain the greatest edges in a world addicted to speed.

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Good Market, Bad Advice

Oct 30, 2025

Good Market, Bad Advice

In a strong market, it’s easy to overlook weak financial advice. This piece explores why so many investors remain dissatisfied with their advisors and what truly defines a great one—trust, competence, alignment, and transparency. Learn how to identify the right advisor for your financial life and protect your trust zone.

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More Money, Less Focus

Oct 23, 2025

More Money, Less Focus

More money doesn’t always mean more control. This edition explores how rising wealth can create new stress, why budgeting drifts during the “kid zone,” and how to regain focus and financial control heading into retirement.

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The Tax Shift

Oct 16, 2025

The Tax Shift

Most people don’t realize their tax life changes long before retirement. This edition breaks down how your income shifts from W2 to capital gains, where real tax planning opportunities come from, and how to think strategically at every stage. Learn the three levels of tax planning that can help you build lasting wealth and keep more of what you earn.

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The Complexity Curve

Oct 9, 2025

The Complexity Curve

Discover The Complexity Curve in this week's edition of tmrw—why financial lives peak in complexity before retirement and how to simplify your accounts, taxes, and strategy for a clearer, more confident financial future.

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The AI Paradox

Oct 2, 2025

The AI Paradox

AI investment is fueling historic market growth, but also reshaping jobs and families’ futures. In this edition, we explore how today’s tech titans mirror the industrial giants of the past, what $400B in AI spending means for your retirement, and why investors must weigh both the rewards and risks of this new economic revolution.

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Recessions, Rate Cuts, and Reality

Sep 25, 2025

Recessions, Rate Cuts, and Reality

The Fed is cutting rates to avoid recession. Learn how these moves impact cash, bonds, and equities — and what it means for your retirement strategy.

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Oracle’s Comeback and What It Means for Investors

Sep 18, 2025

Oracle’s Comeback and What It Means for Investors

Discover how Oracle’s comeback through AI and TikTok reveals powerful lessons for investors approaching retirement. Learn why shifting from earner to capital allocator creates new opportunities, freedom, and long-term wealth.

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The Quiet Market That Rules

Sep 11, 2025

The Quiet Market That Rules

Stocks continue to rise on the back of AI, government spending, and IPO momentum, but bonds are sending very different signals. Higher yields, sticky inflation, and heavy government debt are reshaping the fixed income landscape. For retirees, understanding bond exposure is critical because fixed income drives cash flow, stability, and diversification. This edition explains why knowing your bond portfolio may be the key to long-term retirement security.

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Why Cash Flow Matters

Sep 4, 2025

Why Cash Flow Matters

Cash flow is the overlooked cornerstone of financial health. In this edition, Tom shares why even wealthy families struggle with money stress when cash flow isn’t managed—and how mastering it creates clarity and freedom in retirement. Drawing on real client stories, personal experience, and lessons from top business leaders, Tom explains why cash flow matters more than profits, how it reveals true financial strength, and the biggest traps families face when they retire.From ignoring RMDs to poor timing of withdrawals or overspending early in retirement, these mistakes can quietly erode wealth and peace of mind. Tom highlights that cash flow isn’t about perfection or penny-pinching—it’s about rhythm, consistency, and designing a retirement where wealth serves your life, not the other way around.The clear takeaway: if you don’t measure and control cash flow, no amount of money will ever feel like enough. But if you get the rhythm right, everything else falls into place.This edition is for families who want to transform financial stress into clarity, reduce tax surprises, and create the freedom to retire with confidence.

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Timeless Financial Wisdom

Aug 28, 2025

Timeless Financial Wisdom

In this week’s edition of tmrw, explore 7 timeless financial wisdom principles to build wealth, manage risk, and create lasting financial freedom.

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Big Changes Are Coming To Your 401k

Aug 21, 2025

Big Changes Are Coming To Your 401k

Discover how Trump’s new 401(k) rule opens the door to crypto, private equity, and real estate and what it means for your retirement strategy in this week’s tmrw.

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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.

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What Jimmy Buffett’s Unintended $275M Mistake Can Teach Us

Aug 7, 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.

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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.

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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.

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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.

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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.

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The Problems With Prosperity

Jul 3, 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.

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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.

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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.

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