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.

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.

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

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.

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.

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.

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.

Now, this may sound obvious to you, but at the time, I was fresh out of business school and early in my career. My job working alongside my dad involved reviewing portfolios, creating reports, and making recommendations on how to improve them for clients. With what he taught me, combined with my business school educ

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.

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.

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.

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.

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.

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.

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.

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.

Moody’s U.S. debt downgrade could mean higher taxes, shrinking retirement benefits, and tighter withdrawal rules—this week in tmrw, we break down what it means for your financial plan and how to get ahead of it.

The world you built your wealth in isn’t the one you’ll retire in.In this edition of tmrw, we explore how shifting markets and old habits can quietly derail your retirement strategy.

Warren Buffett just showed us how to retire—strategically, quietly, and completely on his terms. This week, we break down the subtle moves that made it possible—and what you can apply to your own plan.

Protect Your Retirement from Inflation and Rising Costs. This week in tmrw, learn how inflation compounds quietly, how long-term care fits into your financial future, and what it takes to retire with confidence in a changing economy.

Don’t get lost in the headlines. In this week’s edition of tmrw, learn how to strengthen your personal economy and build a system that works—especially when the world doesn’t. We’ll show you how to adapt, protect, and grow what you’ve built, no matter what the headlines say.