The Gratitude Audit: What Your Portfolio Actually Reveals

A year-end exercise to see if your money matches your mission

👋 Managing Tech Millions 📈 your go-to source for building wealth with tech equity and managing the money that comes with it.

Every Thursday, we'll deliver a concise and powerful lesson on building wealth working for equity compensation or on managing your seven and eight-figure portfolio.

Today, in 5 minutes or less, you’ll learn:

• 🪞 Why your portfolio reveals what you actually prioritize (not what you say you value)

• 🔍 The 4-question audit that creates instant clarity

• 🎯 The pattern I see in almost every tech professional’s portfolio—and why it creates anxiety

Hey Portfolio CEOs,

A few weeks ago, I asked you to calculate your “enough” number.

Last week, we talked about giving your wealth a purpose beyond yourself.

This week, I want you to do something harder.

Look at your actual portfolio—not your plans, not your intentions—and ask yourself one uncomfortable question:

Does my portfolio reflect my “enough” and my purpose? Or does it reflect something else entirely?

Because here’s what I’ve learned working with hundreds of tech professionals:

Your portfolio is a mirror. And most people don’t like what it shows them.

Managing Tech Millions is a Weekly Podcast that gives you deep dive conversations into building and growing wealth with myself and other industry experts.

This week, I’m sharing how high earners can break free from outdated wealth management models and create a customized strategy for true financial growth.

• The Financial Desert: Why traditional advice doesn’t cut it for those with $1M+ in assets.

• The Family Office Model: How billionaires have been managing wealth for centuries—and how you can adopt their approach.

• The $1M–$30M Gap: Why you’re too wealthy for basic financial advice but not rich enough for traditional family offices.

• A Leaner, Smarter System: How to manage your wealth like the ultra-wealthy without the overhead.

• Real-World Results: How professionals are getting better returns and more control with smarter systems.

The Browser History Problem

Think about your browser history for a second.

It’s a chaotic record of impulse decisions, random rabbit holes, and searches you’d rather not explain to anyone. It doesn’t reflect a strategy. It reflects randomness.

Now look at your portfolio.

For most tech professionals I work with, their investment history looks exactly like their browser history:

• Someone mentioned Bitcoin → bought some

• Brother-in-law doing well in real estate → invested

• Got scared during a market dip → sold

• FOMO’d back in when things recovered → bought high

• Tax person mentioned backdoor Roth → set it up

Each decision made sense in isolation. But together? No theme. No coherence. No connection to “enough” or purpose.

Just a collection of reactions masquerading as a portfolio.

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The 15-Minute Audit

This week—maybe during that quiet stretch between Christmas and New Year’s—I want you to run a simple audit.

Pull up your accounts. Answer four questions honestly.

Question 1: What does my portfolio show I prioritize?

If a stranger looked at where you’ve put money over the last 12 months, what would they conclude matters to you?

Write it down. Be honest.

I’ve heard answers like:

• “They’d think I’m terrified of missing out”

• “They’d think I have no plan at all”

• “They’d think I just chase whatever’s hot”

This isn’t about shame. It’s about seeing clearly.

Question 2: Does my allocation support my “enough” number?

Remember your number from Thanksgiving? The one that covers your real life—mortgage, family, essentials, plus what you actually value?

Look at your portfolio. Is any of it structured to generate that income? Or is it all just... accumulating?

Question 3: Does any part of my portfolio serve a purpose beyond me?

Last week we talked about giving your wealth a mission. The Rockefeller question.

Look at your accounts. Is there a giving structure? A DAF? Anything allocated toward impact?

Or is 100% of it pointed at “more for me”?

Question 4: What’s the gap?

Between what you said you want (enough + purpose) and what your portfolio actually shows—how big is the disconnect?

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What You’ll Probably Find

I’ve done some version of this audit with hundreds of tech professionals.

Here’s the pattern I see almost every time:

• Growth assets: 95-100%

• Income-generating assets: 0-5%

• Giving/impact structure: 0%

Everything is in accumulation mode. Nothing is structured to generate the income that funds your “enough.” Nothing is allocated toward purpose.

And then they wonder why they feel anxious despite having millions.

Here’s the insight most people miss:

You’re not anxious because you don’t have enough. You’re anxious because your portfolio doesn’t produce anything.

It’s all appreciation. All paper gains. All “someday when I sell.”

No income. No cash flow. No freedom—yet.

Your portfolio isn’t designed for your “enough.” It’s designed for “more.”

And “more” has no finish line.

Clarity First, Framework Second

I’m not going to tell you how to fix this today.

That’s not what this audit is for.

The audit is for seeing. For getting honest about the gap between intention and reality.

Next week, I’ll share the framework—the actual architecture that transforms a scattered portfolio into one that generates income, preserves capital, and builds for the future. The same structure I use. The same one the ultra-wealthy have used for generations.

But frameworks don’t help if you can’t see the problem clearly first.

So this week: just the audit. Just the mirror.

What does your portfolio actually say about what you prioritize?

Hit reply and tell me what you found. I read every email.

Here’s to building your Micro Family Office,

Christopher

P.S. If you did the audit and realized the gap is bigger than you thought—you’re not alone. That’s exactly where most people start. The good news: there’s a proven framework for closing it. More on that next week.

Join me for The WealthOps Way—our free live masterclass designed to help you stop guessing and start running your wealth like a business.

You’ll go from scattered to strategic as you craft your own Portfolio Thesis—the foundation of everything that follows.

👉 In just one session you will:

• Clarify your long-term vision

• Define your next best investment move

• Build the system that turns wealth into freedom

Spots are limited—and the clarity you’ll gain? Game-changing.

Let’s build your portfolio like it’s your next great company!

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Disclaimer: This newsletter is for informational purposes only and does not constitute financial or career advice. Always consult with qualified professionals before making any decisions based on the information provided.