Series

How Relationships, Not Luck, Built My Investing Edge

From Hustle to Leverage: How Relationships, Not Luck, Built My Investing Edge

By Justin Donald / January 20, 2026 /

Most people see the end of the story and assume it is inevitable. As an example, they look at the investments, the portfolio, and the freedom of the wealthy. They then conclude that it all started with money, elite connections, hustle, or some unfair advantage. That’s not always the case. Having grown up in a…

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Why Chasing Happiness Is Making You Miserable (and What to Do Instead)

Why Chasing Happiness Is Making You Miserable (and What to Do Instead)

By Justin Donald / January 13, 2026 /

For most of our lives, we’ve been taught a pretty simple formula: Work hard. Make and save money. Retire. That’s the formula for happiness. It sounds right. After all, that’s what we’re all aiming for. However, the older I get and the more wealthy people I meet, the more I begin to realize that something…

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Financial Independence Before Millions: Why Lifestyle Always Comes First

Financial Independence Before Millions: Why Lifestyle Always Comes First

By Justin Donald / January 6, 2026 /

I’ve never chased attention or bragged about my success. I’ve always felt that real wealth doesn’t need to be loud to be meaningful. As such, when friends like Garrett Gunderson and Brad Weimert say that I “quietly built wealth” before ever disclosing it publicly, I consider that a compliment. That was always the point. In…

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From Grit to Greatness: Building a $500M Real Estate Portfolio

From Grit to Greatness: Building a $500M Real Estate Portfolio

By Justin Donald / December 30, 2025 /

One thing becomes clear when I talk to successful investors: financial freedom is never accidental. It’s the result of decades of focus, grit, and persistence. An example of this is Ben Reinberg, CEO of Alliance Consolidated Group of Companies and a man who has built a $500 million+ real estate empire. Anyone can reach generational…

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Big Exit, Bigger Regret? How to Sell Without Leaving Millions on the Table

Big Exit, Bigger Regret? How to Sell Without Leaving Millions on the Table

By Justin Donald / December 23, 2025 /

If there’s one theme I hear repeatedly from business owners who’ve sold their company, it’s regret. According to the Exit Planning Institute (EPI), 76% of business owners regret selling their businesses within a year of the sale. As far as my experience goes, here’s the thing. The regret is not for selling, but for how…

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Why Private Credit Is One of the Smartest Investments You’re Not Making

Why Private Credit Is One of the Smartest Investments You’re Not Making

By Justin Donald / December 16, 2025 /

When it comes to investing, what comes to mind? In most cases, stocks and bonds are the first thing that comes to mind. As a gold standard for asset allocation, Wall Street advisors recommend the old “60/40 split” in which 60% of investments are in stocks, 40% in bonds. But here’s the problem: if you’re…

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The Costs of NOT Hiring an Executive Assistant

The Costs of NOT Hiring an Executive Assistant

By Justin Donald / December 9, 2025 /

As entrepreneurs, we take pride in our dedication. When we start a business, we wear every hat, juggle every ball, and push forward with sheer willpower. Having said that, here’s what I’ve learned in two decades in business: if you don’t have an executive assistant, you are the assistant. And, to be honest, you’re probably…

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Financial Freedom Is a State of Being (Not Just a Number in the Bank)

Financial Freedom Is a State of Being (Not Just a Number in the Bank)

By Justin Donald / December 2, 2025 /

It’s not about reaching a net worth target or building a substantial bank balance that makes you financially free. It’s not even a milestone you reach after 30 years of grinding. Freedom is a perspective. It’s a state of being. It’s the moment when money finally no longer dictates what you say “yes” or “no”…

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It’s All About the Jockey: How to Vet a Sponsor Before You Invest

It’s All About the Jockey: How to Vet a Sponsor Before You Invest

By Justin Donald / November 25, 2025 /

A saying I’ve repeated for years is, “It’s about the jockey, not the horse.” In investing terms, a jockey is a sponsor — the person or team who runs the deal. Having been both an investor and a sponsor myself for decades, I can tell you this: a good jockey can save a bad deal,…

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Why the Wealthy Use Whole Life Insurance (and Why You Might Want To, Too)

Why the Wealthy Use Whole Life Insurance (and Why You Might Want To, Too)

By Justin Donald / November 18, 2025 /

What comes to mind when you hear the words “whole life insurance? You may think something along the lines of, “What a horrible investment — just another sales pitch.” But that’s only half the story. By understanding how policies actually work, they stop looking like weak investments and become powerful financial foundations-the kind that the…

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