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The Other Side of Enough
You spent years building—your business, your wealth, your reputation. You did what most people only dream of.
And then… it happened.
You hit your number. You got the house. The freedom. The status.
But instead of pure satisfaction, there’s this nagging question you didn’t expect:
Now what?
Welcome to The Other Side of Enough—a podcast for high-achievers who’ve made it, but aren’t done yet. Hosted by entrepreneur and investor Drew Haney, this show explores the unspoken side of success: fulfillment, identity, and purpose after the grind.
The Other Side of Enough
“When Success Feels Like a Trap” with Mason McDonald
You climbed the ladder. You reached the top. And then… you looked around and asked, “Why am I miserable?”
Mason McDonald was 26 years old when he became one of the youngest hospital CEOs in the country—running a nine-figure operation, managing hundreds of lives, and hitting every metric of success. But what came next wasn’t fulfillment. It was high blood pressure, anxiety, and the quiet dread of realizing… this isn’t it.
In this raw and reflective episode, Mason shares how walking away from a prestigious title led to flipping dirt, finding peace, and redefining legacy on his own terms. From early wins in land deals to obsessive entrepreneur tendencies, Mason and Drew dive deep into what it means to stay driven—without being driven mad.
This isn’t advice. It’s honesty.
To get to know more about Mason and follow his journey:
📍 masonrmcdonald.com
📱 @masonrmcdonald on Instagram
🎙 Listen to his podcast The Big Picture Blueprint wherever you tune in