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Positive Enterprise Value Blog Justin Donald, The Lifestyle Investor…Living Life On His Own Terms
Justin Donald, The Lifestyle Investor…Living Life On His Own Terms

Justin Donald, The Lifestyle Investor…Living Life On His Own Terms

August 20, 2025

1 hour listen

Portsmouth, NH & Austin, TX

On this episode of the Positive Enterprise Value Podcast we are joined by Justin Donald an entrepreneur, investor, and author of The Lifestyle Investor. Justin's built a stellar reputation helping other successful founders and entrepreneurs move from being what he calls “time starved operators,” to becoming intentional investors who design their lives around freedom, not just financial returns.

You know how I feel about entrepreneurs, their freedom, and intention.

So, this conversation with Justin isn't merely about capital or cash flow, it's about something vastly more valuable. It's about the invisible inflection points. When an entrepreneur wakes up and says, “Holy smokes, there's gotta be a better way to live!”

What does success feel like anyway? It's about the psychology of letting go, the courage to slow down, and the quiet discipline required to live life on your own terms. Really. To put your lifestyle first. Do you own your business, or does your business own you?

So, if you're someone who spent years building Enterprise Value and you're wondering what it means to build personal value, this episode is for you.

Listen below or on Soundcloud here.

Justin has generously offered a free 1:1 personalized strategy session to any of our listeners. Visit www.lifestyleinvestor.com/consultation and make sure you reference this interview on the Positive Enterprise Value Podcast to take advantage of this incredible offer.

What I am Reading / Listening to

Daisy Jones & The Six (2019)
By Taylor Jenkins Reid

Contributed by Mari Lister

At first, this book feels like a glitzy ride through the 1970s music scene—addictive, cool, full of swagger. But then it sneaks up on you. Beneath the glam is a story about longing, love, addiction, art, ego, and all the ways people can burn each other while trying to hold on.

Told in an oral history format, the story unfolds like a rock documentary—conflicting accounts, raw interviews, fractured truths. No one remembers the same event the same way, which somehow makes it all feel more real. More human.

Daisy is a force—reckless, magnetic, endlessly misunderstood. Billy is trying to stay clean and do right, but his own ambition threatens to undo him. And the rest of the band? Caught in the tension between loyalty and self-preservation. The relationships are messy, electric, and painfully believable.

What stuck with me most was the ache beneath the fame. The unsaid things. The way we love people we can’t have. The way great art and great damage sometimes come from the same place.

This isn’t just a story about a band that falls apart. It’s about the people inside the songs—flawed, fragile, and reaching for something just out of reach.

Entrepreneur Owner-Manager Quote

“Now that the dust has settled, we want to thank you for trusting McLane to advise your client during their exit event.  We also thank you for your strong advocacy for the client, managing the various business aspects of the deal, and helping cut through the nonsense to get the deal over the finish line.   Bigelow is the gold standard.  Looking forward to the next one.”

Ramey D. Sylvester, Director at McLane Middleton (M&A Attorney to a recent successful Bigelow client engagement)

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