Kevin O’Leary: The Heart Behind "Mr. Wonderful" And His Family Life

Alaina April 19, 2025

Hey there, friends. You might know Kevin O’Leary as the sharp-tongued, savvy investor from Shark Tank or Dragons’ Den, but let’s take a moment to dive into the softer side of this financial guru. Behind the boardroom bravado, Kevin is not just “Mr. Wonderful” to his fans—he’s also an incredible dad to his two kids, Savannah and Trevor. And trust me, when it comes to his family, Kevin’s got a heart of gold.

Family First: Kevin and Linda’s Love Story

Kevin shares his life and love with his wife, Linda O’Leary. The two tied the knot back in 1990, and since then, they’ve built a beautiful family together. Kevin and Linda welcomed their daughter Savannah and son Trevor into the world, creating a tight-knit family unit that’s been the center of Kevin’s universe ever since. In a heartfelt Instagram post from February 2017, Kevin shared an old family photo and wrote, “Every choice I’ve made has been so that my family has the freedom to pursue a life of joy. I wish the same for you.” Talk about setting priorities, right?

Growing Up in the Spotlight

Kevin’s kids didn’t just grow up watching their dad dominate the business world on TV—they were right there with him, experiencing it firsthand. “They were toddlers when this all started,” Kevin told Closer Weekly in 2019. “They used to come to the set. It’s part of who they are.” Imagine being a kid and watching your dad negotiate million-dollar deals or deliver those iconic “I’m in” moments. That’s some serious parenting material right there.

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Empty Nesters with Style

Fast-forward to today, and Savannah and Trevor are now grown-ups, busy carving out their own paths in life. But just because the nest is empty doesn’t mean Kevin and Linda aren’t enjoying every second of this new chapter. “We’re having a fantastic time as empty nesters,” Kevin said. “We’ve been married for a long time, and I always tell people, marriage isn’t a destination—it’s a journey. You’ve got to have respect for your spouse, no question.”

And while Kevin’s work keeps him busy during the week, he makes it a point to prioritize family time. “I tell my family, ‘Look, you know I’m going to be working all week. Pick a city—anywhere in the world—and I’ll fly everybody there,’” he explained. “Let’s meet there—girlfriends, boyfriends, everyone—and spend quality time over the weekend. We go to some pretty wild places together.” Can you picture it? A family reunion in Rome, Paris, or maybe even Bali? That’s the kind of adventure Kevin and Linda are all about.

The Entrepreneurial Spirit and Family Freedom

Kevin’s success as an entrepreneur hasn’t just given him financial freedom—it’s given him the ability to create unforgettable memories with his family. “People think entrepreneurship is all about greed, but it’s really about freedom,” he said. “I work hard to be able to do what I love and pursue the things that matter most to me and my family.”

Kevin stays connected with Linda and their kids by checking in regularly. “I’m on the phone with Linda each week saying, ‘What do you want to do this week? Where do you want to go? Where are the kids? Where do we meet up?’” he revealed. “I want this kind of freedom for everyone. Life’s too short not to live it fully.”

Meet Savannah and Trevor: The Next Generation

Kevin’s kids are growing up fast, but they’re carrying the lessons and values their parents instilled in them. Whether it’s Savannah finding her own passions or Trevor forging his path, Kevin and Linda are there every step of the way, cheering them on. Keep scrolling to learn more about Savannah and Trevor, the next generation of the O’Leary family!

So there you have it, folks. Kevin O’Leary may be known for his sharp business acumen, but at the end of the day, he’s just a dad who loves his family and wants the best for them. And honestly, isn’t that the most wonderful thing of all?