People love to watch Dr. Drew solve other people's problems. Whether it's addiction on Celebrity Rehab or relationship drama on Loveline, he's the guy with the answers. But honestly? The most interesting thing about him might be his own house. Drew Pinsky and wife Susan Pinsky have been married since 1991. In Hollywood years, that’s basically an eternity.
Most celebrity marriages crumble under the weight of the spotlight. Theirs didn't.
Actually, it nearly didn't happen at all.
The Laguna Beach Rejection
Drew and Susan met at a bar in Laguna Beach back in the '80s. He was a young doctor; she was a creative force producing bikini fashion shows. He was instantly hooked. She? Not so much. She actually turned him down because she had a boyfriend at the time.
He was crushed. Totally devastated.
It took two more years before they crossed paths again. This time, it was at the KROQ studios where Drew was already working on the radio. They didn't even realize they had met before until Drew saw an old photo Susan had from that night in Laguna.
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Context matters. The second time, the spark was undeniable. They got married on July 21, 1991.
The Triplet Reality Check
Life got very real, very fast. In November 1992, the couple welcomed triplets: Douglas, Jordan, and Paulina.
Suddenly, the "First Lady of Love"—the nickname Susan eventually adopted—was managing a household of three infants while Drew’s media career was exploding. They’ve been open about how hard those years were. It wasn't all red carpets and pristine Pasadena living. They used IVF to conceive, a process that is grueling for any couple.
Susan eventually moved from fashion production into the world of podcasting and philanthropy. She’s the CEO of Playroom Podz and produces several of Drew’s shows. If you’ve ever listened to Calling Out with Susan Pinsky, you know she’s not just "the wife." She’s a powerhouse in her own right.
What Keeps Them Together?
Drew recently shared some raw details on the Dates & Mates podcast about their "on-again, off-again" seven-year courtship before they finally tied the knot. He’s admitted they aren't perfect. They fight. They’ve had to navigate his health scares, including a battle with prostate cancer that returned in 2021.
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They have some rules that keep the wheels from falling off:
- Radical Transparency: They talk about everything. Sometimes it’s uncomfortable.
- Professional Crossover: Working together on podcasts like Dr. Drew After Dark allows them to spend time in each other's worlds.
- Gratitude: It sounds cheesy, but Drew credits daily check-ins for their longevity.
One of the funniest bits of their lore is from an old interview where it was revealed they slept together on their first date. For a guy who gives very traditional relationship advice, it’s a refreshing reminder that even "experts" don't always follow the rulebook.
The Susan Pinsky Factor
Susan isn't just a background character. She’s heavily involved with Hillsides, a non-profit in Los Angeles that helps foster children. She’s helped raise millions for them.
She also brings a grounded energy to Drew’s often clinical world. On their joint podcast appearances, she’s the one who isn't afraid to gross him out or call him out. She’s arguably his most important "producer," managing both his brand and their family life in Pasadena.
The triplets are grown now, pursuing their own careers. The house is quieter, but the Pinskys are still a unit. They survived the Loveline years, the MTV era, and the chaos of three toddlers at once.
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Practical Lessons from the Pinskys
If you're looking at your own relationship and wondering how to hit that 30-year mark, the Pinsky model offers a few takeaways.
- Don't fear the "no." If Drew had given up after the first rejection in Laguna Beach, they wouldn't exist as a couple.
- Shared projects matter. Whether it's a podcast or a charity, having a "third thing" to work on together builds a different kind of intimacy.
- Adapt to the health stuff. When Drew’s cancer returned, they didn't hide it. They dealt with it as a team.
Marriage is work. Even for the guy who wrote the book on it. Susan and Drew are proof that if you can survive the "courtship" and the "triplet years," you can probably survive anything Hollywood throws at you.
Key takeaway for long-term success: Prioritize emotional readiness over finding "the one." Drew often says that being ready to be a partner is more important than the person you're actually with.
Next Steps for Better Relationships:
- Conduct a "weekly audit": Like the Pinskys, sit down once a week to discuss logistics and emotions without distractions.
- Support a cause together: Find a philanthropy like Hillsides to focus your joint energy on something bigger than the relationship.
- Keep it light: Don't lose the ability to laugh at the weird stuff, even when things get clinical or stressful.