Meet VIP #2

At 62, our SF Bay Area client is in one of the most rewarding chapters of his life. His sons are entering adulthood, his schedule is largely his own, and after decades of building companies, traveling the world, and collecting experiences, he's developed a strong sense of what matters - and an even stronger appreciation for enjoying it.

Originally from Queens, New York, he grew up with humble beginnings, a Greek father, a French mother, and a strong appreciation for hard work. That drive took him from Queens to Brown University and later to Harvard Business School. Over the years, it also helped him become a four-time technology startup CEO, build financial security, and achieve every goal he set his mind to. But what’s most interesting about him isn’t what he’s accomplished. It’s who he’s become in the process.

These days, he works less than twenty hours a week by design. He coaches founders and CEOs, angel invests, supports nonprofit organizations, and spends his time helping other people reach their potential. Ask him what he enjoys most about his work, and the answer is surprisingly simple: seeing other people succeed. There’s a generosity to him that shows up again and again.

The relationship he has with his two sons, now 18 and 21, is one of the things he's proudest of. They're close, and fatherhood remains one of the most meaningful parts of his life. Friends often come to him for advice about business, but just as often they seek him out for guidance on raising boys into men.

Those same friends would describe him as deeply loyal, highly intelligent, empathetic, and trustworthy. They’d also tell you he’s usually the butt of the joke, and he’s perfectly fine with that. He’s comfortable with who he is, but there’s no ego here. This is a man who was once featured in Elle magazine’s Most Eligible Bachelor issue and yet somehow became the person everyone calls when they need honest advice. He listens with empathy and without judgment.

Outside of work, he’s active and adventurous. He’s visited 65 countries and still loves exploring closer to home, from Bodega Bay to Big Sur. Most days include movement of some kind: hiking, rucking, cycling, golf, tennis, weight training. He’s the type who walks the golf course rather than rides it. In fact, he was still dunking a basketball well into his late thirties, until a few orthopedic surgeries suggested it might be time to find some lower-impact hobbies.

Health and wellness aren’t just habits for him;  they’re a serious commitment. He’s deep into biohacking: a daily sauna, cold therapy, red light panels, meticulous sleep tracked through his Oura ring, and activity data logged on his Apple Watch. His supplement stack is … significant. And he’s always on to the latest research, whether through books or the health and longevity podcasts he listens to religiously. His goal? Making it to 100, and still being fully active when he gets there.

He also has a quiet side. He starts his mornings with meditation and gratitude, makes time to unplug from technology, and never misses his daily New York Times puzzles. The ocean has always been a place that draws him back. He's a student of Stoic philosophy and believes in making the most of the time he’s been given. Curiosity is in his DNA. A great book, an interesting podcast, or a conversation that challenges the way he thinks will keep his attention every time.

In a relationship, he’s present, attentive, and tuned in. He’s done enough living to know that instant chemistry is wonderful, but it only takes you so far. Over time, he’s come to value the foundation just as much as the spark. He shows up, listens, and most importantly, pays attention to what his partner is feeling, not just what she’s saying.

He’s not looking for something casual. He’s ready to build a real romantic partnership with a woman who is kind, warm, intellectually curious, and emotionally healthy. Someone active, adventurous, and excited about life. A woman who values growth, family, health, and connection. Someone who enjoys both togetherness and independence.

Seeking women:

  • 45 to 56 years old in the SF Bay Area

  • Caucasian or Asian

  • 5’5” or taller

  • Healthy, kind, intellectually curious, and optimistic

  • Beautiful inside and out