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Post: Paul Kaulesar: Big Ideas, Block by Block

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How One Broker Turned Local Knowledge into Lasting Strategy

Paul Kaulesar didn’t start his business journey in a classroom or a boardroom. He started in the passenger seat of his mother’s car, riding through Queens, New York, as she scouted houses to flip. His father handled the renovation work. Together, they formed a small but effective real estate team—and Paul, still a teenager at the time, took notes.

“I saw how deals happened before I even knew what a deal was,” he says. “My mom could drive down a street and point out the next house that would go on the market. She’d call it a gut feeling. But really, it was observation.”

Years later, Kaulesar would turn those observations into a career—and not just any career. He built a model for how small patterns lead to big moves in real estate, strategy, and business growth.

Real Estate Roots in Real Life

While many in the industry enter with business degrees and data dashboards, Kaulesar started with lived experience. After graduating from Royal Palm Beach High School, he joined the Entrepreneurship Program at Palm Beach State College. But by then, he had already been immersed in real estate for years.

He began to layer formal training on top of street smarts. In 2020, he was named a Numismatic Scholar by the American Numismatic Association. That might seem unrelated to housing at first—but it taught him how to look for hidden value.

“Coins and real estate aren’t that different,” he explains. “You’re looking for overlooked details. You’re reading patterns. You’re deciding what has value—before anyone else sees it.”

He later completed the Disruptive Strategy and Negotiation Mastery programs at Harvard Business School, blending practical knowledge with high-level frameworks.

A Career Built on Timing and Pattern Recognition

Kaulesar’s strength lies in spotting early signs—before the reports do. He watches neighbourhoods for signs of change: sidewalk repairs, dumpster rentals, new windows, or handwritten flyers.

“I’ve made decisions just by noticing a few roofing vans parked on the same street every weekend,” he says. “That tells me investors are moving in, even if the listings don’t show it yet.”

This boots-on-the-ground approach has helped him close smart deals and advise clients from a place of confidence, not guesswork.

His work at OnCall Realty is driven by that mindset. While others follow housing reports, Kaulesar trusts firsthand observation, timing, and conversation. It’s old-school, but it works.

Boxing, Lifting, and the Long Game

Outside of real estate, Kaulesar trains in boxing and powerlifting. These aren’t just hobbies—they’re part of his process.

“Boxing teaches you patience. You don’t throw the first punch without reading the room,” he says. “Powerlifting teaches consistency. You get strong by showing up when no one’s watching.”

He compares both to business. You can’t win with a single big move. You win by doing the small stuff—again and again—with focus.

This philosophy also applies to his love of dominoes, which he calls “a memory and pattern game.” He grew up playing it and still uses it to sharpen his mental game. It’s not just about winning—it’s about reading people and staying one step ahead.

Giving Back Without Flash

Kaulesar supports multiple charities, including Save the Children, St. Jude Children’s Research Hospital, and Special Olympics Florida. But he doesn’t do it for recognition.

“I give because it keeps me grounded,” he says. “It reminds me that success is not just what you gain—it’s what you pass on.”

He believes in quiet leadership and small actions that add up over time. The same way he studies houses, he studies impact. It’s about long-term value, not short-term attention.

Where the Big Ideas Come From

Paul Kaulesar’s biggest ideas didn’t start in think tanks. They started on front porches, in family kitchens, and walking streets that others overlooked.

He turned that raw, first-hand experience into a strategic mindset. He added structure through formal education. He sharpened his instincts through repetition, discipline, and real conversation with real people.

“You don’t need millions to start thinking like a leader,” he says. “You need to pay attention. You need to be consistent. And you need to trust your process.”

It’s not a loud story—but it’s one that works. And it’s built to last.

Lora Helmin

Lora Helmin

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