Katie Cougars Boy Toy Has a Wondering Eye and Cant Hold a Job

By steph

Katie Couric may want to assign a couple of her investigative reporters at the “CBS Evening News” to shadow Brooks Perlin, her new boy-toy.

Perlin, 33 - whom Couric, 50, snagged at a Louis Licari salon event last fall and has been running around with since - seems to have a hard time settling down in a career as well as having a “pattern” of dating older women, a source says.

Not only has Perlin worked for three Connecticut-based hedge funds in the last five years, he hasn’t had a full-time job since September, a source told the Post’s Marianne Garvey.

He last worked at Keel Capital Management in Stamford but left to start a Queens-based company that creates environmentally friendly, green-building products. Before that, the spin-class-obsessed triathlete worked for a short time at both Pequot Capital Management and Grange Park, a hedge fund that’s now closed.

“If someone isn’t working out at three hedge funds, chances are it’s not the place you’re working at,” said the source. “Brooks is a free spirit, but he’s a 33-year-old going on 18. And he hasn’t taken life seriously so far - he’s trying to figure himself out.”

According to the source, Perlin’s lack of focus stems from a “horrible accident that happened to an immediate family member” in his past. “It happened sometime before he was 10 years old, it was just an accident. After that, he was sheltered and he was very protected,” said our source, who adds Perlin “has a pattern of dating women much older and has a very complicated relationship with his mother over what happened.”

Meanwhile, we’ve learned that his mom, Anne Perlin, was busted last November for fourth-degree larceny. She was found guilty and fined $200 in a Stamford court.

Couric has often been spotted getting out of her limousine and heading to Perlin’s East Side apartment near Sutton Place, where a female resident complained that he “checks out every girl that walks by.” An ex-girlfriend of Perlin also backs up the claim, saying, “That’s totally accurate, he has a wandering eye.”

(Via pagesix)

Frequently Asked Questions

What is the deal with older women dating younger men?
It's all about confidence and chemistry! Some people believe age is just a number and if two people connect, who cares about the age gap? It's about having fun and enjoying each other's company.
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It can be a mixed bag. Some see it as empowerment for women who are breaking away from traditional norms, but others argue it highlights power imbalances. It really depends on how it's portrayed and the nature of the relationship.
Are relationships between older women and younger men doomed to fail?
Not at all! A successful relationship depends on shared values, mutual respect, and open communication—age difference alone doesn't dictate the outcome.
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Some people think it's derogatory, while others wear it as a badge of honor. It's all about personal perspective. If someone embraces it and feels empowered by it, more power to them!
Why do 'boy toys' often have a reputation for being unreliable?
Stereotypes can be pretty harmful. Not all younger men are irresponsible! Sometimes, media and stories amplify those traits, but it's important to remember everyone is different.
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