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Post reporter spends a day in the cushy life of Jack Schlossberg — politics’ newest (and work-shy) nepo baby

Post reporter spends a day in the cushy life of Jack Schlossberg — politics’ newest (and work-shy) nepo baby

NY Post
Friday, November 14, 2025 01:22:48 PM UTC

Call me a Jack of all trades.

Or perhaps no trades.

I was the envy of the office when my editor asked me to spend a day living like Jack Schlossberg, the occasionally employed political scion most famous for feuding with family members, celebrities and strangers on social media.

“Some reporters get dispatched to war,” one colleague tartly remarked. “You’ll get to kick back, relax and do nothing.”

Since graduating from Harvard Law School in 2022, there’s been the assumption that the 32-year-old Park Avenue-raised grandson of John F. Kennedy has been living life on easy street.

Unburdened by pesky student loans (Harvard Law tuition costs a cool $80,000 a year), Schlossberg has been free to spend his time paddleboarding, posting to TikTok, and working at a surf shop in Hawaii.

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