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Ms. Broder booked a jet charter this March from New Jersey to Las Vegas for her client Steven Michaels, an entrepreneur from Cherry Hill, N.J., and seven of his friends. The trip was in celebration of several of the men turning 50, and the group wanted an extravagant getaway. First-class tickets worked out to close to $2,000 a person round trip, while chartering an eight-seat Citation III jet was $3,500 each. When presented with both options, Mr. Michaels said that going private was a no-brainer. “The journey was like paying for a high-end tour or excursion and ended up being one of the most fun parts of the trip,” he said.