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In November 1988, Jimbo arrived in paradise for the first time. Friends who had relocated to St. Maarten four years previously extended him an invitation, which he accepted. As he states, "My friend Lenny picked me up at the airport and drove me home, where his Trinidadian wife Sadia had prepared a delicious Indian supper and four of her closest female friends were waiting to greet me. I absolutely adored St. Maarten and didn't want to leave."
Jimbo returned to St. Maarten to remain three months later. He delivered my motorcycle, his cat, his stereo, his books, and his waterbed (without the water!).
At Pelican, he had his first job selling time shares. Jimbo worked at numerous jobs during the course of the following year, relocated to Grand Case, and "fell in love with a French girl named Lolo." St. Martin's Day, November 11, 1990, saw Jimbo and Lolo launch their first eatery. "JIMBOLOLO" was a moniker for the location that they quickly learned.