- From 1959 to 1967 Cayre and his brothers started their first business operating a duty-free retail store, the Paris Freeport Shop, on a cruise ship owned by an acquaintance that made a daily trip from Miami to the Bimini, Bahamas and back.
- Together with his brothers Stanley and Kenneth he co-founded the record label Salsoul Records, video tape distributor and producer GoodTimes Entertainment, and video game publisher GT Interactive Software.
- Negotiated the exclusive retail contract with Wal-Mart leasing shelf space near the front of their stores to sell GoodTimes Entertainment product which lasted until July 2005 when GoodTimes filed for bankruptcy and its assets were sold to Gaiam.
- In 1993 he led the GoodTimes Entertainment expansion by launching GT Interactive Software, a video games distributor and publisher. Their release of Doom as shareware sold 2.9 million copies. In its first year, revenue reached $10.3 million. The company went public in 1995,.
- Devout follower of Chabad.
- Founder and principal of the New York-based real estate development firm Midtown Equities.
- During his teenage years in the 1950's he worked in the Miami Beach souvenir store owned by his father.
- In 2007 he sold his house in Midwood, Brooklyn for $10 million, at the time one of the most expensive sales in the borough.
- In 1967 he opened a plastic injection molding machine factory making 8-track cassette tape cartridges. When his cousins who had purchased the exclusive 8-track distribution rights in Mexico for the Spanish music portfolio of RCA and CBS had excess inventory he teamed up with his brothers to sell the excess inventory in Spanish language markets in the USA. After being requested to stop selling in the USA by both CBS and RCA (since the cousins only had the right to distribute in Mexico), the Cayre brothers purchased the exclusive 8-track Spanish language distribution rights from both CBS and RCA; within a year, they also acquired the same distribution rights for Spanish music LP records. In 1972, they founded their music distribution business, Caytronics Distributing in New York City. Salsoul Records.
- As Salsa music was very popular in New York City owing to its large Puerto Rican population and the fact that their portfolio was mostly Mexican-oriented music,
With his brothers he launched the Salsa focused record label Mericana Records and signed Joe Bataan away from their main competitor Fania Records. The label evolved into Salsoul Records, a tribute to Bataan's album called SalSoul (a combination of Salsa and Soul) which they sold to CBS Records for $100,000. Their new label Salsoul Records focused on the dance market as Disco music was becoming popular, producing 8 to 10 records per month in the late 1970s. They were one of the few dance music labels to survive after the death of disco and continued to release new material until 1984 when the Cayre brothers shut down their recorded music operations to concentrate on the home video business, GoodTimes Entertainment. - Member of the Syrian Jewish community in Brooklyn, New York. Raised in Kansas City, Missouri until he was 8 and then Miami Beach, Florida until he was 20.
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