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Cheap all inclusive vacation packages on Pappalardi began as a solo artist playing guitar and singing, but was soon backing performers like Tom Rush and Tom Paxton. Exposure on the Greenwich Village folk circuit led to tours with the Canadian duo Ian & Sylvia. By the mid? 1960s, Pappalardi established himself in New York as a first-class arranger and studio musician working for record labels Elektra and Vanguard. The transition to record producer came easily for the classically trained musician who began to introduce electric instruments into many of the artists he produced like Tim Hardin, Richard and Mimi Farina, and the Youngbloods for whom he produced the 1967 (re-released 1969) hit Get Together.

After forming the production company Windfall with Bud Prager, Pappalardi started haunting the halls of Atlantic Records hoping to find work with big name acts.

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Lightning struck in 1967 when he was selected to produce Disraeli Gears, the second album of all-star British supergroup Cream. The power trio (bassist Jack Bruce; drummer Ginger Baker; guitarist Eric Clapton) raised psychedelic blues-rock to another level and Pappalardi was, in essence, the unheralded fourth member of the group.

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