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Will a 1986 Chevy 350 engine bolt up with 1974 Buick trans?

No, a 1986 Chevy 350 small-block engine will not directly bolt up to a 1974 Buick transmission. The bolt patterns on the engine's bellhousing and the transmission's input shaft are different and incompatible. You'd need an adapter plate to make them work together, and even then, it's a significant undertaking requiring specialized knowledge and parts.