Predict the Product(s) of a reaction of tertiary benzylic alkyl halide
$\ce{CN-}$ is a significantly stronger nucleophile than $\ce{EtOH}$ and will therefore primarily displace the chloride. The facts that substitution takes place at a tertiary benzylic carbon, and that a polar protic solvent (ethanol) is used indicate that the reaction follows the $\ce{S_{N}1}$ mechanism (sources: 1, 2, 3). Due to the achiral intermediate (carbocation), the nitrile will be obtained as a racemic mixture, i.e. 2 products.

Elimination is also a possible reaction pathway which needs to be considered, since cyanide is a good nucleophile but a weak base, which favors an E2 reaction unless an excess of $\ce{CN-}$ is present. In this case, the product with the more substituted double bond should be favored.