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Jackson's brother Geoffrey Jackson and cousin, Anthony Jackson, also played cricket for Derbyshire.
With those early recordings and other projects, Tropea formed close musical alliances with other leading New York musicians including David Spinozza, Warren Bernhardt, David Sanborn, Randy Brecker, Michael Brecker, Steve Gadd, Anthony Jackson, Don Grolnick, and Richard Tee.
In the 1922 season he achieved his record first-class score of 145 against Leicestershire when he and Anthony Jackson made an eighth-wicket partnership of 182, a record for the county which lasted until 1996.