Jackson founded OpCapita in early 2006 alongside operating partners David Hamid and John von Spreckelsen.

[2][3] In 1995, Jackson was named as one of Crain's New York's 40 Under 40 following his successful advice to the creditors of Macy's in its merger with Federated Department Stores.

[4] Jackson was also featured in a chapter of the book "A Not-So-Tender Offer: An Insider’s Look at Mergers and Their Consequences", profiling many of the transactions he advised on as a US investment banker and written by New York Times business reporter Isadore Barmash.

[6] Before setting up OpCapita, he was a Managing Director of Deutsche Bank AG and head of its European Consumer and Retail Group.

Prior to this he held partner-level positions at Credit Suisse First Boston (CSFB), Peter J. Solomon Company, and Donaldson, Lufkin & Jenrette (DLJ), during which time he advised companies such as Home Depot, JC Penney, Ralphs Grocery Stores, Perry Drug Stores, Carrefour, Tesco, Prada, Ferrari and New Look on restructurings, financings and M&A.