Might mean (unverified): Resembling style or qualities of Jackson.
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We found 2 dictionaries that define the word Jacksonesque:

General (1 matching dictionary)
  1. Jacksonesque: Wiktionary

Slang (1 matching dictionary)
  1. Jacksonesque: Urban Dictionary

Definitions from Wiktionary (Jacksonesque)

adjective:  Resembling or reminiscent of a Jackson.
adjective:  (specifically) Resembling or reminiscent of Andrew Jackson (1767-1845), American president and military governor.
adjective:  (specifically) Resembling or reminiscent of Michael Jackson (1958-2009), American pop musician.

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