Simply load vs mode against jack with 1 life and on very hard on any stage and beat him
Video guide with timestamps:
Intro (0:00-0:12)
Wilfred's Challenge (0:12-0:27)
Lola's Challenge (0:27-0:42)
Tess' Challenge (0:42-0:55)
Daisy's Challenge (0:55-1:14)
Jack's Challenge (1:14-1:24)
Bort's Challenge (1:24-1:38)
Taking Names (1:38-3:07)
Something's Not Right (3:07-3:58)
??? Easter Egg (3:58-13:32)
Master of Coin (13:32-24:20)