| WALLSTREET | 1987 film starring Michael Douglas as a corporate raider that had a sequel 23 years later: 2 wds. |
| THEHUSTLER | 1961 film starring Paul Newman as a pool shark that had a sequel 25 years later: 2 wds. |
| TENDEROFFER | Bid from a corporate raider, perhaps |
| TRAINSPOTTING | 1996 film starring Ewan McGregor as a drug addict that had a sequel 21 years later |
| FBI | Raiders that Trump called criminals? Could be a fib! (1,1,1) |
| BASICINSTINCT | 1992 crime thriller starring Michael Douglas as a detective who becomes involved with a murder suspect: 2 wds. |
| DISCLOSURE | 1994 legal thriller starring Michael Douglas as a man involved in sexual harassment charges |
| CHICAGOCUBS | NL Central team that lost 101 games in 2012 then won the World Series four years later: 2 wds. |
| HOUSTONASTROS | AL West team that lost 111 games in 2013 then won the World Series four years later: 2 wds. |
| THEGODFATHER | What is the only film to have had a sequel also win an Oscar for best picture? (3,9) |
| TWOBROTHERS | 2004 family drama film starring Guy Pearce which is about two tigers who are separated as cubs and then reunited a year later: 2 wds. |
| INLAWS | "The ...", Andrew Fleming film starring Michael Douglas as Steve Tobias (2-4) |
| THEINLAWS | Andrew Fleming film starring Michael Douglas as Steve Tobias (3,2-4) |
| STREET | Wall ___, film starring Michael Douglas as Gordon Gekko |
| CANDELABRA | 2013 biopic starring Michael Douglas as Liberace, Behind the -------- -- (10) |
| THEGAME | Thriller starring Michael Douglas as banker Nicholas Van Orton (3,4) |
| YOUNGMAN | - With A Horn, featured Kirk Douglas as a jazz trumpet star (5,3) |
| WALL | Oliver Stone film featuring Michael Douglas as Gordon Gekko (4,6) |
| TAG | Film based on a Wall Street Journal article about a group of friends playing a 23-year-long children's game |
| SPARTACUS | 1960 Stanley Kubrick film starring Kirk Douglas as the leader of a Roman slave revolt (9) |