The Roaring Twenties (Raoul Walsh, 1939)

Gladys George and James Cagney in The Roaring Twenties

Cast: James Cagney, Humphrey Bogart, Priscilla Lane, Gladys George, Frank McHugh, Jeffrey Lynn, Paul Kelly, Abner Biberman, voice of John Deering. Screenplay: Jerry Wald, Richard Macaulay, Robert Rossen, Mark Hellinger. Cinematography: Ernest Haller. Art direction: Max Parker. Film editing: Jack Killifer. Music: Ray Heindorf, Max Roemheld. 

The Roaring Twenties feels like a kind of valedictory to the golden age of Warner Bros. gangster movies, featuring as it does such specialists in the genre as James Cagney, Humphrey Bogart, and the always welcome tough dame Gladys George. But they're not quite enough to overcome the presence of the inexplicable Priscilla Lane and the charisma-free Jeffrey Lynn, or the dogged hectoring of the voiceover narration. The movie seems out to prove that gangsterism didn't exist before Prohibition and that it disappeared magically once it was repealed. There are some good moments of action, but they're overwhelmed by the repetitions of such tired oldies as "Melancholy Baby" and "It Had to Be You," both on the soundtrack and sung (blandly) by Lane. The story is the old one of three guys who meet in a foxhole in World War I, then have trouble adjusting to civilian life. We know that Bogart's George Hally and Lynn's Lloyd Hart are going to go in opposite directions when, just on the brink of the armistice, Hart holds off on shooting a German he has in his sights because "he looks like a kid, about 15 years old," whereupon Hally picks the German off and sneers, "He won't be 16." Cagney has a more complex role, as Eddie Bartlett, a mechanic who can't find work and gradually shifts into bootlegging, teaming up with Hally, but falling in love with the virtuous Jean Sherman, who eventually marries Hart, now a lawyer. After helping Bartlett with the legal end of his illegal business, Hart goes straight and joins the district attorney's office, leading to threats from Hally to keep him quiet. It's the Cagney-Lane-Lynn love triangle that mostly drags the picture down.

High Sierra (Raoul Walsh, 1941)

Ida Lupino and Humphrey Bogart in High Sierra

Roy Earle: Humphrey Bogart
Marie: Ida Lupino
Red: Arthur Kennedy
Babe: Alan Curtis
Velma: Joan Leslie
Pa: Henry Travers
Louis Mendoza: Cornel Wilde
Big Mac: Donald MacBride
"Doc" Banton: Henry Hull
Algernon: Willie Best
Jake Kranmer: Barton MacLane
Healy: Jerome Cowan

Director: Raoul Walsh
Screenplay: John Huston, W.R. Burnett
Based on a novel by W.R. Burnett
Cinematography: Tony Gaudio
Film editing: Jack Killifer
Music: Adolph Deutsch

Ida Lupino gets first billing in High Sierra, an indication of where Humphrey Bogart's career stood at the time. He had labored for Warner Bros. for more than a decade as a supporting actor, usually in gangster films and occasionally miscast in roles like the Irish stablemaster in Dark Victory (Edmund Goulding, 1939). High Sierra would be a breakthrough into leading man roles, establishing his persona as a tough guy with a soft heart, as in films like Casablanca (Michael Curtiz, 1942) and To Have and Have Not (Howard Hawks, 1944). He owes his role in High Sierra in large part to its screenwriter, John Huston, who as a director would emphasize the tough Bogart over the softie: the brutal Sam Spade in The Maltese Falcon (1941) and the vicious Fred C. Dobbs in The Treasure of the Sierra Madre (1948). In High Sierra, however, although Roy Earle has just been released from prison and is off to pull another caper, he's full of nostalgia for his childhood as a farmboy and along the road adopts a family heading west, where Pa hopes to get a job and help his granddaughter, Velma, get surgery for her clubfoot. Roy gets soft on Velma and pays for the operation, but his proposal is turned down. Just as Roy has a soft side, Velma is at heart a party girl and wants to go back east and hook up with her ne'er-do-well boyfriend. High Sierra is full of reversals like that. Lupino, for example, plays a party girl who goes soft on Roy and turns into a stand-by-your-man accomplice. And there's even a cute little dog who turns out to be a jinx and rats on Roy at a crucial moment. There's a good deal of silliness in the plotting of High Sierra, as well as some lamentable racist shtick forced on the fine comic actor Willie Best, who is usually caught napping and awakens with his eyes crossed. But at its best, especially in the climactic chase scene along winding dirt roads in the Sierra, the film is a good vehicle for Bogart's leap into superstardom.