Update (Holden with 5 performances):

viewtopic.php?f=50&t=4751&p=708560#p708560

So we are done with 1940s. Let's take a break and then get to 1930s.

Tim, please fix Alec Guinness name in 1988.

Appearances so far:

16
Meryl Streep

14
Robert De Niro
Jack Nicholson

13
Al Pacino
Paul Newman

11
Marlon Brando
Katharine Hepburn

10
Laurence Olivier
Jack Lemmon
Humphrey Bogart
Ingrid Bergman
Dustin Hoffman
James Stewart
Leonardo DiCaprio

9
Peter O'Toole
Spencer Tracy
Gene Hackman
Denzel Washington
Alec Guinness

8
Robin Williams
Cary Grant
Kate Winslet
John Wayne
Deborah Kerr

7
Robert Duvall
Tom Hanks
Morgan Freeman
Daniel Day-Lewis
Bette Davis
Sissy Spacek
Kirk Douglas
Robert Redford
Michael Caine

6
Sidney Poitier
Johnny Depp
Cate Blanchett
Audrey Hepburn
Burt Lancaster
Greer Garson
Tom Cruise
Jane Fonda
Henry Fonda
Elizabeth Taylor
Shirley MacLaine
Julianne Moore
Jeff Bridges
Gregory Peck
Gary Oldman
Anthony Hopkins
Vanessa Redgrave
Ryan Gosling
Ellen Burstyn
Amy Adams
James Mason

5
Richard Burton
Russell Crowe
Philip Seymour Hoffman
Julie Christie
Glenda Jackson
Anne Bancroft
Albert Finney
Joan Fontaine
William Holden
Warren Beatty
Viggo Mortensen
Sean Connery
Ralph Fiennes
Glenn Close
George C. Scott
Edward Norton
Diane Keaton
Christian Bale
Montgomery Clift
Robert Mitchum
Gary Cooper
Susan Sarandon
Joanne Woodward
Geraldine Page
Bill Murray
Nicole Kidman

4
Jodie Foster
Joaquin Phoenix
Faye Dunaway
Susan Hayward
Willem Dafoe
Tony Curtis
Robert Downey Jr.
Olivia de Havilland
Michelle Williams
Michelle Pfeiffer
Jon Voight
Anthony Quinn
Alan Arkin
Joan Crawford
Saoirse Ronan
Rod Steiger
Peter Sellers
Natalie Wood
Natalie Portman
Michael Fassbender
Maggie Smith
Karl Malden
Judi Dench
Jessica Lange
James Woods
Harrison Ford
Gene Kelly
Annette Bening
Barbara Stanwyck
Rosalind Russell
Tommy Lee Jones
Tom Courtenay
Richard Dreyfuss
Laura Linney
Grace Kelly
Jane Wyman
Jennifer Jones
Jean Simmons

3
Sean Penn
Sally Fields
Orson Welles
Naomi Watts
Julie Andrews
Jim Carrey
Jeremy Irons
James Dean
Ian McKellen
George Clooney
Emma Thompson
Ben Kingsley
Charlie Chaplin
Fredric March
Tim Robbins
Sigourney Weaver
Renée Zellweger
Reese Witherspoon
Peter Finch
Nicolas Cage
Maximilian Schell
Matt Damon
Julia Roberts
Javier Barden
Jason Robards
James Cagney
Gene Wilder
Frances McDormand
Christopher Walken
Charlize Theron
Anjelica Huston
Bing Crosby
Walter Matthau
Steve McQueen
Steve Buscemi
Shelley Winters
Mia Farrow
Martin Landau
Marilyn Monroe
Kathy Bates
Jill Clayburgh
Holly Hunter
Helen Mirren
Helen Hunt
Harvey Keitel
Geoffrey Rush
Frank Sinatra
Clint Eastwood
Brad Pitt
Billy Bob Thornton
Barbra Streisand
Rex Harrison
Joseph Cotten
Woody Harrelson
Ruth Gordon
Peter Ustinov
Paul Giamatti
Jack Palance
Ed Harris
Donald Sutherland
Brendan Gleeson
Ava Gardner

Appearances so far / TOP 10

13
Meryl Streep

11
Jack Nicholson

10
Robert De Niro

9
Al Pacino
Laurence Olivier
Paul Newman

8
Marlon Brando
Ingrid Bergman
Katharine Hepburn
Humphrey Bogart
Jack Lemmon

7
Dustin Hoffman
Peter O'Toole

6
James Stewart
Gene Hackman
Robert Duvall
Spencer Tracy

5
Tom Hanks
Daniel Day-Lewis
Burt Lancaster
Denzel Washington
Alec Guinness
Morgan Freeman
Sidney Poitier
Cate Blanchett
Audrey Hepburn
Robin Williams
Cary Grant
Bette Davis
Johnny Depp
Greer Garson
Richard Burton

4
Leonardo DiCaprio
Jane Fonda
Henry Fonda
Russell Crowe
Philip Seymour Hoffman
Kate Winslet
Sissy Spacek
Kirk Douglas
Elizabeth Taylor
Julie Christie
Glenda Jackson
Anne Bancroft
Albert Finney
Jodie Foster
Joaquin Phoenix
Faye Dunaway
John Wayne
Joan Fontaine
Susan Hayward
Tom Cruise

3
Shirley MacLaine
Julianne Moore
Anthony Hopkins
Glenn Close
Olivia de Havilland
Jon Voight
Anthony Quinn
Sean Penn
Sally Fields
Ian McKellen
Jeff Bridges
Gary Oldman
William Holden
George C. Scott
Edward Norton
Christian Bale
Montgomery Clift
Robert Mitchum
Gary Cooper
Willem Dafoe
Robert Downey Jr.
Joan Crawford
Orson Welles
Naomi Watts
Julie Andrews
Charlie Chaplin
Fredric March
Gregory Peck
Sean Connery
Ralph Fiennes
Diane Keaton
Michelle Williams
Jeremy Irons
James Dean
Emma Thompson
Ben Kingsley
Robert Redford
Warren Beatty
Viggo Mortensen
Tony Curtis
Michelle Pfeiffer
Alan Arkin
Jim Carrey
George Clooney

Appearances so far / TOP 5

8
Robert De Niro
Jack Nicholson

7
Marlon Brando
Al Pacino

6
Ingrid Bergman

5
Meryl Streep
Paul Newman
Laurence Olivier
Katharine Hepburn
Dustin Hoffman
James Stewart
Tom Hanks
Daniel Day-Lewis

4
Humphrey Bogart
Peter O'Toole
Gene Hackman
Burt Lancaster
Leonardo DiCaprio
Jane Fonda
Henry Fonda

3
Jack Lemmon
Robert Duvall
Denzel Washington
Alec Guinness
Morgan Freeman
Sidney Poitier
Cate Blanchett
Audrey Hepburn
Russell Crowe
Philip Seymour Hoffman
Shirley MacLaine
Julianne Moore
Anthony Hopkins
Glenn Close
Olivia de Havilland
Jon Voight
Anthony Quinn
Sean Penn
Sally Fields
Ian McKellen

Appearances so far / TOP 1

5
Daniel Day-Lewis

3
Robert De Niro
Marlon Brando
Meryl Streep
Dustin Hoffman

2
Jack Nicholson
Al Pacino
Paul Newman
Tom Hanks
Shirley MacLaine
Elizabeth Taylor

1939
1. James Stewart - Mr. Smith Goes to Washington
2. Vivien Leigh - Gone With the Wind
3. Clark Gable - Gone With the Wind
4. Laurence Olivier - Wuthering Heights
5. Greta Garbo - Ninotchka
6. Bette Davis - Dark Victory
7. Robert Donat - Goodbye, Mr. Chips
8. Thomas Mitchell - Stagecoach
9. John Wayne - Stagecoach
10. Judy Garland - The Wizard of Oz

11. Claude Rains - Mr. Smith Goes to Washington
12. Ray Bolger - The Wizard of Oz
13. Greer Garson - Goodbye, Mr. Chips
14. Olivia de Havilland - Gone with the Wind
15. Mickey Rooney - Babes in Arms
16. Irene Dunne - Love Affair
17. Thomas Mitchell - Gone With the Wind
18. Henry Fonda - Young Mr. Lincoln
19. Basil Rathbone - The Hound of Baskervilles
20. Hattie McDaniel - Gone With the Wind

Great job, Tim.

1939
1. James Stewart - Mr. Smith Goes to Washington
2. Vivien Leigh - Gone With the Wind
3. Clark Gable - Gone With the Wind
4. Laurence Olivier - Wuthering Heights
5. Greta Garbo - Ninotchka
6. Bette Davis - Dark Victory
7. Judy Garland - The Wizard of Oz
8. Robert Donat - Goodbye, Mr. Chips
9. Thomas Mitchell - Stagecoach
10. John Wayne - Stagecoach

11. Claude Rains - Mr. Smith Goes to Washington
12. Ray Bolger - The Wizard of Oz
13. Greer Garson - Goodbye, Mr. Chips
14. Henry Fonda - Young Mr. Lincoln
15. Olivia de Havilland - Gone with the Wind
16. Mickey Rooney - Babes in Arms
17. Irene Dunne - Love Affair
18. Geraldine Fitzgerald - Wuthering Heights
19. Thomas Mitchell - Gone With the Wind
20. Basil Rathbone - The Hound of Baskervilles

1. James Stewart - Mr. Smith Goes to Washington
2. Vivien Leigh - Gone With the Wind
3. Clark Gable - Gone With the Wind
4. Laurence Olivier - Wuthering Heights
5. Greta Garbo - Ninotchka
6. Bette Davis - Dark Victory
7. Robert Donat - Goodbye, Mr. Chips
8. Thomas Mitchell - Stagecoach
9. Judy Garland - The Wizard of Oz
10. John Wayne - Stagecoach

11. Claude Rains - Mr. Smith Goes to Washington
12. Ray Bolger - The Wizard of Oz
13. Greer Garson - Goodbye, Mr. Chips
14. Henry Fonda - Young Mr. Lincoln
15. Olivia de Havilland - Gone with the Wind
16. Mickey Rooney - Babes in Arms
17. Irene Dunne - Love Affair
18. Thomas Mitchell - Gone With the Wind
19. Geraldine Fitzgerald - Wuthering Heights
20. Hattie McDaniel - Gone With the Wind

Looks good.

1938
1. Cary Grant - Bringing Up the Baby
2. Bette Davis - Jezebel
3. Katharine Hepburn - Holiday
4. James Cagney - Angels with Dirty Faces
5. Spencer Tracy - Boys Town
6. Katharine Hepburn - Bringing Up the Baby
7. Leslie Howard - Pygmalion
8. Margaret Sullavan - Three Comrades
9. Robert Donat - The Citadel
10. Wendy Hiller - Pygmalion

11. Michael Redgrave - The Lady Vanishes
12. Mickey Rooney - Boys Town
13. Fay Bainter - White Banners
14. Norma Shearer - Marie Antoinette
15. Walter Brennan - Kentucky
16. Errol Flynn - The Adventures of Robin Hood
17. Charles Boyer - Algiers
18. Basil Rathbone - The Adventures of Robin Hood
19. Lew Ayres - Holiday
20. Pat O'Brien - Angels With Dirty Faces

1938
1. Cary Grant - Bringing Up the Baby
2. Bette Davis - Jezebel
3. Spencer Tracy - Boys Town
4. James Cagney - Angels with Dirty Faces
5. Katharine Hepburn - Holiday
6. Leslie Howard - Pygmalion
7. Margaret Sullavan - Three Comrades
8. Katharine Hepburn - Bringing Up the Baby
9. Robert Donat - The Citadel
10. Wendy Hiller - Pygmalion

11. Michael Redgrave - The Lady Vanishes
12. Mickey Rooney - Boys Town
13. Fay Bainter - White Banners
14. Norma Shearer - Marie Antoinette
15. Leslie Howard - Pygmalion
16. Walter Brennan - Kentucky
17. Errol Flynn - The Adventures of Robin Hood
18. Charles Boyer - Algiers
19. Basil Rathbone - The Adventures of Robin Hood
20. Robert Morley - Marie Antoinette

Well...

Sorry, the correct is Wendy Hiller - Pygmalion.