Born Archibald Leach on January 18, 1904, the world would not meet Cary Grant until 1931. Grant, who was born in Bristol, England to Elias and Elise Leach. By all accounts, Grant’s childhood was tough, due to his father being an alcoholic and his mother suffering from depression.

Archie as he was known back then was crushed when his father told him that his mother left for a long holiday when he was nine, and later told that she was dead. This was a lie. In truth Elias had sent Elise to Glenside Hospital, a mental institution.

Archie decided early in his teens that he loved to perform. Whether it was behind the scenes working on lighting or performing on stilts, young Archie Leach was gifted. He tried several times to leave his unhappy home by attempting to get on ships as a cabin boy, but Archie was too young. After Archie was expelled from school, his father allowed him to sign a three year contract with The Pender Troupe to tour not only England, but soon Grant would arrive in New York City and perform at the Hippodrome.

Grant would spend the next couple of years touring the USA performing vaudeville and perfecting his acting and comedy chops. Grant would find himself in and out of plays, but soon the limelight of Hollywood would be calling.

Grant would be signed on December 7, 1931 by Paramount Pictures. B.P. Schulberg, the co-founder of Paramount Pictures thought that Archibald Leach was too British and demanded that his name be changed, Cary Grant was “officially born”.

Grant’s first true role in the film industry was, This Is The Night, Grant hated his performance in the film but was surprised to learn that he got good critical notices. And so began the career of one of greatest actors of all-time.

Below you will find my ranking of all but one of Grant’s films. His 1936 film, Suzy only appears on the Warner Archive Jean Harlow Collection, and has proven to be elusive.

It was incredibly fun to watch a golden age star go from being a solid supporting actor into one of the coolest, funniest actors I have ever watched on screen. I am not sure when I first saw a Cary Grant film, but I do know the first film I remember seeing him in was Hitchcock’s To Catch A Thief.

What made me want to watch all of his films was after I bought The Awful Truth on The Criterion Collection, I realized that Grant’s comedic timing was second to none. That led me down the Grant rabbit hole that I will never leave.

What was so awesome about his journey is discovering films that I was unfamiliar with and falling in love with them. (See, The Eagle and The Hawk, it deals with PTSD suffered by fighter pilots in World War I) Throughout my journey, I really started to appreciate not only Grant as an actor but also as a man. I’ve read two biographies and watched a number of documentaries on Grant. And I am pretty sure I have never heard a bad thing said about him. And I won’t either, even in his lesser films, he still is all charm.

And while it is sad that I have reached the end of my Grant journey, I am beyond excited to share with you how I felt about his 71 films. (Grant also appeared in a couple of WW2 propaganda films, a pirate themed variety show and an uncredited role in Singapore Sue, all of which I have left off this list.)

71. Alice in Wonderland, Directed by Norman McLeod

What in the hell is this. Released in 1933, Norman McLeod’s Alice in Wonderland is the worst and weirdest adaptation of the classic story I have ever watched. The direction is boring, and not only is Grant completely covered in his Mock Turtle costume, but so too is another Hollywood star Gary Cooper as the White Knight. The story doesn’t change, the sets are somewhat impressive but the costumes are nightmare inducing. Alice in Wonderland is just a dull mess.

70. Sinners in the Sun, Directed by Alexander Hall

If this film wasn’t anchored by the always amazing Carole Lombard it would be even worse. Lombard plays Doris Blake, a model who stays out late and is pursued by a poor mechanic Jimmie Martin. Doris wants more than Jimmie can offer her and is soon wooed by a rich dude.

By staying out all night and wanting something more we are supposed to be upset with Doris’ nightlife, but like the movie I found it “meh”. Grant is in the film for about 5 minutes and does share a pretty great scene with Lombard, but it comes about ¾ of the way through the film and it doesn’t elevate the film at all.

69. Merrily We Go To Hell, Directed by Dorothy Arzner

Jerry Corbett is an alcoholic writer who is also having an affair. His wife learns of the affair and has one of her own with Charlie Baxter (Grant). The alcoholism is a little heavy handed and like a lot of the films in this era, the film is wrapped up really quickly after Jerry learns the errors of his ways. Points though for being a little racy.

68. This Is The Night, Directed by Frank Tuttle

Cary Grant’s first role is that of Olympic Javelin thrower, Stephen Matthewson. He returns home unexpectedly, he doesn’t know that while he was away his wife, Claire is having an affair with Gerald. Stephen grows suspicious of his wife and Gerald and the two attempt to hide the affair by going to great and not entirely believable lengths.

Cary Grant’s first role isn’t his best, it also doesn’t serve him well as he is handsome and dashing, and Roland Young, who plays Gerald is not. So the affair isn’t really believeable and the script his ho-hum. There is a glimmer of the actor would become, but his first movie was a miss.

67. Devil and The Deep, Directed by Marion Gering

A Naval melodrama about a Commander who is insane, played with gusto by Charles Laughton and his long suffering wife. Gary Cooper stars as Lieutenant Sempter, who is in love with the Commander’s wife and attempts to save her from her controlling husband.

The melodrama is laid on pretty thick in Devil and the Deep. Grant is not given much screen time as the cool sounding Lieutenant Jaeckel. An early effort from Grant who makes the most of his limited role. The miniatures look really cool.

66. Born To Be Bad, Directed by Lowell Sherman

Letty Strong had her son Mickey when she was only 15. She is not married and she refuses to let her son be taken advantage of. Letty teaches him to lie, steal and cheat. When Mickey is caught red handed, rich and handsome Malcolm Trevor (Grant) offers to take Mickey in and give him the life Letty has always wanted for him.

Grant is pretty good in Born To Be Bad, however his character goes from chartable and nice to horrible. Towards the end of the film he realizes that he loves Letty and engages in an affair with her, in his house with his wife there. And the biggest slap in the face is his wife has a heart to heart with Letty and gives them both her blessing. Yuck.

65. Thirty Day Princess, Directed by Marion Gering

An early starring role for Grant, Thirty Day Princess has a European Princess (Sylvia Sidney) arrive in New York City to secure a loan for her country. She catches the mumps and an identical actress is hired to play her while she mends.

Thirty Day Princess is a cute, little film. It doesn’t really push Grant as an actor. The movie moves quickly and it is light-hearted fun.

64. Night and Day, Directed by Michael Curtiz

Grant plays Cole Porter, in this sugar coated bio-pic about the famed songwriter.

Night and Day is a little too clean for my tastes. Cole Porter was brilliant and casting Grant as the icon is good casting, however the movie is pretty dull and never soars to heights of Porter’s fanciful career. It is the first film that Grant stared in that was filmed in color.

63. The Howards of Virginia, Directed by Frank Lloyd

A rich and beautiful woman named Jane (Martha Scott) leaves her rich family and marries a poor surveyor Matt Howard (Grant). The Howards of Virginia follows the couple as they raise their family as war breaks out between England and the Colonies. Matt is pulled into battle as are his two sons. They also have a son who is handicapped that Matt chooses to scold and be embarrassed by.

If you told me that a film about my favorite history subject, The American Revolution, starring one of my favorite actors would be just ho-hum it would break my heart. But that’s what we got here with The Howards of Virginia. Grant is somewhat miscast as he plays the role of Matt a little too over the top. Some of the movie is winning and it is cool to see Grant tackle a colonial war movie.

62. Every Girl Should Be Married, Directed by Don Hartman

Madison Brown (Grant) is a handsome, single pediatrician. A young woman named Anabel (Betsy Drake) is looking for the perfect husband. She believes she has found him in Madison. But Madison is happy with his bachelor life style, can Anabel trap him into marrying her?

If you cringed a little reading the plot of the film I don’t blame you. The title alone is really archaic and the movie is not that much better. It does however feature two really fun performances by Drake and Grant. The movie plays like a sitcom, basically going from one silly situation to another but the actors are game which makes the film a fun watch. Drake would go on to marry Grant a year after this movie was released.

61. Ladies Should Listen, Directed by Frank Tuttle

A beautiful switchboard operator Anna (Frances Drake) falls in love with the kooky business man Julian (Grant) who lives in the building. Anna however only knows Julian from his voice, and is heartbroken to learn he has a girlfriend. Anna soon becomes involved in Julian’s life however when she learns his girlfriend is trying to con him out of money.

Grant is a lot of fun in this film. Around this time (1934), Grant was really starting to find his footing not only as an actor but as a comedian. And while the movie is really silly it does have some really great moments and the chemistry between Drake and Grant is really sweet.

60. Enter Madame, Directed by Elliot Nugent

Lisa Della Robbia (Elissa Landi) is a world famous opera singer. Gerald Fitzgerald (Grant) is infatuated with her. Gerald soon marries Della Robbia, but soon learns that he is taking a backseat to her famous career.

An ok drama that explores a man’s jealousy with his wife’s career. It would take Grant a little longer to get is footing in dramas. Enter Madame isn’t a great movie but it is another example of watching Grant starting to hone his craft.

59. Kiss Them For Me, Directed by Stanley Donen

Navy sailors are given shore leave and decided to take up residence in a San Francisco hotel. While they are there they throw parties, and with the parties come a lot of pretty girls and a lot of problems.

A pretty silly, light later Grant film, Kiss Them For Me is a slight misfire from Grant and director Donen. That doesn’t mean there isn’t fun to be had. There are several laugh out loud moments but the movie drags a little in its 106 minute runtime. And while Jane Mansfield is fine, she is no Marilyn Monroe when it comes to blonde-bombshell comediennes.

58. Kiss and Make-Up, Directed by Harlan Thompson

A well liked plastic surgeon, Maurice Lamar (Grant) is a wizard with a knife. He makes his rich clientele also beautiful. Trouble brews when Dr. Lamar makes Eve Caron (Genevieve Tobin) so beautiful she leaves her husband for him.

So this movie is fun and really horrible to women. It basically says don’t worry if you are ugly, plastic surgery will fix that! It is silly and if you look past the ridiculous plot there is laughs to be had.

57. The Last Outpost, Directed by Charles Barton and Louis J. Gasnier

It’s WW1, and British Officer Michael Andrews (Grant) is captured by the Kurds. He is rescued from execution by a British spy (Claude Rains). Andrews falls for a nurse, Rosemary Haydon (Gertrude Michael) who takes care of his wounded leg. Soon Andrews falls for Haydon who he learns is married. And Rosemary is married to none other than the British spy who rescued him from the Kurds!

An ok War melodrama, buoyed by great performances by Grant and Rains. The battle scenes are also shot really well. I do give this movie extra points for Grant rocking a ‘stache!

56. Madame Butterfly, Directed by Marion Gering

A navy Lieutenant Ben Pinkerton (Grant) is on shore leave in Japan. There he visits a Geisha and marries a woman, Cho-Cho San (Sylvia Sidney). Cho-Cho falls madly in love with Pinkerton and is devastated when he tells her he is leaving. Three years past and Pinkerton is in America with his new wife. Cho-Cho still waiting for Pinkerton to return is revealed to have had a child. Pinkerton returns to visit Cho-Cho who learns of his new wife. Heartbroken, Cho-Cho never reveals Pinkerton of their child.

Madame Butterfly is based on a famous opera and is wonderfully shot, it however suffers from a little heavy handed drama. Plus Grant’s character comes across as just a jerk for a woman who completely devotes herself to him.

55. The Pride and the Passion Directed by Stanley Kramer

During the Napoleonic Wars, a British Officer Anthony (Grant) must transport a large cannon across Spain to help the British defeat the French. He enlists the help of Miguel (Frank Sinatra) but Anthony soon falls for Miguel’s beautiful girl Juana (Sophia Loren).

A movie loaded with star power in front of and behind the scenes is somewhat of a disappointing war film. The movie has its moments but the runtime seems a little bloated as the sole reason to make this movie was to win awards. It didn’t and is a rare misfire for all the talent involved. Not the worst Grant film but maybe the most disappointing.  

54. Wings In the Dark, Directed by James Flood

Two great pilots, Ken Gordon (Grant) and Shelia Mason (Myrna Loy) are the best at what they do. Mason has one disadvantage, being a woman. While Gordon gets the glory, Mason is forced to only fly in shows. Gordon is also working on an auto pilot invention. Tragedy strikes when Gordon is temporarily blinded and Mason must bring him out of his depression.

Although Wings in the Dark suffers from unintentional laughs, the flying photography soars. Grant and Loy display some great chemistry that will serve them well in future films. Plus it’s really cool to see a crazy idea of auto pilot be a reality today.

53.The Woman Accused, Directed by Paul Sloane

Glenda O’Brien (Nancy Carroll) is attacked by a former lover and accidently kills him. She attracts the suspicion of the victim’s friend. Glenda leaves for a cruise with her fiancé, Jeffery Baxter (Grant) but is pursued by several unsavory men who want a confession.

A crime drama early in Grant’s career, The Woman Accused is a solid not great film. The lengths that is gone to make Carroll admit to the murder is really silly, but plays out in a tense manner. Plus Grant whips the hell out of a bad guy to make him confess which is totally bad ass.

52. She Done Him Wrong, Directed by Lowell Sherman

Lady Lou (Mae West) owns a nightclub where she entertains men all night. When one of her former lovers Chick Clark (Owen Moore) returns to see her and learns Lady hasn’t been faithful, he threatens to kill her if she double crosses him. It’s up to the young and handsome Captain Cummings to help Lady.

Mae West claims to have discovered Grant, however Grant was in several films before this one and Grant also denies this, but they do have sizzling chemistry in their first of two films together in 1933. This is really a Mae West film as she is given all the best lines. West crushes it on screen and this film is famous for her line, “Why don’t you come up sometime and see me?” Grant is fun, overall a pretty fun movie. Their second film of ’33 however, I’m No Angel I think is better.

51. Houseboat, Directed by Melville Shavelson

Estranged from his children and wife, Tom Winters (Grant) attempts to reconnect with his children after his wife’s death. His children however dislike him. One night at a concert a beautiful woman, Cinzia Zaccardi (Sophia Loren) finds Winters youngest child after he tries to runaway from his father. Zaccardi soon becomes the maid for the family, but Tom learns that Cinzia can’t cook, or clean but she wins the heart of both the children and Tom while they live on a houseboat.

Houseboat is a cute movie. Its light and a breezy watch. At this point Grant wasn’t taking too many chances but his charm can always buoy an average movie. Loren is great too and has impeccable comedic timing. Plus the soundtrack features Sam Cooke so bonus points for that!

50. Hot Saturday, Directed by William A. Seiter

A rebellious bank teller (Nancy Carroll), has a reputation in a small town. She spends her nights out late, dancing, gambling and drinking. She also has the attention of several suitors. When she stays the night with a womanizer, Romer Sheffield (Grant) she becomes the victim of a rumor, which is spread by a jilted suitor.

Pretty interesting character study with Grant playing the womanizer with a heart of gold. But he too in the film is a subject of just rumors. Sheffield is actually a nice guy who happens to have lots of money. He and Carroll share a really sweet scene and the film reminds us that everything is not what it seems.

49. The Amazing Adventure, Directed by Alfred Zeisler

A millionaire who has grown bored, Ernest Bliss (Grant) takes a bet that he can support himself for a year without touching his money.

A really fun movie with a popular troupe of the 30’s, that of being rich isn’t everything, in fact the rich soon learn that just because you have money doesn’t mean you have happiness. This has been done better in films like Sullivan’s Travels, but The Amazing Adventure has its moments that make it a fun watch.

48. Dream Wife, Directed by Sidney Sheldon

Effie (Deborah Kerr) is all business, her boyfriend Clemson Reade (Grant) longs for a wife who will be his dream wife. When Effie and Clemson call it quits, he finds what he is looking for in a visiting Princess named Tarji (Betta St. John). Tarji is trained in making men happy, but she too longs for something more, freedom. Effie is a US diplomat who is tasked with keeping the visiting royals happy and the courtship of Clemson and Tarji on course. Will Effie remain all business or will she discover what she is missing with Clemson?

A light, fun film in which Grant shows off is impeccable comedic timing, Dream Wife is almost a great Grant film. The silly premise holds it back, but the films actors are all on top of their game. Kerr is also charming, and the chemistry she has with Grant will become a focal point 4 years later in An Affair to Remember.

47. Crisis, Directed by Richard Brooks

During a vacation to a Latin American country, Doctor Eugene Ferguson (Grant) and his wife (Paula Raymond) are captured by a dictator (Jose Ferrer) who needs the doctor to save his life. Due to the country being in the midst of a revolution, the Dictator Raoul Farrago is fearful that if he goes to the hospital to have his tumor removed he will die. Farrago and Ferguson engage in political conversations to which Ferguson soon learns his dislike for Farrago, but his oath as a doctor will force him to save his life.

An interesting film that explores the topic of is it right to save an evil person because that is you’ve sworn to do, or to let a vicious man die because he stands against everything you believe in. Grant and Ferrer are great in the film and while it never quite succeeds at being a morality tale but an interesting movie nonetheless.

46. When You’re In Love, Directed by Robert Riskin and Harry Lachman

Louise Fuller (Grace Moore) is an opera singer stuck in Mexico due to Visa problems. Jimmy Hudson (Grant) is a talented artist who can’t pay his hotel bill. Forced with being out on the streets, Fuller and Hudson devise a plan to get married. Fuller will have her Visa issue cleared up and she will give Hudson $2,000 giving him the financial freedom he wants. Although they spend most of their time bickering they soon develop feelings for one another. Will they stay married or get a divorce? If you are in an unhappy marriage, it is best to take the help of San Marcos divorce lawyers services who will support you, give you legal counseling, and take decisions that are best for your future.

Part comedy, part musical When You’re in Love is a sweet and fun. Grant is really coming into his own as a comedy actor and Moore is solid. The movie suffers from pacing issues due to Moore being quite the opera singer we forced to sit through some painfully slow musical numbers. While not all of them soar, her racy rendition of “Minnie the Moocher” is crowd pleasing.

45. Gambling Ship, Directed by Louis J. Gasnier and Max Marcin

Ace Corbin (Grant)  is a mob boss who decides he is done with being a crook and goes across the country to go straight. Along the way he meets Eleanor La Velle (Benita Hume) whom he falls for her. They both have a past however. Ace won’t tell Eleanor of his dealings and Eleanor is entangled with a mob boss Pete Manning (Jack La Rue). Will either of them survive when Manning forces Ace to be a part of his gambling ship?

I really like Grant films when he goes a little dark. And although Grant’s Ace has a trick up his sleeve to be more likeable he also has a mean streak in Gambling Ship. The twists are fun making this a ship worth sailing for.

44. That Touch of Mink, Directed by Delbert Mann

Suave and rich business man Philip Shayne (Grant), is not looking to settle down. Cathy Timberlake (Doris Day) is a beautiful woman looking for Mr. Right to marry. When a chance encounter brings them together, Shayne does all he can to woo, the innocent Cathy. But he learns that with all the money and the charm in the world may not be enough to sway Cathy of an ideal relationship.

Right out the gate, Grant and Day prove why they are two of the most likeable stars ever. Both are able to lay on the charm with little to no effort. That Touch of Mink is silly, fun and a perfect Sunday afternoon movie.

43. None But The Lonely Heart, Directed by Clifford Odets

Ernie Mott (Grant) returns home to care for his sick mother (Ethel Berrymore). Her antique shop is barely scarping by and Ernie soon turns to a life of crime to help his mother.

Grant was nominated for an Academy Award for this film. So too was Berrymore. Berrymore won, Grant did not. Grant is really good in the film as straddles the line between being good and being a crook. The film however never lives up to the stars performances as it is a little too thick on the melodrama.

42. Indiscreet, Directed by Stanley Donen

Actress Anna Kalman (Ingrid Bergman) is looking for the man of her dreams. In walks Philip Adams (Grant) who might just be that man. Although Adams claims to be married, Kalman is still smitten with him.

Without stating the obvious, Bergman and Grant are sensational in this movie. They’re chemistry picks up right where they left in Notorious and you find yourself rooting for them in the film. Indiscreet is directed with flair by Stanley Donen and the twists and turns are really fun. A really solid effort by everyone involved.

41. Sylvia Scarlett, Directed by George Cukor

Attempting to escape France do to an embezzlement charge, Henry Scarlett (Edmund Gwenn) has his daughter Sylvia (Katharine Hepburn) dress as a boy and go by Sylvester. On the way the meet suave con-man Jimmy Monkley (Grant). The trio soon embark on several schemes along the way, getting help from unlikely people on their journey.

Hepburn owns this movie. And while it’s impossible to buy her as a man (her cheek bones and femininity shine through the costumes and the short hair), she nonetheless is game. Grant is fun with his Cockney accent and mischievous way. This is the first of many great Grant and Hepburn collaborations. It doesn’t ever reach the heights of The Philadelphia Story, but Sylvia Scarlett is a perfectly good road trip-ish movie.

40. The Toast of New York, Directed by Rowland V. Lee

After buying confederate war bonds, a trio of crooks learn they are worthless after the South loses the American Civil War. Instead of resting on their laurels Jim Fisk (Edward Arnold), Nick Boyd (Grant), and Luke (Jack Oakie) decide to con rich business men out of money. Now rich Jim is becoming drunk with power and is prepared to stomp on the poor on his way to the top.

I didn’t expect much from The Toast of New York, but I was wrong. A really good period drama that highlights the danger of greed, you find yourself rooting for and against the devious trio. New York was released in 1937, and although he was a co-star in the film you can start pinpointing the turning point in Grant’s acting career. He now exudes confidence on the screen and would soon become the most popular movie star in the world.

39. I’m No Angel, Directed by Wesley Ruggles

Lion tamer. Dancer. Tira (Mae West) takes her act to new dangers as she places her head directly into a lion’s mouth! Tira soon makes her way to New York where she woos men, and the men become smitten with her. When a wealthy man Jack Clayton falls for Tira, he asks for her hand in marriage. Tira accepts but after a misunderstanding she is sued by Clayton and must prove her innocence in court.

The second pairing of West and Grant, I believe is superior to She Done Him Wrong. West and Grant again put on the charm throughout. And while West was never a great actress in my opinion there is no denying she is alluring on screen.

38. Big Brown Eyes, Directed by Raoul Walsh

Eve Fallon (Joan Bennett) is a noisy manicurist who is recruited to be a reporter to help solve a jewel theft and the shocking murder of a baby. With the help of her charming detective boyfriend Danny Barr (Grant) they make an unbeatable team.

A light hearted comedy that had some truly distressing scenes (the shocking shooting death of a baby) Big Brown Eyes surprised me a lot. Bennett is outstanding as the bubbly and bossy Eve, and Grant as Barr is hitting all the right beats. Their scenes together simply sparkle.

37. Walk Don’t Run, Directed by Charles Walters

On a business trip to Tokyo, Sir William Rutland (Grant) is having a difficult time finding a room to stay at. He is told that the Olympics are making all the hotels sold out. He takes up residence at a young woman’s home, Christine Easton (Samantha Eggar). The two have a hard time sharing the apartment that is further complicated when Rutlans asks Olympian Steve Davis (Jim Hutton) to live with them as well. Rutland sees that Christine and Steve would make a good couple and attempts to play cupid.

Grant’s last film is somewhat of a fitting end to his legendary career. He is so much fun as not the romantic interest but the one who is facilitating the romance. The film is really cute and plays out like a classic sitcom, with some truly laugh out loud moments. My favorite is when Grant is continually locked out of the apartment and how he gets back in is classic.

36. People Will Talk, Directed by Joseph L. Mankiewicz

A successful doctor, Noah Praetorius (Grant) is under investigation for his unorthodox ways of treating his patients. When a young woman Deborah (Jeanne Crain) faints at a lecture it is revealed that she is pregnant. After being treated Deborah is released and attempts suicide. Due to Praetorius saves her life, he informs her that she is not pregnant. Soon Praetorius falls in love with Deborah and they are married. But will the good doctor survive his investigation and the secret he is keeping from his new wife?

People Will Talk had me crying a couple of times. Both Grant and Crain put in some truly great work that pull on the heart strings. There is a small twist with some amazing performances that make the impact that much more significant. It’s a drama that hits all the right beats.

 35. Monkey Business, Directed by Howard Hawks

A research chemist Barnaby Fulton (Grant) is attempting to make a potion that will be the fountain of youth. After a monkey escapes from his cage and mixes several ingredients, it accidently succeeds. Fulton unknowingly takes the potion and is immediately reverted back to his 20’s. Fulton gets a haircut, a sports car and flirts with the sexy secretary Lois Laurel (Marilyn Monroe). Fulton’s wife Edwina (Ginger Rogers) also takes the potion and the two soon begin to act like children.

Monkey Business is the silliest movie Grant has ever starred in. And although the premise is ridiculous, Rogers and Grant are a riot. Grant going from boring scientist to cocky and sure 20 year old is awesome. His scenes with Monroe, both as a meek chemist and as a cool sports car driving young guy are laugh out loud comedy gold.

34. Wedding Present, Directed by Richard Wallace

Two tabloid reporters Rusty Fleming (Joan Bennett) and Charlie Mason (Grant) are great but irresponsible reporters. They are also dating. When Mason pushes the City Editor out of a job, he soon finds himself the new editor. Mason starts to become unbearable to his co-workers and Rusty. Rusty leaves her job and Mason too. But after Mason learns that she will soon marry another man, Mason attempts to win her back.

Grant and Bennett pick up where they left off on Big Brown Eyes, delivering more laughs and more heartache. A funny and break neck paced movie that paved the way for His Girl Friday.

33. The Grass Is Greener, Directed by Stanley Donen

Victor Rhyall (Grant) is an English Earl, who allows tours of his castle because of hard financial times. During one of the tours, Victor’s wife Hilary Rhyall (Deborah Kerr) is stopped by a handsome millionaire oil tycoon Charles Delacro (Robert Mitchum). Hilary and Charles start as flirtatious adults, but soon develop feelings for one another.

A romantic comedy with Mitchum playing the handsome trouble maker for a married couple is lots of fun. Grant is his usual strong presence on screen with spot on comedic timing. Donen is also at the top of his game. Especially in a duel scene, it is edited and directed with flair.

32. Once Upon A Time, Directed by Alexander Hall

After a string of flops, Broadway producer Jerry Flynn (Grant) is looking for the next big thing. He believes he finds it when a young boy Pinky (Ted Donaldson) shows him a caterpillar named Curly who can dance to “Yes Sir,That’s My Baby”.

Although the plot sounds ludicrous and it is, Once Upon A Time works surprisingly well. Of course if Grant did not believe in the film, then it would fall flat. Grant does give it his all and the charm and the cuteness of the story will bring a smile to your face.

31. Blonde Venus, Directed by Josef Von Sternberg

After a chemist (Herbert Marshall) becomes poisoned, he is forced to go to Europe for treatment. Leaving his entertainer wife Helen (Marlene Dietrich) is forced to work in a nightclub to support herself their son and to pay for the expensive treatment. As Blonde Venus, she soon has a suitor in a millionaire Nick Townsend (Grant) and they fall in love.

I am always surprised when older films tackle really heady issues and Blonde Venus sure does. At one point Helen takes her son and runs from her husband. When he finally catches up to them in New Orleans he pays her off to never see their son again. This is a tough movie to watch and it delivers several punches. Critics point to this film as Grant’s turning point in his career. And they are right, he is great in Blonde Venus.

30. Once Upon A Honeymoon, Directed by Leo McCarey

A reporter Patrick O’Toole (Grant) suspects that Baron Von Luber (Walter Slezak) is actual a Nazi. Von Luber’s wife, Katherine Butt-Smith (Ginger Rogers) a burlesque dancer also notices that wherever her husband goes the Nazi’s aren’t far behind. With the help of Katherine, O’Toole soon uncovers a nefarious plot involving the Baron.

Part comedy, part wartime drama Once Upon A Honeymoon is an odd, satisfying film. Rogers and Grant have charisma and chemistry to spare but what I liked about this film is that it plays first as a comedy then it evolves into a spy thriller. McCarey does a great job balancing all the tones of the script.

29. The Bishop’s Wife, Directed by Henry Koster

In trying to build a grand cathedral a bishop, Henry Broughham (David Niven) seems to have ignored what is important. His wife Julia (Loretta Young) and daughter feel the strain of Henry’s focus on the cathedral. One night Henry prays for help. Enter Dudley (Grant) who seems to have charmed everyone but the Bishop. Henry is concerned that Dudley is going to win the affection of not only everyone in town but also his family. But, is Dudley all he appears to be?

A really sweet movie in which Grant plays (spoiler!) an angel. And while this story is played a little more effectively in Frank Capra’s It’s A Wonderful Life, The Bishop’s Wife is also a winning picture, in no small part to Grant and his undeniable charm. The ice skating scene alone makes this an instant Christmas movie classic.

28. An Affair to Remember, Directed by Leo McCarey

On a cruise to return to New York, playboy NIckie Ferrante (Grant) meets a singer Terry McKay (Deborah Kerr). At first that do not like each other. Nickie is engaged to be married to an heiress and is a known for his affairs. NIckie sees Terry as stand offish. They soon succumb to their attraction to one another and agree to sort out their personal lives and meet in six months atop the Empire State Building. NIckie makes it, but tragedy strikes and Terry doesn’t.

An Affair to Remember is actually a remake of Leo McCarey’s film Love Affair which he made in 1939. This time he recasts the leads from Irene Dunne and Charles Boyer to Deborah Kerr and Cary Grant. This movie is very charming and romantic. Kerr and Grant are really great together and show off their incredible improvising skills in this film. If the movie did not get so cheesy towards the end it would be one of the best romantic dramas ever. Nonetheless, it is still an iconic film that is well loved.

27. Topper, Directed by Norman McLeod

George (Grant) and Marion Kerby (Constance Bennett) are fun loving couple that party and don’t take life seriously. Cosmo Topper (Roland Young) is a bank president who is boring. When the Kerby’s die in an auto accident they return as ghosts, who are determined to haunt Cosmo to change his ho-hum life.

Topper is the first movie where Grant really showed off his amazing comedic timing. He would hone that to perfection four months later in The Awful Truth. Grant and Bennett are having a ball and it shows. A truly fun movie.

26. Room For One More, Directed by Norman Taurog

Anne (Betsy Drake) and George Rose (Grant) have three kids and big hearts. George is surprised when Anne takes in Jane (Iris Mann) an orphan with many issues. George is in for another surprise when Anne adds another troubled orphan to their family Jimmy John (Clifford Tatum Jr.). It’s up to George and Anne to bring their big family together.

Room for One More took me by surprise. Grant is on point throughout the film. He made me laugh and made me cry, sometimes all at once. Hokey in the right parts, sweet at the right time and funny throughout, Room for One More is a winning family comedy.

25. In Name Only, Directed by John Crowell

Rich and handsome, Alec Walker (Grant) is in a loveless marriage with Maida (Kay Francis). Alec soon learns that Maida only married him for money and prestige. On horseback one day Alec meets Julie Eden (Carole Lombard). Julie is widowed and has a daughter. Alec and Julie fall in love, but Maida refuses to divorce Alec.

A drama that delivers on its promise, In Name Only is a really good film that showcases that Lombard and Grant can do more then comedy. They have amazing chemistry and the heartache they endure throughout the film is riveting. Sadly, Lombard would die in a plane crash only three years later and the world lost one of films earliest and brightest stars.

24, To Catch a Thief, Directed by Alfred Hitchcock

A retired cat burglar John Robie (Grant) must catch a thief who’s been copying his style. Enter the beautiful Frances Stevens (Grace Kelly), who sees through Robie’s fake cover and teases and flirts with Robie along the French Rivera.

A cool and sexy heist film directed with flair by Hitchcock, To Catch a Thief is the first Cary Grant film I remember watching. The movie moves quickly and is a lot of fun. This was the third time Grant teamed up with Hitchcock and this would be Kelly’s third and final collaboration with the director. She would soon become the Princess of Monaco after marrying Prince Rainer III in 1956.

23. Mr. Blandings Builds His Dream House, directed by H.C. Potter

Jim Blandings (Grant) wants nothing more then to get out of the city. So, he and his wife Muriel (Myrna Loy) embark on an adventure to find the perfect country house they can build. But what seems like a dream soon becomes a nightmare with soaring costs and unforeseen mishaps.

A cute and funny film, Mr. Blandings Builds His Dream House shapes up nicely. Grant is again in top form as a father, husband and professional. This film is a perfect example of how effortlessly Grant can be dashing, romantic, a fool and the butt end of a joke. It also showcases his amazing chemistry he has with all his female co-stars. Loy is also is top form being funny and a loving, patient wife.

22. Holiday, directed by George Cukor

Johnny Case has found the woman of his dreams Julie Seton (Doris Nolan). He intends to marry her. On the night that they are going to announce their engagement, Johnny is shocked to learn that Julie does not plan to go on a honeymoon with Johnny, but wants him to work in her father’s bank right away. Johnny meets Julie’s fun-loving sister Linda (Katharine Hepburn) and the two soon discover that maybe they have feelings for one another.

Holiday is the second film with Grant and Hepburn in 1938, the other is the screwball classic Bringing Up Baby, and while Holiday doesn’t quite reach the comedy standard of Baby, it is a really funny movie showcasing two amazing talents at their best. What I have always admired about Hepburn is her willingness to be silly for a laugh. She is a great actress and Holiday really lets her spread her comedic wings.

21. The Eagle and the Hawk, directed by Stuart Walker

Pilots for the Royal Air Force deal with not only the physical toll flying in World War I has but also the mental toll as well. Although they are rivals, pilot Jerry Young (Fredric March) and Henry Crocker (Grant) respect one another as the best. The rivalry reaches a breaking point with the death of a young pilot.

Top Gun 1930’s style, Eagle and the Hawk is an amazing film. The air fights are intense, but the drama that unfolds on the ground between the two pilots might be more intense. This film stuck with me long after the credits rolled. It is a very haunting film about PTSD suffered by soldiers that doesn’t pull any punches. I highly recommend it.

20. The Bachelor and the Bobby-Soxer, directed by Irving Reis

A teenage girl Susan Turner (Shirley Temple) lives with her sister Margret Turner (Myrna Loy), a judge. When handsome artist Richard Nugent (Grant) comes to Susan’s school for a lecture, Susan develops a crush on him. Susan sneaks into Richard’s apartment in an attempt to model for him. The district attorney Tommy and Margert find Susan in Richard’s apartment and Richard assaults Tommy. When Richard is in jail and the reason why Susan was in his apartment is revealed a psychiatrist recommends that Richard take Susan on dates until her infatuation with him dissipates. Richard only agrees to stay out of jail, and does everything he can to make himself appear unattractive to Susan.

The premise for The Bachelor and The Bobby-Soxer is ridiculous but somehow it totally works. It would also be really icky if Grant wasn’t so great at understanding the ridiculousness of the plot and just rolls with it, having a great time. Temple also really shines as a misguided but likeable young woman. The movie is wacky but a heck of a lot of fun.

19. Only Angels Have Wings, directed by Howard Hawks

Flying dangerous missions in South America, Geoff Carter (Grant) has yet to see a mission that he is unwilling to take. When his former flame Judy MacPherson (Rita Hayworth) returns she brings her husband Bat MacPherson (Richard Barthelmess) a discredited pilot. Desperate for help Carter hires him and spurns the advances of Bonnie Lee (Jean Arthur).

Thrilling flying sequences soar in this expertly directed film by Howard Hawks. The drama is palpable both in the air and on the ground. Grant gives a standout performance as a rouge tough guy unwilling to let anything or any person get in his way of delivering on his contracts. Although Hayworth got the attention in this film, Jean Arthur is great as the piano playing Bonnie, the last scene is classic romantic stuff.

18. Suspicion, directed by Alfred Hitchcock

Lina McLaidlaw (Joan Fontaine) is a wealthy woman who falls for a hustler named Johnnie Aysgarth (Grant). Although she has reservations about him, Lina marries Johnnie. It seems Johnnie always has a scheme up his sleeve, and when one of Johnnie’s friends dies mysteriously, Lina believes that Johnnie might have killed him. Lina is now convinced that Johnnie intends to kill her as well, in order to get all of her money.

Crafted with precision and razor-sharp focus, Suspicion definitely lives up to its name. What makes the film work so well is Grant is playing against type here. Sure, he is playing a handsome, charming fellow, but there is something sinister in his performance and with the help of the always stellar Joan Fontaine (see Rebecca) you go on a rollercoaster of a movie. A part of you doesn’t want to believe that Johnnie killed anyone, but you wouldn’t be surprised if he did.

17. The Talk of the Town, directed by George Stevens

Escaping from jail, Leopold Dilg (Grant) finds a home to hide in, that of his childhood sweetheart Nora Shelley (Jean Arthur). Charged with arson and murder after the Holmes Woolen Mill burned down Dilg convinces Shelley that he did not commit the crime. Shelley believes him and intends to keep Dilg hidden. Their situation is complicated when a law professor, soon to be a judge (Ronald Colman) is renting the same house Dilg is hiding in. Dilg engages in philosophical debates with the professor posing as a gardener, in hopes of changing his point of view.

A great showcase for the three leads in the film, The Talk of the Town is a funny, sweet political drama. The debates between Grant and Colman are really fun.

16. Destination Tokyo, directed by Delmer Daves

In preparation for the bombing of Tokyo, Captain Cassidy (Grant) must lead a secret mission with his submarine and crew into Tokyo Bay.

A really well made World War II movie. Grant is stellar as the leader of a fun group of characters. The submarine scenes are really well done and the suspense and drama that unfolds during the film is top notch. I always find it interesting when you watch a WW2 movie that was made during WW2.

15. Penny Serenade, directed by George Stevens

Julie Adams (Irene Dunne) reflects on her life with her husband, Roger (Grant). Their life is filled with love, happiness and tragedy all told through flashbacks.

This film is a real tearjerker. Grant is on point as a loving husband and father. Grant was nominated for Best Actor and he rightly deserved so. The trials and tribulations that he and Dunne go through will make you laugh and cry. The twist in the film is a real gut punch that I actually did not see coming. The film is told in a really interesting way as well as Dunne’s character is telling more of their story through records that she is playing. Irene Dunne too is so such a great actress, that I suspect I will be seeking out more of her films in the future.

14. Mr. Lucky, directed by H.C. Porter

Joe Adams (Grant) is a con man who is able to get out of going to war by winning a poker game and giving his draft card to the loser. When Adams needs money to bankroll his gambling shift he turns his attention to a wealthy socialite Dorothy Bryant (Laraine Day). He uses the gambling ship as a front for a charity casino, but Adams plans on keeping all the money for himself.

A drastic turn for Grant as he plays somewhat of a nefarious character. He lies, cheats and in one instance actually kills a guy. I liked the departure for Grant and it proved he could be a bad guy. Although Grant’s character turns towards the end into a somewhat redeemable character, the damage that he has inflicted in the movie has already been done.

13. Operation Petticoat, directed by Blake Edwards

A frustrated submarine Commander (Grant) is further annoyed when he is given a broken down submarine that is painted pink. Adding to his frustration is Lieutenant Nick Holden (Tony Curtis) and a group of nurses that he reluctantly takes onboard his submarine.

A World War II film that is also a pretty great comedy, Operation Petticoat doesn’t sink under its weight it cruises through the water at a break neck pace. Grant is wonderful in the film. He plays more of the straight man to Curtis’ Holden but Grant has learned how to deliver lines with A+ charisma and snark. There is some great submarine battle moments in the film as well making this a winner for people that love comedy, battles and beautiful nurses.

12. I Was a Male War Bride, directed by Howard Hawks

French Captain Henri Rochard (Grant) is assigned to work with American Lieutenant Catherine Gates (Ann Sheridan). Rochard is forced to be chaperoned by Gates because he isn’t allowed to drive a motorcycle and is stuck in the sidecar. At first the two officers clash, but through a series of misadventures and crashes they fall in love and marry. Rochard can only go to America as part of the traveling war brides.

A truly funny and ridiculous film, I Was a Male War Bride, plays to all of Grant’s strengths as an actor. From physical comedy to laugh out loud moments there is not a dull moment in the film. The big sell for the film at the time was to see Grant in drag and it is funny because although he is a handsome man, he makes for one ugly woman. The moment works so well because Grant too is aware of how much he doesn’t look like a woman, which makes the scenes where he is one very satisfying.

11. Father Goose, directed by Ralph Nelson

A beach bum in the South Sea, Walter Eckland (Grant) is forced to spy on enemy planes in World War II. He doesn’t want to do it, but reluctantly agrees. The Japanese force is just the beginning of his problems however as a French teacher (Leslie Caron) and her students wash ashore and Eckland is forced to carfe for them.

Playing a sloppy, gruff guy is not a character that Grant usually plays. Here, he is magnetic and funny as Eckland. Getting the public to buy this character and like him is a credit to Grant as an actor and to his incredible talent.

10. Gunga Din, directed by George Stevens

Based on the epic poem by Rudyard Kipling, Gunga Din tells the story of three British Army Sergeants Cutter (Grant), MacChesney (Victor McLaglen), and Ballantine (Douglas Fairbanks Jr.) who learn of secret cult in 1880 India. They also learn from Gunga Din (Sam Jaffe) of secret temple made of gold, Cutter decides to go after the fortune. Cutter is captured by the Thugee Cult and it’s up to MacChesney, Ballantine and Gunga Din to save him.

An epic adventure film, Gunga Din is one awesome film. Watching the movie reminded me a lot of Indiana Jones and the Temple of Doom. A secret evil cult, the promises of riches, action, romance and a supernatural element all blend together to make an unforgettable movie.

9. My Favorite Wife, directed by Garson Kanin

Ellen Arden (Irene Dunne) returns home after being shipwrecked for over 7 years. When she arrives home she finds her husband Nick (Grant) has remarried to a woman named Bianca Bates (Gail Patrick). Nick is happy but now he has to break the news to his new wife. But Ellen didn’t tell Nick the whole story, she was stranded with a handsome man, Stephen Burkett (Randolph Scott).

I could not stop laughing in this movie. It is a winning screwball comedy. The reaction that Grant has when he learns that his wife was with a hunky dude for 7 years and they called each other “Adam” and “Eve” is priceless. The chemistry between Dunne and Grant is second to none and not just romantically. When it comes to comedy they are equal and make every movie they are in together that much better.

8. His Girl Friday, directed by Howard Hawks

Hildy Johnson (Rosalind Russell) is a journalist for a newspaper that her ex-husband Walter Burns (Grant) is an editor for. When Walter learns that Hildy plans to remarry he attempts every trick he knows to make sure that doesn’t happen.

His Girl Friday is another example of a master class in acting and screwball comedy. The actors talk fast and often times over one another, with the jokes that come even faster. And while Grant is again at his best in this film, the real MVP is Rosalind Russell who shows the boys how comedy is done.

7. Arsenic and Old Lace, directed by Frank Capra

Playwright Mortimer Brewster (Grant) is newly married. When he and his wife Elaine (Priscilla Brewster) stop by his two elderly aunt’s home he is shocked to learn that they have been murdering lonely old men that come over.

I’m not sure if this is the first black comedy ever but the subject matter is certainly dark. But what makes this a truly funny and out of this world screwball comedy is the how manic Grant is throughout. From discovering his aunt’s secrets to his reaction upon finding a corpse under a window, you can’t help but chuckle. The film moves so quickly with Grant delivering his zaniest performance ever, you forget that it really is about two elderly serial killers.

6. Notorious, directed by Alfred Hitchcock

A United States Government agent, T.R. Devlin (Grant) recruits Alicia Huberman (Ingrid Bergman) as a spy. Devlin asks Huberman to win the heart of a Nazi hiding out in Brazil (Claude Rains). Devlin uses Huberman due to her father being a convicted German war criminal. But as he falls for Huberman and she goes deeper undercover, Alicia might be in grave danger.

A terrific spy thriller with a lot of romance sprinkled in for good measure. Grant is not a nice guy in this film. He knows that Alicia will do his bidding due to her father’s transgressions and he exploits it. Grant for his part is amazing at balancing the duty to serve the USA’s interests and his growing love for Bergman’s Alicia. Rains is so great at playing villains and in Notorious he shines again. Berman is in top form as well being torn between two men and being a patriot.

5. The Philadelphia Story, directed by George Cukor

After divorcing her husband two years prior, Tracy Lord (Katharine Hepburn) is about to remarry. Her ex-husband C.K. Dexter Haven (Grant) returns to her life. Also arriving for a scoop for the tabloid paper Spy, is reporter Mike Connor (James Stewart).

Three of Hollywood’s biggest stars at the time clash in the funny and heartfelt The Philadelphia Story. It might seem silly at the time but at this point in her career Hepburn was considered box office poison and was determined to get the movie made. Hepburn was a producer on the film and starred in the Broadway play of the same name. Grant said he would appear in the film if he was given top billing. He was also paid $137,000 for the part, which he donated to the British War Relief Society. The movie is a smashing success and Hepburn owns the role of Tracy Lord. A true romantic comedy winner.

4. Charade, directed by Stanley Donen

After meeting the handsome and funny Peter Joshua (Grant) in the French Alps, Regina Lampert (Audrey Hepburn) returns home to Paris to find her husband murdered. Soon Peter meets up with Regina in Paris, where she is being stalked by men who believe her husband has left her a fortune.

Grant and Audrey Hepburn. That should be all you need to hear to see this movie. But also that it is funny, romantic and sexy. Throw in some suspense and expert direction and you have one hell of an entertaining film. I dare you not to smile every time you learn a new name that Grant goes by and every time Regina asks is there a Mrs. Joshua/Dyle/Canfield he replies yes but divorced.

3. Bringing Up Baby, directed by Howard Hawks

Dr. David Huxley (Grant) is a paleontologist who is waiting for the last bone for his brontosaurus skeleton. He meets the fun but scatterbrained heiress Susan Vance after she plays his ball at a golf course. When a tame leopard named Baby is delivered to her apartment, she asks David for help, setting off a crazy and unpredictable day.

Maybe the screwiest of all screwball comedies, Bring Up Baby never stops upping the ante. Both Grant and Hepburn are game to make themselves look foolish with a hint of charm. Grant playing a nerdy doctor is also welcome as he gets to really cut loose on the physical comedy. What is remarkable about this classic movie is it was largely ignored when it was released and Hepburn was saddled with the unflattering term “box office poison”. She would get that last laugh however as her career continued for over 50 years after this movie was released.

2. North by Northwest, directed by Alfred Hitchcock

Successful advertising man Roger Thornhill is mistaken for a spy. He is kidnapped, threatened, and must travel across the country to clear his name.

I am not sure of a movie that has more iconic scenes then North by Northwest. The crop duster scene, the fight atop Mount Rushmore and the meeting between Grant and Eva Saint Marie aboard a train are all classics. This might be the ultimate Grant film as he is funny, well dressed and an action star all rolled into one glorious picture. Hitchcock is also at the top of his game, from the framing of the film to the blocking of the scenes, I don’t believe he was ever better. What might surprise people if they have never seen this film is how funny it is. North by Northwest is a rollercoaster that everyone should ride.

1.The Awful Truth, directed by Leo McCarey

When married couple Jerry Warriner (Grant) and Lucy (Irene Dunne) accuse each other of lying they decide to file for divorce. While the Warriner’s await the divorce to be finalized they begin dating other people, which leads to jealousy for both of them.

To me the funniest and best film in Grant’s illustrious career. Grant and Dunne are sensational in this film, with their winning chemistry on full display. Grant said that his favorite female co-star was Irene Dunne. Dunne for her part said this about Grant, “I appeared with many leading men. But working with Cary Grant was different from working with other actors, he was so much more fun! I will always remember the two compliments he gave me. He said that I had perfect timing in comedy and that I was the sweetest smelling actress he ever worked with.” Grant is spot on describing Dunne’s comedic timing, she is brilliant. As far as how good she smells, I can only imagine.  Grant and Dunne would go on to appear in two more films together.

The Awful Truth is even more remarkable when you hear what happened behind the scenes. Most of the film was improvised, and Grant begged to be released from the picture because he did not believe it was working. He also clashed with McCarey because he disliked his directing style. All this would go away however as the film proved to be a big hit and Grant would work with McCarey several more times throughout his career.

The Awful Truth was nominated for six Academy Awards, Best Director which it won, Best Picture, Best Actress in a Leading Role, Best Actor in a Supporting Role, Best Screenplay, and Best Film Editing.