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James Montgomery Flagg Art

American, 1877-1960

James Montgomery Flagg was a prodigious illustrator, working as a contributing artist to Life magazine at the surprisingly young age of 14. Flagg was born on June 18, 1877, in the Village of Pelham. He is most famous for creating the first image of the fictional Uncle Sam. His ‘I Want You’ lithographed image of Uncle Sam was published in 1917, during the First World War. It is storied that Flagg used his own image as the model for Uncle Sam, imagining himself as a much older man and with facial hair. Flagg died on May 27, 1960, in New York.

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Artist: James Montgomery Flagg
Recognized Seller Listings
The Discussion
By James Montgomery Flagg
Located in Fort Washington, PA
Medium: Ink on Board Signature: Signed and Inscribed Lower Left James Montgomery Flagg lived with gusto. He epitomized the public concept of the handsome, bohemian artist, surro...
Category

20th Century Other Art Style James Montgomery Flagg Art

Materials

Ink, Board

"The Million-Dollar Hairpin" Story Illustration, Good Housekeeping, 1931
By James Montgomery Flagg
Located in Fort Washington, PA
Signed "James Montgomery Flagg" Lower Right by Artist "Mr. Corroway was wearing a broad smile. He slapped Dave jovially on the shoulder and said: 'No hard feelings, I hope, about o...
Category

1930s James Montgomery Flagg Art

Materials

Ink, Gouache, Graphite

"A Six-Letter Word Meaning Trouble" Story Illustration, Good Housekeeping
By James Montgomery Flagg
Located in Fort Washington, PA
Signed "James Montgomery Flagg" Lower Right by Artist "'I've found a woman to sew on buttons,' he said politely. 'Have I?' he inquired of Nancy. 'Big Boy, you have.'" Illustration ...
Category

1930s James Montgomery Flagg Art

Materials

Ink

"The Prodigal" Story Illustration in Everybody's Magazine, 1908
By James Montgomery Flagg
Located in Fort Washington, PA
Signed "James Montgomery Flagg" Lower Left by Artist "Go back tuh yuh room an' put yuh clo'es on. Then go out an' find a minister." Illustration for the story "The Prodigal" by Por...
Category

Early 1900s James Montgomery Flagg Art

Materials

Ink, Ballpoint Pen, Graphite

Cream of Wheat Ad
By James Montgomery Flagg
Located in Fort Washington, PA
Signed Lower Left
Category

1910s James Montgomery Flagg Art

Materials

Watercolor, Board

Mr. Bingle
By James Montgomery Flagg
Located in Fort Washington, PA
Signed Lower Left "Mr. Bingle." Frontispiece illustration for "Mr. Bingle" by George Barr McCutcheon (New York: Dodd, Mead and Co., 1915.)
Category

1910s James Montgomery Flagg Art

Materials

Board, Ink, Pen

"I Should Worry, " Cover for Judge Magazine, Feb. 28, 1914
By James Montgomery Flagg
Located in Fort Washington, PA
Medium: Watercolor and Gouache with Graphite on Paper Mounted Signature: Signed Lower Right "I Should Worry." Cover illustration for Judge magazine, pu...
Category

1910s James Montgomery Flagg Art

Materials

Watercolor, Paper, Gouache, Graphite

Three Women
By James Montgomery Flagg
Located in Fort Washington, PA
Medium: Pen and Ink on Paper Signature: Signed Lower Right Pencil notation, "Same Focus", "Live on Coffee"
Category

20th Century James Montgomery Flagg Art

Materials

Ink, Paper, Pen

Dancing with Woman Overlooking
By James Montgomery Flagg
Located in Fort Washington, PA
Contact for exact dimensions.
Category

20th Century James Montgomery Flagg Art

Materials

Pen

Dinner Disturbance
By James Montgomery Flagg
Located in Fort Washington, PA
Signed Lower Left Frame: Antiqued, Black & Gilt presentation with 3 1/2"-wide Archival Mat. Condtion: Excellent original condition. 1/2-circle stain at top-center of image (above wr...
Category

1920s James Montgomery Flagg Art

Materials

Ink, Board

The Working Man's Choice
By James Montgomery Flagg
Located in Fort Washington, PA
Medium: Pen and Ink on Paper Signature: Inscribed and Signed
Category

1920s James Montgomery Flagg Art

Materials

Ink, Paper, Pen

As Easy as Kiss Me Hand
By James Montgomery Flagg
Located in Fort Washington, PA
Signed Lower Right
Category

20th Century James Montgomery Flagg Art

Materials

Watercolor, Paper

What Happened To You In Altoona
By James Montgomery Flagg
Located in Fort Washington, PA
Signed Lower Left Illustrated in October 23, 1938 Issue of "This Week Magazine" Page 3
Category

1930s James Montgomery Flagg Art

Materials

Paper, Charcoal, Mixed Media, Watercolor, Gouache

The Big Accusation
By James Montgomery Flagg
Located in Fort Washington, PA
Medium: Pen and Ink on Paper Signature: Signed Lower Left James Montgomery Flagg lived with gusto. He epitomized the public concept of the handsome, bohemian artist, surrounded ...
Category

20th Century Other Art Style James Montgomery Flagg Art

Materials

Paper, Ink, Pen

A Struggle
By James Montgomery Flagg
Located in Fort Washington, PA
Medium: Watercolor and Pencil on Board Signature: Signed Lower Left James Montgomery Flagg lived with gusto. He epitomized the public concept of the handsome, bohemian artist, su...
Category

20th Century Romantic James Montgomery Flagg Art

Materials

Pencil, Board, Watercolor

Couple Pleading with Man
By James Montgomery Flagg
Located in Fort Washington, PA
Signed Lower Right
Category

20th Century James Montgomery Flagg Art

Materials

Charcoal, Board, Graphite

"Three Fingered Jerry", McClure's Magazine
By James Montgomery Flagg
Located in Fort Washington, PA
Signed Lower Right
Category

20th Century James Montgomery Flagg Art

Materials

Board, Ink

Gentleman in Partial Evening Dress
By James Montgomery Flagg
Located in Fort Washington, PA
Signed Lower Right Inscribed "Argoflex" on the reverse. The Argus Argoflex was a camera made betwenn 1940 and 1948.
Category

20th Century James Montgomery Flagg Art

Materials

Ink, Illustration Board

Man with Cane and Top Hat
By James Montgomery Flagg
Located in Fort Washington, PA
Initialed Lower Right
Category

20th Century James Montgomery Flagg Art

Materials

Charcoal, Board, Graphite

Slumming Among the Four Hundred
By James Montgomery Flagg
Located in Fort Washington, PA
James Montgomery Flagg lived with gusto. He epitomized the public concept of the handsome, bohemian artist, surrounded by beautiful models, dashing off pictures with sheer exuber...
Category

20th Century Romantic James Montgomery Flagg Art

Materials

Ink, Board, Paper, Pencil

Setting Off
By James Montgomery Flagg
Located in Fort Washington, PA
Medium: Ink on Paperboard Dimensions: 24.50" x 21.00" Signature: Signed 'James Montgomery Flagg' Lower Left
Category

20th Century James Montgomery Flagg Art

Materials

Ink, Paper, Board

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21st Century and Contemporary Abstract Geometric James Montgomery Flagg Art

Materials

Wax Crayon, Sumi Ink, Archival Paper, Graphite

Previously Available Items
Uncle Sam
By James Montgomery Flagg
Located in Fort Washington, PA
Medium: Pen and Ink on Paper Signature: Signed and Dated Lower Left Signed, dedicated and dated lower left. "To Ruth Bryan Owen, Jan 14th, 1931". Image of Uncle Sam...
Category

1930s James Montgomery Flagg Art

Materials

Ink, Paper, Pen

Street Scene with Lion
By James Montgomery Flagg
Located in Fort Washington, PA
Contact for exact dimensions.
Category

20th Century James Montgomery Flagg Art

Materials

Pen

Man Showing Young Boy a Toy Boat
By James Montgomery Flagg
Located in Fort Washington, PA
Medium: Pen and Ink on Paper Signature: Signed Lower Right Man Showing Young Boy a Toy Boat
Category

20th Century James Montgomery Flagg Art

Materials

Paper, Ink, Pen

Young Couple Seated
By James Montgomery Flagg
Located in Fort Washington, PA
Signed Lower Left
Category

20th Century James Montgomery Flagg Art

Materials

Charcoal, Board, Graphite

"I Do Fearfully Put in a Shallow Water"
By James Montgomery Flagg
Located in Fort Washington, PA
Signed Lower Right
Category

20th Century James Montgomery Flagg Art

Materials

Ink, Board

Young Woman Contemplates Her Future: Romance vs. Money
By James Montgomery Flagg
Located in Fort Washington, PA
James Montgomery Flagg lived with gusto. He epitomized the public concept of the handsome, bohemian artist, surrounded by beautiful models, dashing off pictures with sheer exuber...
Category

1910s Other Art Style James Montgomery Flagg Art

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Paper, Watercolor

James Montgomery Flagg art for sale on 1stDibs.

Find a wide variety of authentic James Montgomery Flagg art available for sale on 1stDibs. You can also browse by medium to find art by James Montgomery Flagg in ink, board, paper and more. Much of the original work by this artist or collective was created during the 20th century and is mostly associated with the modern style. Not every interior allows for large James Montgomery Flagg art, so small editions measuring 1 inch across are available. Customers who are interested in this artist might also find the work of Jo Cain, Deborah Eddy, and Joseph Yeager. James Montgomery Flagg art prices can differ depending upon medium, time period and other attributes. On 1stDibs, the price for these items starts at $399 and tops out at $16,000, while the average work can sell for $3,900.

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