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Black ink drawing on white paper board, 15 inches (37 cm.) by 13.25 inches (33 cm.) wide. Signed "Orr" lower right, with label printed "Copyright, 1945, by the Chicago Tribune". A portly gentleman labeled "J.B." (John Bull, for England) contemplating the globe is tapped on the shoulder by Father Time, who warns him of the dangers of further territorial "grabs" and possibility of war based on the outcomes after 1914-18 and 1939- events as expressed by a bleeding book held in his hands.

Hand-colored black ink drawing on tan parchment paper, 12 inches (30 cm.) by 11 inches (25 cm.) wide. Signed "Orr" lower right, with label printed "Copyright, 1945, by The Chicago Tribune". Two colonial-dressed men lined up, labeled "Tariff Isolationism" and "Immigration Isolationism" stand next to a sign labeled "U.S. Workingman's Best Friends," before a chopping block, labeled "Purge of American Isolationism" with an small executioner labeled "Busy Little One World Schemers" and holding an axe labeled "Internationalism." The Capitol in Washington appears on the left, behind the two men. Various handwritten notes present.

Black ink drawing on white paper board, 16 inches (40 cm.) by 14.5 inches (36 cm.) wide. Signed "Orr" lower right, with label printed "Copyright: 1954: By The Chicago Tribune". On back, stamped "Engraving Dept 1954 Apr 13 PM 2 41". A peasant, carrying a whip, with a hammer and sickle (symbol of the then Soviet Union) on his chest holds a bag of god labeled "Trade with Russia." He also points with his other hand to a hill in the distance with a cross with a body hanging, under it the words "Betrayal of civilization." The reference is to Judas's betrayal of Jesus for his crucifixion.

The smaller, hand-colored version of this cartoon (Item Number 8) measures 9.25 inches (23.75 cm.) tall by 9 inches (22.5 cm.) wide. It was received in the Engraving Dept. at the same time as Item Number 8.

Black ink drawing, 12.25 inches (41 cm.) tall by 14.5 inches (36.8 cm.) wide. Signed "Orr" lower right corner; label printed "(c) 1957 by The Chicago Tribune." Received Engraving Dept. "1957 Sep 27 PM 5 40." Lower left, two barrels of money, with a sign-sized check form in front, made out to "Community fund-Red Cross, CAP;" above, a shotgun blasting at two retreating figures "Want" and "Misery."

Black ink drawing on white board paper; 16 3/4 inches (42.5 cm.) tall by 14.5 inches (36.8 cm.) wide. Signed "Orr" lower right; label printed "(c) 1958 by The Chicago Tribune." Stamped "Engraving Dept. 1958 Jul 28 PM 2 32." 1955-elected Chicago Mayor Richard J. Daley as Mother Hubbard finds the "tax cupboard" bare after the high federal taxes have taken so much of citizens' income. Demonstrating the difference between Local Needs and Federal Government's control.

Photograph, black and white, 14" by 10.5". "John Root, Mrs. Charles Hubbard, Martyn Johnson in ? a (tragic play) by Floyd Dell" The stage background, wallpaper and satin drapes, show a stylized garden mixed flower border pattern.

Photograph, balck and white, in matboard. "Le Village by Octave Feuillet" "left to right Frances Shaw (Mrs. Howard Shaw) John Root, Mr. Baggot, Martha Atkinson, M. - - ?"

"Charles mather and ? (Lake Forest University Students) in a play by Charles Mather adapted from a short story by Charles Collins" Stamped "Photo by International News Service" and, in pencil, "Compliments of HV Lee."

"Cissy Gizishka, Peggy Barnes (center) (Margaret Ayer Barnes) later-a well-known playwright, Dorr Bradley in ? by George Middleton"

Photograph, black and white, 6" x 9" in matboard. Under the image, "Mary and Rose in By Products." "Cissy Gizicka and Helen Poole in By-Products by Jo Patterson" Stamped "Frederic H Wagner, Dearborn Ave. and Huron St. Chicago"

Block of cherry wood 2" wide by 2 and 3/4" long; 7/8" deep, with engraving some to the depth of 1/8" as the sides defining the area of the printed block. Engraved by Thomas Bewick.

One page autograph letter signed "Bob M." The stationery is a simple sheet of onionskin with the name and address upper left. Addressed "Dear Everett," it implies an earlier conversation to which this a follow-up in writing detailing an offer of a block and related work by him for a sum of $100 (this was he year the U.S. devalued the dollar by going off the gold standard, and this price reflects the earlier exchange rate of $32 per ounce of gold). He details what he is offering. the box and lid are "made form binders board covered with cloth an[d] gold stamped." there will be fifty prints from the block. The letter is signed "cordially." Sentman, who lived on Illinois Road near the College in the 1970s, was editor at United Educators, Lake Bluff. This was purchased after his retirement.

Short autograph letter signed acknowledging receipt of Sentman's check for $100 and his promise to deliver the item as promised, beginning work immediately. Same stationery and simple letterhead, etc.

Mailed envelope, for first letter, autograph addressed and return address marked.

One color photograph print, 5" by 3.5" of a similar box, block and printed vignette (of a bird on a branch).

A cardboard binding, 5 1/2" by 4 1/2" and with a taped spine, light olive color. Inside are five pieces of print paper imprinted with the block, but cut out in narrowing irregular circular patterns to allow for more impact on the paper from the inner parts of he engraved block. One complete print also present.

Fifty prints and red-imprinted folders ("Wood Engraving by Thomas Bewick / 1753-1828"), located in a niche in the box, adjacent to the block.

One sheet of paper with a print in black (ice skaters on a pond) and text around it in red ("With a vignette engraved by Thomas Bewick in 1799 the Middletons send you Greetings - Christmas 1944.")

One of three pulls of this block, this one inked the lightest.