The William P. and Moya Olsen Lear Family Collection contains textual and photographic materials primarily related to the personal lives of William "Bill" and Moya Olsen Lear as well as John Sigvard "Ole" Olsen, Moya's father, dating from 1911-2013. A small amount of material pertains to extended Lear family members, including the Lear children and Lillian (Clem) Olsen, Moya's mother. The bulk and strength of the collection is personal correspondence that provides insight to Lear family and social life and events. The collection has been divided into three series: Aircraft-related, Correspondence and Ephemera, and Photographs.

The first series, Aircraft-related is fairly small and is the only series within the collection to largely focus on business and career aspects over the personal aspects. The series has been further divided into three sub-series, which are arranged chronologically: Lear Jet, Lear Fan 2100, and General. Materials include advertisements, clippings, correspondence, reports, and photographs. Highlights within the series pertain to the Lear Fan 2100; including a beer barrel testing report, a performance and potential failure report, and materials related to the acquisition and display of a Lear Fan prototype at the Museum of Flight. Another highlight within the series is a 1930 program for the movie Hell's Angels. Additional items related to Bill Lear's aviation career are scattered throughout the second and third series, and are noted on the inventory.

The second series, Correspondence and Ephemera, is by far the largest and is the strength and highlight of the overall collection. It has been further divided into subseries: Moya Olsen Lear, William P. Lear, Lear family, Ole and Lillian Olsen,and General. Materials within each subseries are arranged chronologically with undated materials at the end of each grouping.

The letters shine a light into the personal lives of the Lear family, particularly Bill and Moya Lear as well as her father, vaudevillian Ole Olsen. Many of the letters are deeply personal in nature and reveal views into the relationships between Moya and Bill, Moya and Ole, and Bill and Ole. The documents touch upon health concerns, marriage, divorce, and death amongst the family. While most of the letters do not comment on Bill Lear's aviation career, some letters allude to it, such as through references to the Lear family moving to Switzerland so Bill could work on the SAAC-23. Some letters are more social in nature and discuss trips, friends, and day to day activities. To a far lesser extent, connections to Lillian Olsen, wife of Ole and mother to Moya, and the Lear children are also visible. Also touched upon are current events and connections with notable people of the time, such as references to Hollywood Black Friday, the Moscow Peace Treaty and communications with Barry Goldwater, Carroll D. Kearns, and Richard Nixon. Of note are the materials that pertain to a controversial 1956 flight taken by Bill and Moya Lear into Moscow, including a booklet about the trip, clipping, correspondence, and photographs.

The materials related to Ole Olsen are also a unique highlight and include items related to his vaudevillian and performing career, such as scripts, route itineraries, clippings, and printed ephemera.

Photographs, the final series, includes 418 photographic prints, 56 negatives, and 3 slides. It has not been further divided and is arranged chronologically. Although most photographs are grouped within this series, some photographs are located in other series to maintain original context. Highlights include photographs that depict Olsen on the stage, including in skits with Bill and Moya Lear, and with Vice Presidents Nixon and Wallace. There is also a circa 1900s-1910s school picture of Olsen. Other images depict Bill and Moya Lear with aircraft, aviators, such as Clarence Clabaugh; business and social associates, such as Madame Jehan Sadat and Wee Georgie Woods; and with friends and family at events, such as holidays and birthdays; at home, and on vacation.

Two photograph albums are also present, although the prints have been removed for preservation reasons. Original order was maintained. One album features 57 prints related to "Bulsch parties" hosted and or attended by Bill and Moya Lear during June 1961. It is not known what the term means. These appear to be theme or costume parties and show attendees chatting, drinking, and swimming. The second album was a 1981 birthday gift to Moya Lear from "Joyce." Although it was given in 1981, the prints within date from 1980-1990 and depict birthday parties and attendees as well as a small bit of ephemera.