Husband and wife Richard ("Dick") and Catherine Baldwin talk about the history of Winter Park through their eyes. They tell the story of Richard's father coming to Orlando and the hardware store he owned, memories from going to school in Winter Park, various historical associations and books, dairy farming, old shops in Winter Park, the origins of Catherine's family, and much more.

Jane Adriatico talked to Winter Park Historical Association interviewer Kelly Fluge about her life story: her early life, her time as a nurse in the U.S. Army, meeting her husband, moving to Winter Park, and her close friendship with Albin Polasek. 

Bill Adams of Historic Property Associates came to a meeting of the Winter Park Historical Association to talk about historic preservation in Winter Park. He talked about the advantages of being on the National Register of Historic Places, spoke on Florida's constitutional amendment regarding taxes on historic buildings, and discussed the challenges of documenting and developing larger cities. He also mentioned some existing historical preservation campaigns and historical documents.

Interview with Edwin Granberry on his writing career, city of Winter Park, and Rollins College

Interview with Nelson Glass talking about education surrounding Rollins College, Winter Park High School, and salaries in the early 20th century.

Interview with Nelson Glass about his hobbies, trips throughout his life, and life in Winter Park in the 1920s and 30s. 

WPHM Board member Paul Twyford interviews Betsy Gardner Eckbert, President/CEO of the Winter Park Chamber of Commerce. They talk about community, the Chamber as a whole and their Centennial Anniversary celebration.