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Welcome to the Alumni Association!

Pat Knasinski presenting Anne Riddle with the first award at the banquet in 2022.

The Anne Moorman Riddle

Award Information

Anne Moorman Riddle

Honored with Distinguished Service Award

Anne Riddle picture.jpg
Pat Knasinski presenting Anne Riddle with the first award in 2022.
Anne Riddle plaque.jpg
Graduation Caps

2022 Scholarship Winners

Dr. Michelle Wysong Migliore Scholarship
Ashley Jennings

Douglas A. Davis Scholarship
Michael Maggart

David B Kelly Scholarship
Malachi Riddle

Hayden Auker
Ethan Baldwin
Zach Bates
Bailey Hicks
Alexander Jennings
Maycee Moyer
Austin Skewman

Each recipient received a $1000 scholarship. Congratulations!

     At the 2022 annual Winchester Alumni Banquet, Anne Moorman Riddle was named the first recipient of the newly established Alumni Association Distinguished Service Award.  Riddle was nominated for the award by class of 1958 graduate, Jane Marie Thompson Lind.

     The award, which will be presented annually by the alumni association, will recognize a graduate of the Winchester Schools who has provided outstanding service to the Winchester Alumni Association.  The selected nominee will have achieved distinction in one or more of the following ways: (1)  by contributing in an outstanding way to the work and promotion of the alumni association and its purposes, (2) by showing extraordinary ingenuity, resourcefulness, and support in improving outreach, fundraising, and/or technological operations, and (3) by far-exceeding alumni association membership expectations.


     In honor of Anne Riddle, as the first recipient, this award will be known from this year forward as the Anne Moorman Riddle Distinguished Service Award. Because of Anne Riddle’s commitment and service to Winchester as well as to the Winchester Alumni Association, she was unanimously selected by the Alumni Association Board of Directors to become the first recipient of this award.

     Anne was a graduate of the last class of the old Winchester High School, the great Class of 1959.  She graduated from Indiana University Bloomington with a degree from the School of Business in Textile Merchandising.  In only a few years she rose to the ranks of Executive Vice-President of Roth’s Department Stores, a women’s clothing store that began in Indiana under the names of Roth’s and Peddler’s.  During her successful career with Roth’s, she facilitated the merger of the company with stores in Milwaukee and Chicago. 

     When her daughters were born, Anne returned to Winchester where she worked for People’s Loan and Trust.  It was during these first years in Winchester that she began to give back to her community through volunteerism.  She devoted many years to the American Cancer Society, where she worked not only locally, but also at the district and state levels.  As her girls grew, Anne operated a Day Care Center called Riddles and Rhymes located at the Winchester Friends Church.  At the same time, and while continuing her work with the Cancer Society, she also began to volunteer with the Winchester Alumni Association, working alongside Betty Cheeseman.  Soon thereafter, Anne returned to Ball State University where she taught, while also earning a master’s degree in Home Economics Education.  Eventually she took a job with Community and Family Services in Winchester, where for 20 years she oversaw Job Training and Community Outreach, providing services to hundreds and hundreds of Randolph County clients.  Her volunteerism efforts expanded to the Cemetery Board, The United Way, Friends of the Winchester Library, and the Winchester Main Street Organization.  Winchester Main Street, under the leadership of Anne Riddle, established many fine downtown programs, including, among others, the Taste of Randolph County, tours of Winchester landmarks, the Valentine Dinner, and the establishment of the Farmer’s Market.  Bill Richmond, former Winchester resident and a dear friend of Anne’s, who was unable to attend the presentation, said this about Anne:  “When I began working as a reporter for the local newspaper, about 27 years ago, I began writing about the fledgling downtown promotions organization that would eventually become Winchester Main Street.  In the process of covering this group, I met Anne Riddle and learned of her drive and determination to improve the community and help it to succeed.  Along the way, I would join Winchester Main Street and become personally involved in the process.  I was to find that there was no job or process that was too difficult or that required more stamina than Anne had to give if it would benefit the community.  She inspired me greatly to do everything I could to promote local businesses and attract people to the downtown area.  It has been a pleasure and an honor to have served alongside her for the benefit of the community we both so love.”    Bill Richmond   


     In 2010, after many years of helping the alumni association in many capacities, Anne worked with a small group of volunteers to expand and incorporate the organization.  She co-wrote the bylaws and the 501-c-3 non-profit application and became a founder of the Winchester Alumni Association, Inc., which from that time forward would include all graduates of Winchester High School, Lee L. Driver High School, and Winchester Community High School.  She helped to locate the thousands of names and addresses of graduates in compiling the expanded database.  To this day, Anne has continued working in the alumni association in all aspects of its work.  She has served as President and countless terms as Secretary and Treasurer.  She gets people involved in the mailing and as usual, she is instrumental in being sure everyone is welcomed to the Banquet.  In addition, she has written all the acknowledgments for alumni donations to the general scholarship fund and the alumni operating fund for many years. 

     An individual plaque, commemorating the award, was presented to Anne by friend and former alumni board member, Pat Knasinski.  Moreover, a perpetual plaque has been created by Webb Jewellers of Winchester, which has Anne’s name listed as the first of recipient.  This plaque will be on display in the community at a public location.  

The award plaque that will record the annual recipients.

The Anne Moorman Riddle

Award Nomination Form

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