Pauline L.W. “Louise” Macsherry, a businesswoman and longtime administrative backbone of the Roland Park Little Leagues, died Sept. 30 of respiratory failure at Mercy Ridge Retirement Community in Timonium.

The former longtime Roland Park resident was 90.

Pauline Louise Wood, the eldest of the daughters of William Milner Wood, a shipyard worker, and Louise Durand Wood, was born in Newport News, Virginia.

Mrs. Macsherry, who used her middle name throughout her life, moved to Baltimore where she lived with her grandmother, M. Pauline Millikin.

After graduating in 1952 from Roland Park Country School, she attended Strayer’s Business College in Baltimore. She began working at the old John C. Legg & Co. where she met her future husband, Charles O’Donnell “Charlie” Macsherry. She subsequently worked as a secretary for several doctors and a local hospital before marrying her husband in 1958 and starting a family.

In 1959, the couple moved to their home, Twin Cedar, on Roland Avenue, where Mrs. Macsherry lived for 61 years until moving to Mercy Ridge four years ago.

Mr. Macsherry, a retired Mercantile-Safe Deposit and Trust Co. banker, died in 2018.

During her lifetime, Mrs. Macsherry owned and operated several businesses. She was a caterer, taught ballroom dancing, provided financial and management services, and in 1984, opened Daffodils, a gift shop in Roland Park Place, a retirement community, all while raising her seven children.

A devout Roman Catholic, Mrs. Macsherry was a past president of Mother Seton House and served on its board from 1987 to 2009.

She volunteered at St. Vincent’s orphanage and was a volunteer and lifetime member of the Union Mills Homestead Foundation in Carroll County. She was a member of the Roland Park Community Foundation and managed the Roland Park Swimming Pool.

Perhaps most importantly, Mrs. Macsherry and her husband brought joy to boys, and later girls, in the Roland Park Baseball Leagues for 45 years.

The league was founded in 1952, and for the better part of its life, the Macsherrys were identified with it.

From the spacious front porch of her Roland Avenue home, Mrs. Macsherry, league secretary, oversaw the leagues’ administrative activities and her husband served as equipment manager.

“Louise was the absolutely ideal person to run a youth sports program, which she did so magnificently for more than 40 years,” wrote Fred Hill, who coached for five years and served as president for two.

“Her personal skills, spirit, and inclusive attitude toward all the boys and girls and adult coaches exemplified the nurturing and camaraderie that are the hallmark of the Roland Park Baseball Leagues,” Mr. Hill wrote.

In 2017, Mr. and Mrs. Macsherry were lauded for their commitment when they were inducted into the league’s Hall of Fame, and the baseball field behind Roland Park Public School is named for them.

Mrs. Macsherry was an active communicant of the Cathedral of Mary Our Queen, where she was a lector, Eucharistic minister, served on many committees and worked with the parish school. An avid reader, she also enjoyed bingo, Rummikub and Scrabble.

A Mass of Christian Burial for Mrs. Macsherry was offered Wednesday, Oct. 9, at her church.

She is survived by two sons, Charles O’D Macsherry Jr., of Upperco and William K. Macsherry, of Mount Washington; five daughters, Anne Macsherry Whitman, of Riderwood, Margaret M. Ford, of Roland Park, Mary M. Martel, of Woodberry, Caroline M. Mapp, of Lutherville, and Sarah M. Huculak, of Hydes; three sisters, Mary W. Shields, Pamela W. Swigert, and Pru W. Jackson, all of Midlothian, Virginia; 15 grandchildren; and a great-grandson.

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