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Philena McKeen (June 13, 1822 – May 13, 1898) was an American educator and 11th principal of Abbot Academy in Andover, Massachusetts.

Early life
Philena McKeen was born on June 13, 1822 to Silas McKeen, a minister, and his second wife Hannah Johnson in Bradford, Vermont. She was one of seven children, four of whom died of tuberculosis during childhood. Her home was a stop on the Underground Railroad for much of the 19th century. Her father homeschooled her and provided a more thorough education than the local schools.

Career
McKeen taught at Mount Holyoke College and schools in Brighton, Maine and College Hill, Ohio in her early career. In 1855, she and her sister Phebe McKeen accepted jobs at the newly founded Western Female Seminary in Oxford, Ohio. Meanwhile, Abbot Academy in Andover, Massachusetts was struggling to find a new principal. The trustees, all men, wanted a female principal, and one that would stay for a long time. Philena and Phebe McKeen's careers were young and made good candidates. In 1859, they moved to Andover to become principal and assistant principal of Abbot Academy.

Philena McKeen's colleagues at Abbot Academy encouraged her to maintain the status quo, but she saw a school that was in desperate need of improvement. The library was small, the buildings were worn out and lacked decoration, and students had few supplies. To raise money, she sold waste paper from students and organized lectures and other events with entrance fees. Boys from nearby Phillips Academy and Andover Theological Seminary were invited to perform in plays and participate in games. Some funds came from members of the trustees. McKeen soon had the funds to clean buildings, add carpets and wall pictures, and purchase new silverware for the dining hall.

As the Civil War ensued, Abbot Academy supported Abraham Lincoln and the North. Students knit socks, rolled bandages, and sent letters to soldiers. The school experienced considerable growth during that time. McKeen reinvested profits into enlarging and improving the campus buildings and grounds. In charge of admissions, she created entrance exams to manage a large number of applications. According to Susan Lloyd, McKeen had brought the school into a "Golden Age".

McKeen's curriculum was heavily influenced by her homeschooling as a child in Vermont. She believed French and German were "the mark of a sophisticated woman" and added classes on the history of the Christian church and art. While her curriculum could be considered unique, she was conservative when it came to English literature. She only taught from classic, accepted writers like Milton and ignored modern figures like Emerson and Thoreau. Meanwhile, other subjects were left at the wayside. Abbot had a weak science department, having to rely on Phillips Academy for supplies. Nonetheless, McKeen continued to improve the school's reputation. It wasn't until the 1870's when Cecil Bancroft became the new principal of Phillips Academy after the death of Samuel Harvey Taylor that they began to catch up with Abbot's curriculum. Abbot teachers stayed longer and became more invested in the school. They advocated for improvements that would fill in the gaps left by McKeen in the early years of her tenure. She welcomed these changes. Samuel Morse Downs, a music teacher, secured twelve pianos for the school. Additionally, she worked with colleagues to raise money for her own ideas. She purchased specimens for botany and zoological courses. McKeen worked with Edwards Amasa Park to purchase a statue for art history. In 1875, McKeen purchased a telescope and observatory with funds raised by Mary Belcher, a Latin and astronomy teacher.

McKeen provided her students with a wealth of resources. Abbot students had access not only to the books of their own school, but those of Phillips Academy and the Andover Theological Seminary, too. Naturally, this would have led to social intermingling between students if it weren't for the strict rules set upon them. McKeen severely limited interaction with Phillips Academy boys with the hope of controlling what is described by a historian as an "ominous sexual awakening". She believed the ideal husband was a minister and furthermore that women rushed too quickly into marriage. Phillips Academy instructors agreed and helped her with her cause. McKeen constructed fences, recruited student spies, and expelled at least two students for flirting. Regardless, students mingled anyway and it was nearly impossible for her to exert complete control. Some colleagues proposed coeducation but the idea eventually died out. McKeen dabbled with the idea but preferred to remain separate to protect the qualities considered to be superior in women.

In 1879, Abbot Academy celebrated its semicentennial. McKeen organized a great event for the occasion attended by about two thousand guests on a lawn near the South Church. The following year she and her sister Phebe authored a semicentennial history of the school published by Warren F. Draper, a fellow trustee.

Later life
In 1880 Phebe McKeen, her sister and longtime friend, died of tuberculosis. Philena was devastated but eventually recovered and continued her duties.

As principal, she worked to allow women to take on a greater role in society, in response to the increasing uncertainty of gender roles. In addition to academics, McKeen considered herself the religious leader of the school, although the two were often intertwined. Women were not allowed to take on leadership roles in the church, and she actively criticized the Congregational church for enforcing these rules. McKeen also added women to the previously all-male board of trustees.

The semicentennial celebration fueled a new push for updated facilities. McKeen McKeen made plans for a $150,000 project for a set of new buildings. In charge of fundraising, she tapped into a growing alumnae network but had trouble meeting her goal. She nearly resigned in 1888 when funding fell short and increasingly suffered from rheumatism, but renewed financial support from Warren Draper allowed the construction to begin. The new building, named Draper Hall, was completed in 1890. Further campus improvements included electric lighting and better food. She hoped amenities like these would allow Abbot Academy to compete with some of the leading colleges for women at the time such as Smith and Wellesley College.

McKeen retired in 1892 after a reception hosted by trustees and alumnae. She moved into a newly renovated house on the Abbot campus nicknamed "Sunset Lodge". During retirement, she wrote a sequel to her semicentennial history, published in 1897.

Outside of Abbot Academy, McKeen was involved in the Andover November Club and the Andover Village Improvement Society (AVIS). She was a director of AVIS and worked to preserve and beautify a triangle of land opposite the South Church at a street intersection. She spent her summers at York Beach, Maine.

Legacy
On May 13, 1898, she died suddenly. A memorial was published and funds were raised to construct a new building in honor of her and her sister. McKeen Hall was dedicated in June 1904, the 75th anniversary of the school. The building contained classrooms, a study hall, and an assembly and gym hall. The building fell out of use after Abbot Academy was acquired by Phillips Academy in 1973. The building was used for storage until a renovation in the early 1990s. Today it has administrative offices and a community day care center.