Osmer Deming attended Eastern Michigan University and graduated with degrees in mathematics, English, and secondary education. After working for three years as a public-school teacher, he left education to study law, obtaining a J.D. from the Dickinson School of Law (now “Penn State Dickinson Law”) in Carlisle, Pennsylvania.

Following graduation, he was admitted to practice in Pennsylvania and then worked for five years as a law clerk to Judge Jeffrey Schmehl in Reading. He then worked for a law firm In Wyomissing, primarily in commercial litigation and as a municipal solicitor. Later on, he opened his own practice and expanded his areas of representation into consumer bankruptcies, court-appointed post-conviction for indigent incarcerated individuals, landlord/tenant law, and probating of estates.

While in private practice, Osmer served for several years as a board member on the WCR Center for the Arts, Inc., and on the board of the Reading Public Library. In 2017, he moved his private practice part- time as he began working for the Law Department of the City of Reading. In the autumn of 2018, due to a sudden and unexpected vacancy, he was asked by the mayor to take on the role of Managing Director for the City of Reading, which he did faithfully until a change of elected leadership in January 2020. He transitioned to his full-time private practice and has continued in this capacity.