Jennifer Hillen

Jennifer Osland, CPA, CGMA

Chief Learning Officer

NBOA

Nashville, TN

As NBOA’s chief learning officer, Jennifer Osland Hillen, CPA, CGMA, leads the team that delivers the association’s broad portfolio of programs, industry guidance, and resources across multiple delivery channels. She serves as a subject-matter expert on independent school finance, operations and governance, leads NBOA’s DE&I efforts, and supports the Board's Governance Committee. Hillen serves on the American Society of Association Executives’ Professional Development Advisory Council and has also served on the faculty for the M.Ed. in Independent School Leadership at Vanderbilt University. She worked at Ernst & Young before joining Harpeth Hall School, where she was a business officer for nearly a decade. Hillen has served on the boards and advisory councils of several nonprofits, including Renewal House (treasurer), the Monroe Carell Jr. Children’s Hospital at Vanderbilt, LEAD Public Schools, and WO Smith Music School. She is a past president of the Junior League of Nashville and a member of Leadership Nashville, and also wrote and illustrated the bestselling children’s book, “GOODNIGHT, NASHVILLE.” 

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Online Courses

Past Webinars

  • Culture and Compensation: How to Empower Your Faculty This item is protected

    October 9, 2026
    Discover how a school transformed faculty compensation from a traditional salary scale to an innovative banded system. Learn how they secured buy-in, sustained momentum over 9 years, and created a model that supports faculty growth, agency, and feedback.
  • 2026’s Back-to-School Legal & Regulatory Update This item is protected

    September 30, 2026
    Join independent school legal experts as they review recent changes to the law and answer your questions about how they may impact your school.
  • Grants Management for Independent Schools This item is protected

    May 26, 2026
    Designed for business officers who manage or oversee grants, this webinar provides actionable tools and templates to strengthen financial stewardship and enhance mission impact through effective grants administration.
  • Enrollment Forecasting as a Strategic Financial Tool This item is protected

    May 8, 2026
    This webinar presents a strategic approach to enrollment forecasting that blends the enrollment team’s relational insights with financial analysis and data modeling. Learn how to strengthen projections using internal data alongside external signals.
  • There's More Room for Change Than You Think This item is protected

    April 24, 2026
    To stay competitive in today’s educational landscape, independent schools should modernize spaces by aligning with evolving pedagogical trends and technology advancements. Learn how existing spaces can be transformed to better serve a campus community.

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