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

  • 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.
  • Effortless Efficiency: Payroll to Performance This item is protected

    April 13, 2026
    Efficiency is paramount through the entire Human Resources function. In this webinar, HR leaders and business officers will explore how to streamline workforce management from payroll processing to performance evaluation.
  • Mission (and Margin) Possible: Leveraging Campus Assets This item is protected

    March 30, 2026
    From summer programs and rentals to strategic partnerships, schools can unlock new income streams. This webinar explores practical strategies to maximize underutilized assets, assess operational readiness, and design sustainable initiatives.
  • Blending Respect and Efficiency in the Business Office This item is protected

    February 20, 2026
    Join members of NBOA’s volunteer Human Resources Council for a practical discussion on strategies to safeguard your working hours without compromising collegial relationships —all while saving time.

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