Gretchen Frary Guandolo

Managing Director


Gretchen Frary Guandolo is a Partner and Managing Director of Clearsight Advisors.

Prior to joining Clearsight, Gretchen served as a senior member of the M&A teams at Agility Advisors and Updata Capital where she executed over 30 M&A and financing transactions for software and information technology services clients and led the Government Technology practice. During the financial crisis, Gretchen worked with PricewaterhouseCoopers in assisting the federal government with divestitures of assets acquired through bank failures across the US. Gretchen began her career with Arthur Andersen where she spent four years in the Global Emerging Markets group working in Russia and Egypt on privatization and public –private partnership programs.

Gretchen’s experience includes sell-side, buy-side and recapitalization transactions for private and public companies. She has investment banking experience in a number of related industry sectors including public sector technology, professional services and software.

Gretchen’s personal background includes negotiating with her three children on a daily basis and volunteering in school programs such as co-Chair of the MadScience and Foreign Language programs.

Gretchen earned a B.A. in International Studies from the Jackson School of International Studies at the University of Washington and later earned an MBA in finance from the Chicago Booth Graduate School of Business.

John Rakowski


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