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April 1, 2025

Portland financial firm expands team with two leadership hires

By Alexis Wells

Clearstead Trust, an investment services firm, has expanded its team with two leadership hires to its Portland office. 

Photo / Courtesy Clearstead Trust
Jessamyn Norton

Jessamyn Norton joins as senior managing director, bringing over 20 years of investment experience. Previously, she was the chief investment officer at Spinnaker Trust, and she will focus on investment management and integrating Clearstead Advisors and Clearstead Trust's services. Norton received her bachelor's degree in economics and English literature from Wheaton College and her master's in business administration from the University of Chicago. 

Doug Gross, who has over 25 years of experience in tax and accounting, has joined as a tax director. He will oversee trust and personal tax planning and collaborate with the firm's tax team to ensure accurate and client tax preparation.  Gross previously served as a trust officer for Norway Savings Bank, has experience in public accounting and was the director of tax for a community bank.

“Jessamyn and Doug’s wealth of industry knowledge and leadership will be a great asset to our Clearstead Trust office and will further enhance our firm-wide services," said Brad Knapp, CEO of Clearstead. "Their ability to collaborate across Clearstead teams will strengthen our commitment to the One Clearstead approach and allow us to be a full-service organization for our clients." 

Clearstead Trust, located at 1 Union St. in Portland, is owned by Cleveland-based Clearstead Advisors. 

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