JESSICA HAMILTON

CRO — DASG

Jessica Hamilton – Entrepreneur, Visionary Leader, Growth Strategist

Jessica Hamilton is a seasoned entrepreneur and strategic leader with over 25 years of experience building businesses from the ground up. In 2005, she co-founded U.S. Adjusting Services with her family, turning a $1,000 startup into a multi-million-dollar enterprise that earned national recognition on the Inc. 5000 list in 2019.

After leading a successful exit in 2020 through a strategic acquisition by Eberl Claim Services, Jessica served as Senior Vice President of Business Development—bringing in over 50 new client relationships during her 4.5-year earnout.

Today, she serves as Chief Revenue Officer at DASG, a business advisory and tax strategy firm built to help business owners scale smarter. Jessica joined DASG to empower entrepreneurs with the tools, structure, and financial strategy she wishes she had while growing her own company. From tax planning and accounting to business structuring and succession, she and the team provide real solutions that create clarity, reduce tax burdens, and unlock growth potential.

Her leadership is grounded in her personal philosophy: Grit, Grace, and God. These values guide how she builds companies, leads teams, and supports clients.

Jessica is also the co-founder of Girls Give Back and producer of the Women in Insurance Walk, using her platform to inspire change, foster community, and lead with purpose.