Betsey Cunningham

Betsey Cunningham is the owner and strategic business partner of WorkWise Strategic Solutions, a consulting firm dedicated to helping small businesses navigate administration, compliance, regulation, and operational management so business owners can focus on the work they are most passionate about. Since beginning her career in business administration in 2014, she has built extensive expertise in human resources, organizational development, succession planning, and operational efficiency. Prior to launching WorkWise Strategic Solutions, she served as firm manager for a 26-attorney law firm, where she successfully led organizational restructuring, change management initiatives, software conversions, and strategic operations that enhanced efficiency and strengthened client service.

Cunningham's diverse professional background combines business, law, and agriculture, providing her with a unique perspective on organizational leadership. After earning a Bachelor of Science in Animal Science and Business from Cornell University, including international study at Harper Adams University in England, she went on to earn her Juris Doctor from Golden Gate University School of Law. Her career has included leadership in human resources for a large dairy operation, where she developed onboarding and retention strategies that reduced turnover and workers' compensation claims, as well as legal experience in land use, employment law, civil litigation, CEQA, and trust and estate matters. She is also a SHRM Certified Professional and remains actively engaged in the agricultural and business communities through organizations including the Sonoma County Farm Bureau.

Driven by a strong commitment to service and leadership, Cunningham attributes her success to the unwavering support of her parents, her faith, and her family. She believes that accountability, integrity, trust, and a sense of fun are essential to building successful organizations and meaningful relationships. Through her work, she is passionate about empowering business owners to create sustainable, well-run organizations that allow them to lead with confidence while making a lasting impact on their employees, clients, and communities.