Cynthia Gaylor

Cynthia Gaylor is a seasoned professional with over 25 years of experience in operating and advising global, high growth technology companies.

She has a diverse expertise that includes technology, cloud, software/SaaS, internet, mobile, e-commerce, and payments.

Cynthia's successful track record involves working closely with management teams on strategic imperatives, scaling businesses, building teams, and maintaining financial and operating excellence.

In her previous role as the Chief Financial Officer (CFO) of DocuSign, Cynthia played a crucial role in sustaining the company's operations during a period of dynamic growth.

Her responsibilities at DocuSign ranged from strategy and operations to various financial aspects like corporate finance, accounting, investor relations, and revenue operations.

Cynthia's achievements at DocuSign include significantly increasing the company's revenue, operating margin, and cash flow, while optimizing its capital structure.

Prior to DocuSign, she held the CFO position at Pivotal Software, where she was instrumental in quadrupling the company's revenues and successfully leading its IPO and subsequent acquisition by VmWare.

Earlier in her career, Cynthia led corporate development at Twitter, overseeing a period of intense M&A activity, and also served as a Managing Director at Morgan Stanley in technology investment banking.

Cynthia began her career at Hambrecht & Quist, where she focused on strategic transactions for emerging growth companies.

She holds a bachelor's degree in Economics from The Wharton School of the University of Pennsylvania.