Courtney Dickey is the Chief Legal Officer of ZenBusiness. She leads the legal, procurement, and risk functions, as well as day-to-day people operations. Courtney brings more than 15 years of in-house legal experience across the technology sector, with deep expertise in corporate governance, regulatory matters, enterprise risk, transactions, and organizational scale.


At ZenBusiness, Courtney builds the systems, practices, and culture that allow the company to scale with discipline. In addition to leading legal strategy, she has strengthened how the company manages performance, plans compensation, handles promotions, and engages employees. Her leadership combines legal expertise, operational judgment, and a people-centered approach to building organizations that perform and endure.
Courtney has advised and led major transactions across multiple venture-backed companies, including Dosh’s acquisition by Cardlytics, HomeAway’s acquisition by Expedia, and Opcity’s acquisition by News Corp. She brings a business-oriented approach to legal leadership that connects rigorous compliance with the day-to-day realities of building and growing a company.
Courtney’s results-driven leadership has been instrumental in managing significant financial transactions, including ZenBusiness's $205 million Series C fundraising. Her ability to manage complex legal and financial operations has driven growth and achieved key business objectives.
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