Courtney Dickey is the Chief Legal Officer of ZenBusiness, where she leads the company’s legal, procurement, and risk functions, as well as day-to-day people operations. She 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 helps build the systems, practices, and culture that allow the company to scale with discipline. In addition to leading legal strategy and compliance, she has advanced the company’s people function by strengthening performance management, compensation planning, promotion practices, and employee engagement. 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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