Anna E Molosky | AI Product Management &Strategy Executive

Anna E. Molosky is a seasoned AI/ML Product Management and Strategy Executive with a proven record of driving digital transformation and generating substantial revenue growth through visionary strategy, innovation, and end-to-end product commercialization. With over 15 years of experience in strategic technical product management, Anna is a dynamic cross-functional leader recognized for uncovering lucrative market opportunities and monetizing unmet customer needs by leveraging advanced technologies, including Artificial Intelligence (AI), Machine Learning (ML), and Generative Algorithms.

A results-driven, forward-thinking senior executive, Anna excels at building credibility and alignment across globally distributed teams to achieve complex, organization-wide goals efficiently. At Amazon Web Services (AWS), she has delivered significant recurring revenue growth—personally generating approximately $1.16 billion in additional cumulative annual recurring revenue (ARR) for AWS in 2023 and 2024. Currently, she is driving a projected $762 million in new ARR for 2025 by architecting AWS’s next-generation AI-powered eCommerce Platform, designed to optimize pricing, billing, cost management, and, critically, fraud and unbilled usage detection across AWS’s 220+ cloud product business units.

Before joining AWS, Anna held key strategic leadership positions at Two Sigma Investments, Goldman Sachs, and Juniper Networks, where she consistently built and led high-performance multinational teams. A persuasive communicator and inclusive leader, Anna secures C-suite buy-in for innovative solutions and inspires her teams to deliver hyperscale digital initiatives ahead of schedule and under budget.

Throughout her career, Anna has transformed ambitious product visions into profitable, scalable digital solutions, expertly navigating ambiguity in fast-paced, data-driven environments.

Anna holds a Graduate Certificate in AI Product Innovation from Duke University’s Pratt School of Engineering and a Bachelor of Science in Information Systems from Carnegie Mellon University, where she also completed significant coursework in the School of Computer Science’s Master of Human-Computer Interaction program.

An internationally recognized thought leader and sought-after speaker, Anna is a LinkedIn Top Voice in Artificial Intelligence (AI), Product Strategy, and Product Management—a distinction awarded to the top 1% of authors among more than 1.3 million contributors.