Anna E Molosky | AI Product Management & Strategy Executive

Anna E. Molosky is a seasoned AI/ML Product Management and Strategy Executive with a proven track record of successfully driving digital transformations and generating revenue by creating and executing long-term strategic visions, as well as overseeing the end-to-end commercialization of product portfolios.  With over 15 years of experience in strategic technical product management, she is an unparalleled cross-functional strategic product management and growth leader who uncovers lucrative new market opportunities and monetizes unmet customer needs by leveraging cutting-edge technologies, including Artificial Intelligence (AI), Machine Learning (ML), and Generative Algorithms.  Anna is a results-driven and forward-thinking senior leader with extensive experience building credibility with globally dispersed teams to achieve substantial organization-wide goals efficiently.

At Amazon Web Services (AWS), Anna has driven significant recurring revenue growth, personally generating ≈ $1.16 billion in additional cumulative annual recurring revenue (ARR) for AWS in 2023 and 2024.   She is currently generating a projected $762 million in new ARR for 2025 by architecting AWS’s new AI-powered external and internal eCommerce Platform, which optimizes pricing, billing, cost management, and most crucially, fraud and unbilled usage detection for all AWS cloud products and services across AWS’s over 220 cloud product business units.  Anna has previously held strategic leadership positions at Two Sigma Investments—a leading global hedge fund—Goldman Sachs, and Juniper Networks.

Throughout Anna’s remarkable career, she has consistently leveraged her global professional network to build high-performance multinational teams.  A superior written and verbal communicator, Anna secures C-suite buy-in and funding for her innovative solutions. Her inclusive, hands-on leadership inspires and motivates her teams to deliver hyperscale digital initiatives ahead of schedule and under budget.  She has a proven record of evolving product vision into profit by building scalable digital solutions for the most complex organizational challenges in high-visibility roles, 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 Degree 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.  A thought leader and internationally recognized speaker, she is a LinkedIn Top Voice in three areas: Artificial Intelligence (AI), Product Strategy, and Product Management, a designation awarded to the top 1% of authors among 1.3 million contributors (and growing).