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Anna E. Molosky

AI/ML Product Management & Strategy Executive

Anna E. Molosky has a proven track record of successfully driving digital transformations and growing revenue by creating and executing long-term strategic visions and overseeing the end-to-end commercialization of product portfolios. With 14 years of experience, 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—across the United States, United Kingdom, Germany, Japan, China, Singapore, India, Egypt, Brazil, and Israel—to efficiently achieve substantive organization-wide goals.

Currently at Amazon Web Services, Anna has thus far driven significant recurring revenue growth, surpassing $520mm by building and monetizing new digital product suites. Simultaneously, she manages high-profile government contracts with a total value of over $55Bn, and growing. Throughout Anna’s storied career, she has consistently leveraged her global professional network to build high-performance multinational teams. A superior written and verbal communicator, Anna effortlessly 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 turning 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 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.  As a thought leader, she is a LinkedIn Top Voice in both Product Management and Strategy, a designation awarded to the top 1% of content creators.

Professional Experience

September 2021 – Present
New York, NY

Amazon Web Services — AWS Commerce Division

The Amazon Web Services (AWS) Commerce Division commercializes innovative new cloud service solutions and facilitates their go-to-market growth strategy. It drives monetization of AWS’ entire cloud service offering across 240 countries and territories worldwide. AWS’ annual revenue in 2022 was $80.1B.

Senior Principal — Technical Product Management, Strategy, and Design

Envisioned, built, and is currently growing the next-generation Cloud Service Pricing and Commercialization Platform (Commerce Platform) for AWS’ 200+ external-facing Cloud Service teams of all sizes. This payment ecosystem’s UI and APIs support the monetization of business models and enable the rapid pricing optimization, customization, and launch of new virtual cloud products and services for use across devices and infrastructures. After performing in-depth market analyses, customer research, and communicating the compelling business case, secured executive buy-in and funding for the Platform. Hired a cross-functional global team of 30 to build the Platform, complete with metrics instrumentation. Collaborates directly with AWS’ executive leadership team, including AWS’ C-Suite, to define AWS’ new product commercialization and go-to-market strategies, setting and exceeding top organizational KPIs.

  • Generated $520M in additional annual revenue by identifying market opportunities and building AWS’ digital pricing and payments Platform, using product sense to optimize end-user capabilities and pricing methodologies.
  • Managing over $55B in government contracts, leading cross-functional teams in tailoring custom products for the United States Department of Defense (DoD) and government agencies across the US, UK, Singapore, and Israel.
  • Leading a high-performing cross-functional Platform team, utilizing inclusive leadership to recruit, hire, train, coach, mentor, and motivate individuals and teams, resulting in 100% retention of direct reports.
  • Reduced the go-to-market time for new public-facing features and services by over 78%—from an average of 23 weeks to 5 weeks—by implementing an innovative program that combined a newly formed onboarding support team with new processes and technologies.
  • Boosted customer satisfaction for AWS’ financial services product portfolio from 15% to 65% in under a year.
  • Builds and maintains customer relationships by creating and presenting product demos and ideas to AWS’ largest external customers—such as Stripe, Netflix, and Apple—and startups to incrementally deliver the right platform capabilities to customers of all sizes.
January 2010 – Present
New York, NY

AnnaMol Haüs Ltd.

AnnaMol Haüs Ltd. is a digital product strategy and development consultancy delivering state-of-the-art technical solutions.

Managing Principal

Leads multinational cross-functional teams to strategize and launch software products while overseeing business operations without compromising responsibilities at AWS.

  • Developed the OPTX™ Advanced Monitoring + Observability Platform for Optanix, a leader in the 2022 Gartner Magic Quadrant™ for Managed Network Services.
  • One year after the Platform’s launch, Optanix was acquired by ATSG (Axispoint Technology Solutions Group), primarily to absorb the OPTX™ Platform.
September 2020 – September 2021
New York, NY

Two Sigma Investments — Venn Platform

The Venn by Two Sigma Investment Platform is the Firm’s powerful financial services analytics and risk management tool that offers advanced portfolio analysis and optimization capabilities. It empowers institutional investors to assess investment performance, evaluate risk factors, and make data-driven investment decisions using quantitative tools and models.

Principal — Product Management, Strategy, and Design

Led the Strategic Product Management and Product Design teams for the entire Venn Platform. Developed a dynamic monetization strategy to convert free users into paying customers, programmatically analyzing qualitative and quantitative feature usage data on a per-user basis to uncover which features free users would pay for and how much they would pay per feature. Founded and led a product innovation program, automating information retrieval and data aggregation with AI by consolidating in-app user metrics, customer feedback, and market intelligence. The program accelerated customer-centric requirements gathering and data-driven prioritization with A/B testing. Used deep subject matter expertise to analyze data, transforming product analytics into impactful features.

  • Converted a user base with no paying customers to lead 55% of all users subscribing to the paid version of the Platform two quarters after launching the innovative new pricing strategy.
  • Achieved $7.2M in first-year annualized revenue with 95% paid customer retention in the first year after launching the pricing strategy.
July 2017 – September 2020
New York, NY

Goldman Sachs — Marquee Platform

Goldman Sachs’ Marquee Platform is a sophisticated end-to-end financial technology solution that provides institutional investors access to a wide range of tools, data, and analytics for investment analysis, decision-making, and trading purposes. It offers real-time market data, risk management tools, and industry-leading programmatic access to these tools through APIs, empowering investment professionals to make data-driven decisions and execute trades efficiently from within Goldman Sachs’ digital ecosystem.

Vice President — Product Management, Design, and Strategy

Led product development for the Marquee Platform throughout the entire product lifecycle, from product vision to strategy to roadmap to execution. Devised the growth and go-to-market strategies for all new customer-facing business initiatives, securing executive and cross-organizational buy-in. Used cross-functional leadership and interpersonal skills to build strong cross-functional relationships between hedge fund clients and internal stakeholders—including Executives, Engineering, AI, Data Science, UX Design, Sales, and other Product teams—to create Marquee’s Equity and Credit Portfolio Management Platform, complete with Carbon Footprint Portfolio Analytics.

  • Created, grew, and monetized Goldman’s Data business, earning first-year annualized revenue of over $4.5mm from several top hedge fund clients—including Millennium Management and Point72—earning $75mm in three years.
    • Goldman Sachs now sells over 50 datasets priced anywhere from $100K to $400K each (per client)
  • Digitized and ran the Equity Custom Basket Trading business, generating a first-year revenue increase of $18mm directly attributable to her creation of Machine Learning-driven trade optimization tools.
  • Identified a new market opportunity for Marquee through market analyses of industry trends and user research. Based on these customer and market insights, architected the Credit Portfolio Management Platform, expanding Marquee’s client base by 46%, including the world’s largest banks, asset managers, and pension funds.
    • Built the Platform $3mm under its $4.5mm budget, reallocating the savings to accelerate the launch of Marquee’s Carbon Portfolio Analysis features nine months ahead of schedule.
  • Increased year-one customer engagement from under 5% to 65% of Goldman Sachs’ clients worldwide through the strategic development and launch of Marquee’s Portfolio Management Platform.
  • Assembled and led Customer Product Advisory Councils across four continents to evangelize new products and collect product feedback with exceptional empathy, directly collaborating to build customer relationships to develop and deliver digital customer experiences iteratively and quickly.
  • Scaled Marquee team, originally a 10-person startup within Goldman Sachs, to a global organization of over 300.
January 2016 – July 2017
Boston, MA

Juniper Networks (formerly 128 Technology)

Juniper Networks is a leading networking solution provider that enables high-performance and secure networks for businesses and service providers. Their portfolio includes software, routing, switching, security, and network management products that deliver advanced features to support the growing demands of multinational enterprises for modern digital infrastructures.

Senior Director of Product Management, Strategy, and Design

Assembled and led a global cross-functional team across the United States, Japan, and Germany to build 128 Technology’s award-winning enterprise networking software platform. Fostered inclusive collaboration among Product Managers, Engineers, Salespeople, and UX Designers, amplifying the team’s collective expertise to its full potential. In Q4 2022, Juniper Networks acquired 128 Technology for $450mm. The company’s commercial success and ultimate acquisition were attributed to the Platform’s superior product strategy and innovative data visualization features.

  • Led the product and customer engagement strategy across the entire global organization.
  • Crafted the product strategy and user experience of 128 Technology’s award-winning enterprise networking software platform, rebranded as Juniper Mist AI.
  • Led user experience strategy and design across the global organization.
  • Organized and led a global cross-functional team of 20 Engineers, Designers, Marketers, and Technical Translators across the United States, Japan, and Germany to build the software Platform.
  • Defined the front-end framework of reusable components and design to developer handoff process, slashing the time required from design to development to QA by 50% overall.
  • Increased development velocity by 75%, fostering a culture of continuous improvement and innovation.


Selected Products


Revenue Growth

In annual revenue growth for AWS as a result of Ms. Molosky's identification and optimization of pricing methodologies and digital tools.

Strategic Business Creation & Expansion

In revenue generated in 3 years from Goldman Sachs' Premium Proprietary Data and Time Series Analytics business Ms. Molosky founded and grew.

Product Pricing Strategy

Paid customer retention for Two Sigma's Venn Platform in the first year after the launch of Ms. Molosky's innovative, AI-assisted pricing model.

Digital Transformation

In additional annualized revenue generated as a direct result of Ms. Molosky's digitization and integration of Goldman Sachs' Equity Basket Trading business onto the Marquee Platform.

Go-to-Market Efficiency

Reduction in go-to-market time for AWS' new features and services Ms. Molosky drove by securing executive funding for and building a cross-functional global team of 30 to implement an end-to-end pricing experience solution.

User Acquisition & Conversion

Increased customer engagement of Goldman Sachs' clients worldwide for the Marquee Platform



Bachelor of Science

Information Systems + Human Computer Interaction

U.S. News and World Report

#1 Information Systems Program Worldwide
#1 Quantitative Analysis Program Worldwide

Professional Certifications

AWS Certified Solutions Architect

Issued by: Amazon Web Services (AWS)

Registered General Securities Representative

Issued by: The Financial Industry Regulatory Authority (FINRA)
Credential ID: CRD#: 6835514

Series 7TO – General Securities Representative Examination
Series 63 – Uniform Securities Agent State Law Examination
Series 7 SIE – Securities Industry Essentials Examination

AWS Certified Cloud Practitioner

Issued by: Amazon Web Services (AWS)
Credential ID: 258G2VFDNBEE1SGP

AWS Partner Accreditation: Business

Issued by: Amazon Web Services (AWS)

Google Analytics Individual Qualification

Issued by: Google
Credential ID: 151025256

Advanced Open Water Diver

Issued by: The Professional Association of Diving Instructors (PADI)
Credential ID: 21080U5106


Executive Management

  • Revenue Generation and Growth
  • Business Strategy & Expansion
  • Cross-functional Team Building
  • Global P&L Optimization
  • Product Portfolio Management
  • Return on Investment (ROI) Maximization
  • Data-Driven Decision Making
  • Go-to-Market (GTM) Strategy
  • Digital Product Leadership
  • Multinational Team Leadership
  • Pricing Strategy
  • Organizational Change Management
  • Product Innovation & Development
  • New Market Identification & Analysis
  • Business Process Design
  • Strategic Planning
  • Continuous Process Improvement
  • Customer Relationship Management (CRM)
  • Stakeholder Management
  • Product Roadmapping
  • Market Research & Insights
  • Competitive Analysis
  • Financial Trend Forecasting

Technical Leadership

  • Artificial Intelligence
  • Machine Learning
  • Cloud Computing
  • End-to-End Software Lifecycle Management
  • Application Programming Interfaces (APIs)
  • Generative Algorithms
  • Big Data Analytics
  • Enterprise Applications
  • End-to-End Software Lifecycle Management
  • Agile Methodologies
  • Key Performance Indicators (KPIs)
  • Metrics & Analytics
  • Digital Transformation
  • Virtualization
  • User Study Design
  • User Behavior Analysis
  • Continuous Integration/Deployment
  • Digital Workflow Automation

questions & Answers

Describe a time where you leveraged your strategic and technical expertise to transform a business problem into an opportunity. What were the results?

Transforming Digital Product Strategy to Drive Free-to-Paid Conversion

At Venn by Two Sigma Investments, I led product strategy and monetization and uncovered a crucial challenge: none of the Platform’s users had converted to paying customers. Lacking data on which Venn features would incentivize users to become paying customers, I integrated a powerful conversational AI tool—Intercom—with the advanced user behavior tracking system Amplitude and used Salesforce to gather and aggregate critical customer data.

In under a week, I designed and implemented an agile system that collected feature usage data on a per-user basis to uncover high-value features customers would pay for. Using insights gathered from the system, I discovered that 80% of free-tier users leveraged Venn to download Two Sigma’s proprietary factor analysis portfolio reports for their individually created portfolios.

Working with the Sales team, I developed a new pricing model that included putting engagement-driving existing features behind a paywall and granting early access to new premium features only to customers who signed up for at least a quarter-long pre-paid subscription.


Launched two weeks before the end of the month to create a sense of urgency, my new pricing model resulted in 30% of all Venn users converting to the premium paid version in just two weeks. Over the next six months, Venn acquired 800 new users, and the free-to-paid conversion ratio rose from 0% to 55%, with 95% paid customer retention. I drove significant growth and profits for Venn through my innovative approach by leveraging AI to uncover valuable customer insights.

When have you facilitated digital transformation by bridging external clients with internal stakeholders?

I joined the Marquee Investment Platform team at Goldman Sachs and quickly discovered a significant user engagement issue. Less than 8% of external clients had logged on during the prior six months, hindering Marquee’s transformation into a revenue-generating line of business. Through my research, I identified the opportunity to engage Goldman’s equity-focused hedge fund trading clients by externalizing Goldman’s portfolio analytics technologies.

To increase initial client engagement, I proposed offering our software for free, with the Equity Sales team onboarding clients to Marquee. To provide visibility into our business’ progress, I established the amount of trading flow through the Marquee Platform as our main KPI. Over two years, I developed over 40 client relationships and—based on their feedback—prioritized building the most crucial parts of the system first. In collaboration with Goldman’s Data Science team, I introduced a first-to-market Machine Learning-powered portfolio optimization tool.

These innovations led to Marquee’s first year as a revenue-generating business in 2018. There was a 2400% increase in Equity Basket trading flow to over $590MM and a 13,340% increase in external client engagement to 670 monthly active users (65% of Goldman’s Sales and Trading clients). Through my innovative digital product strategy, I overcame user engagement challenges and drove significant growth for Marquee, ultimately turning it into a successful revenue-generating line of business for Goldman Sachs.


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