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Product Management + Strategy Executive

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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 over 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 to efficiently achieve substantive organization-wide goals.

Currently at Amazon Web Services, Anna has thus far driven significant recurring revenue growth, surpassing $580mm by building and monetizing new digital product suites. Simultaneously, she manages high-profile government contracts with a total value of $55Bn over 10 years. 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 three areas: Artificial Intelligence (AI), Product Strategy, and Product Management, a designation awarded to the top 1% of authors among 1.3mm contributors (and growing).

Professional Experience

September 2021 – Present
New York, NY

Senior Principal — Technical Product Management, Strategy, and Design

Amazon Web Services — AWS Commerce Division

The Amazon Web Services (AWS) Global Commerce Division commercializes innovative new cloud service solutions and facilitates the go-to-market growth strategy. The Division creates and runs the technologies and processes that drive the monetization of AWS’ global cloud service portfolio. AWS’ net sales in 2023 were $90.8Bn, up 13.4% from $80.1Bn in 2022.

January 2010 – Present
New York, NY

Managing Principal

AnnaMol Haüs Ltd.

AnnaMol Haüs Ltd. is a digital product strategy and development consultancy that delivers state-of-the-art technical solutions, such as the OPTX™ Advanced Monitoring + Observability Platform for Optanix, a leader in the Gartner Magic Quadrant™ for Managed Network Services.

September 2020 – September 2021
New York, NY

Principal — Product Management, Strategy, and Design

Two Sigma Investments, LP — Venn Platform

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

July 2017 – September 2020
New York, NY

Vice President — Product Management, Design, and Strategy

Goldman Sachs — Marquee Investment 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.

January 2016 – July 2017
Boston, MA

Senior Director of Product Management and Strategy

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 multinational enterprises’ growing demands for modern digital infrastructures.


Products + Results

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

Education + Certifications


Bachelor of Science

Computer Information Systems

U.S. News and World Report Rankings

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

Master of Science

Human-Computer Interaction (Coursework) – School of Computer Science

Duke University Logo

Graduate Certificate

AI for Product Innovation

Professional Certifications

Cloud Digital Leader Certification

Issued by: Google Cloud

Microsoft Certified: Azure AI Engineer Associate

Issued by: Microsoft
Certification number: 3C4306-30CF81

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)


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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