Principal Product Manager, AI Monetization

GumGum is a contextual-first, global digital advertising platform that uses advanced AI  technology to serve captivating creative ads that drive consumer attention, without the use of personal data. At GumGum, we don’t need to know who you are to deliver relevant and engaging ads that align with your active frame of mind. We believe that a digital advertising industry based on context rather than personal data builds a more equitable and less invasive future for the internet and is better for consumers, publishers and advertisers alike. Our blueprint for the future, The Mindset Matrix™, combines the power of context and creative in digital advertising to deliver superior attention and drive consumer action without sacrificing personal data. 

To be a part of this next phase of digital advertising that prioritizes data privacy, please visit www.gumgum.com/careers

The Principal Product Manager, AI Monetization, will lead GumGum’s exploration of new revenue opportunities within conversational and AI-driven environments. This is a discovery-oriented, entrepreneurial role focused on identifying and validating how GumGum’s contextual and Mindset capabilities can create differentiated monetization models across emerging chat and intelligent content platforms.

The initial focus will be on developing and testing monetization frameworks for AI-powered conversational experiences—whether within chatbots, virtual assistants, or generative platforms that enable new types of user interaction and sponsored engagement. The successful candidate will assess technical feasibility, user value, and market appetite for AI-native advertising and monetization models—and, if viable, define the product strategy, partner ecosystem, and go-to-market approach to scale them.

Beyond conversational AI, this role will explore other areas where GumGum can monetize intelligence, data, and context across new digital environments. The ideal candidate combines strong product expertise with entrepreneurial instincts: someone who can uncover emerging opportunities, prototype solutions, validate business potential, and transform new concepts into scalable, revenue-generating products.

Note: Note: GumGum fosters a flexible work environment, offering GumGummers the ability to work either in-office or remotely/from home. However, for occasional in-person collaboration, we kindly ask that this position be located within a 'commutable' distance to our office.

What You'll Achieve

• Lead GumGum’s monetization exploration across conversational, generative, and AI-driven environments.
• Build and validate business cases for new revenue streams that leverage GumGum’s data, signals, and creative assets in AI environments.
• Define MVP products and experiments to test adoption, scalability, and advertiser demand.
• Collaborate with Engineering, Data Science, and Partnerships to turn validated ideas into launch-ready products.
• Develop go-to-market strategies, pricing models, and performance metrics for any proven monetization paths.
• Stay ahead of the competitive landscape and identify partnership or differentiation opportunities in the evolving AI space.
• Present findings, recommendations, and investment proposals to senior leadership with clear ROI and risk assessments.
• Establish success metrics for exploratory initiatives and guide pivot or scale decisions based on evidence.
• Build cross-functional alignment across Product, Strategy, Marketing, and Finance to ensure execution readiness.

Skills You'll Bring

• Bachelor’s degree in Computer Science, Data Science, Business, or related field; MBA or equivalent entrepreneurial experience preferred.
• 8+ years in product management or related roles with at least 3 years leading zero-to-one product initiatives or new-business incubations.
• Proven success exploring and commercializing new technology markets—ideally in AI, data, or advertising.
• Deep familiarity with AI ecosystems (e.g., generative models, conversational interfaces, LLM-based platforms) and their commercial potential.
• Understanding of digital monetization models.
• Experience collaborating with Engineering and Data Science teams to build technically complex prototypes or platforms.
• Demonstrated ability to connect emerging technology trends to real business opportunities.

What We Offer

At GumGum, competitive base pay is a part of a total rewards package which also includes benefits, an emphasis on recognition, development, and wellness. The reasonable estimated base pay range for this role is from $187,000 - $211,500 annually.  T