Senior Product Manager

Insurance is a trillion dollar market that is fundamental to society, yet it has not modernized — until now. 

Newfront is building the modern insurance experience. 

We've reimagined the experience for clients, prospects, and employees, altering the way people create, understand, select, transact, and use insurance. We're changing the approach so that it starts and ends with the client, not the product, and empowering people for moments that matter. 

Our unique approach recognizes both the vast potential of technology and the fundamental role of insurance experts. We're a technology-driven company with DE&I in our DNA and strong values; we believe people matter most. 

Our mission is to define the future of the insurance industry, while instilling a high performance culture in combination with living our Work, Love, Play ethos each day. We value balanced lives and are passionate about creating a culture of wellness that results in healthier, happier, and more productive employees, and more successful clients.

As Newfront continues its rapid growth, we are seeking a Senior Product Manager to lead the development of AI-powered solutions at the core of our Employee Benefits platform. Reporting directly to the Chief Product Officer, this role is responsible for translating cutting-edge advancements in large language models (LLMs), natural language processing (NLP), and document intelligence into impactful, user-centric products. You will define and drive the product strategy and execution for AI initiatives across the platform, partnering closely with Design, Engineering, and Employee Benefits teammates to ship a modern dashboard that helps HR leaders manage their plans and vendors, identify areas for improvement, and engage with employees. You'll also craft an employee app that guides Newfront clients' employees through their benefits, helps them improve their health and wellbeing, and answers any questions. This role is ideal for someone who thrives at the intersection of complex data, modern AI capabilities, and real-world user problems—and who is excited by the challenge of building transformative products from the ground up.

This position is a salaried, exempt, full-time role. This is a US hybrid role with the option to work from any of Newfront’s offices.

What You’ll Be Responsible For:

• Architect and drive the execution of the product vision and long-term technical roadmap for AI-powered tools and end-to-end workflow automation, with a focus on enterprise-scale reliability, performance, and maintainability.

• Lead the full product development lifecycle for advanced AI systems, including large language model (LLM) integration, document intelligence pipelines, semantic search engines, and retrieval-augmented generation (RAG) architectures.

• Work closely with engineering and data science to design and implement production-ready, scalable infrastructure for model training, fine-tuning, testing, versioning, and deployment.

• Establish robust evaluation frameworks for AI components using both offline and live metrics, incorporating human-in-the-loop (HITL) feedback loops, active learning mechanisms, and custom benchmarking datasets.

• Define technical product requirements that balance user impact, model performance, compute constraints, and system complexity. Collaborate with engineering to decompose ambiguous AI challenges into well-scoped, measurable tasks.

• Translate insurance-specific workflows into modular, intelligent components, leveraging deep collaboration with service teams, claims, and operations experts to surface high-value automation and augmentation opportunities.

• Continuously assess model drift, latency, accuracy, and usability metrics, ensuring that models in production meet business-critical SLAs and compliance standards.

• Define and track key performance indicators (KPIs) and continuously iterate on product features based on real-world usage and customer feedback.

• Maintain a strong awareness of trends and innovations in the rapidly evolving AI landscape, proactively evaluating opportunities and introducing new ideas and technologies to drive product differentiation and value.

Qualifications:  

• A minimum of six (6) years of product management experience is required. Demonstrated track record of launching enterprise-grade or workflow-intensive software products.

• A robust technical foundation, evidenced by a degree in computer science or engineering, or by substantial professional experience working closely with technical teams.

• Proven ability to bridge engineering, data science, and product disciplines, translating system-level constraints and research insights into commercially viable, user-focused solutions.

• Demonstrated experience managing technical roadmaps, architecture tradeoffs, and cross-functional dependencies in high-stakes product environments.

• Excellent technical communication and fluency in technical artifacts such as APIs, data schemas, model evaluation reports, and system design documents.

• Proven ability to translate ambiguous business challenges into structured, actionable product roadmaps and to drive their successful execution.

• Exceptional communication skills, with the capacity to effectively collaborate across both technical and non-technical stakeholders.

• A strong sense of ownership, adaptability, and a continuous learning mindset.

Preferred Knowledge, Skills and Abilities:

• Hands-on experience building or managing products with machine learning, NLP, or generative AI components, particularly LLMs and transformers.

• Deep understanding of vector databases, semantic embeddings, document structure parsing (e.g., layoutLM), and information retrieval techniques.

• Practical experience with data pipeline design, feature engineering, training data curation, model retraining triggers, and deployment automation (CI/CD for ML).

• Familiarity with evaluating AI systems at scale, including offline accuracy testing, online A/B testing, user feedback integration, and drift detection strategies.

• Working knowledge of retrieval-augmented generation (RAG) pipelines, hybrid search architectures, and techniques for grounding LLMs in enterprise data.

• Experience operationalizing HITL systems, reinforcement learning from human feedback (RLHF), and prompt engineering best practices for production systems.

Required Certificates, Licenses, Registration:

• Not applicable

The pay range for this position in California, Washington, Colorado, and New York at the commencement of employment is expected to be between $140,800 and $220,000/yr; however, base pay offered may vary depending on multiple individualized factors, including market location, job-related knowledge, skills, and experience. The total compensation package for this position may also include other elements, including a bonus, restricted stock units, and discretionary awards in addition to a full range of medical, financial, and/or other benefits (including 401(k) eligibility and various paid time off benefits, such as vacation, sick time, and parental leave), dependent on the position offered. Details of participation in these benefit plans will be provided if an employee receives an offer of employment. If hired, the employee will be in an “at-will position,” and the Company reserves the right to modify base salary (as well as any other discretionary payment or compensation program) at any time, including for reasons related to individual performance, Company or individual department/team performance, and market factors.

At Newfront, we are committed to hiring diverse talent and supporting an inclusive workplace environment. If you are excited about a role at Newfront but feel you’re missing a few of the qualifications, we still encourage you to apply and tell us about yourself. You may just be the next Newfront team member that we are looking for! 

Newfront is proud to be an equal opportunity workplace. Diversity is in our DNA and we believe that creating an inclusive workplace elevates the value we are able to bring to our customers and employees alike. All qualified applicants will receive consideration for employment without regard to age, race, color, religion, sex, sexual orientation, gender identity, national origin, genetic information, disability, veteran status, or any other applicable status protected by state or local law.

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