Principal Product Manager - AI & Conversational Interfaces

Summary

Join Assured, a company modernizing the insurance industry, as a Principal Product Manager. You will play a key role in defining and executing the product vision, focusing on AI-driven experiences, LLMs, and intelligent chat interfaces. Lead strategic initiatives shaping the future of the conversational AI platform, balancing innovation, customer empathy, and technical depth. Responsibilities include driving AI product strategy, owning the end-to-end product lifecycle, collaborating with engineering and design teams, championing the voice of the customer, leveraging data for insights, and influencing executive-level strategy. The ideal candidate possesses AI/LLM product expertise, proven product leadership, technical fluency, analytical rigor, strategic thinking, a user-centered mindset, and excellent communication skills.

Requirements

• AI/LLM Product Expertise : Hands-on experience delivering AI products, especially those leveraging LLMs (e.g., GPT, Claude) or conversational AI technologies
• Proven Product Leadership : A history of successfully launching and scaling impactful products in fast-paced, technical environments
• Technical Fluency : Ability to engage in technical conversations with engineering and ML teams — experience with APIs, AI platforms, or NLP systems is a strong plus
• Analytical Rigor : Strong data analysis and experimentation skills, with a metrics-driven approach to decision making
• Strategic Thinking with Executional Hustle : Balance big-picture thinking with a hands-on approach to execution
• User-Centered Mindset : Passionate about creating intuitive, delightful user experiences that solve real problems
• Excellent Communicator : Skilled at communicating complex concepts clearly to both technical and non-technical audiences

Responsibilities

• Drive AI Product Strategy : Lead the vision, roadmap, and execution for AI-powered products, with a focus on chatbot experiences, LLM integration, and intelligent automation
• Own End-to-End Product Lifecycle : Define, prioritize, and deliver features from concept to launch, ensuring alignment with user needs and business goals
• Collaborate Deeply with Engineering & Design : Partner closely with engineering, ML/AI teams, and designers to craft intuitive, intelligent user experiences powered by cutting-edge LLMs
• Champion the Voice of the Customer : Engage with users, enterprise clients, and cross-functional stakeholders to gather insights and translate them into impactful product solutions
• Leverage Data for Insight : Utilize product usage data, experimentation, and feedback loops to drive continuous product improvement and AI model refinement
• Influence at the Executive Level : Work directly with the CEO, CTO, and senior leadership to shape company strategy through the lens of AI product innovation

Benefits

• Competitive Compensation: Enjoy a competitive salary and equity package!
• Comprehensive Health Care: Access to multiple medical plans with an HSA option and minimal out-of-pocket expenses. Certain plans covered 100%
• Dental Insurance: We protect those pearly whites
• Vision Insurance: Everyone can see clearly now at Assured
• Life Insurance: It's on the house! Provided at no cost to you
• Paid Time Off: Uncapped vacation days and paid holidays. Take that vacation!
• Family Leave: Maternity and paternity leave options
• Financial Wellness: 401(k) contribution with Assured contributing 3% of your income, even if you don't contribute
• Flexible Spending Accounts: Health and dependent care FSAs for pre-tax flexible spending