Technical Product Manager scaling Caseware's fintech cloud platform services. Defining APIs, integrations, and data capabilities with engineering and product teams.
About the role
- Senior Technical Product Manager leading Jerry.ai’s AI platform for car and home ownership. Consolidating prompts, prioritizing chatbot development, and guiding emerging AI investments.
Responsibilities
- Lead Jerry.ai’s customer-facing Agentic AI product leveraging LLMs, agents, and internal APIs
- Integrate Jerry.ai services directly into the ChatGPT App with partners such as OpenAI
- Learn and improve prompt engineering workflows by writing and updating prompts
- Understand how Propelix, Botly, CRM, GitHub, and Replit interact and identify bottlenecks
- Define and execute prompt consolidation from six locations onto a unified platform
- Sequence work and align engineering, data, operations, and other teams
- Own the technical prioritization queue for the chatbot
- Track voicebot and computer-use technologies and determine when serious investment is warranted
- Own the OpenAI relationship and Jerry’s presence in the ChatGPT store
- Influence AI investment and architectural decisions for the platform’s future state
Requirements
- 4+ years of experience in a technical role such as forward deployed engineering, technical product management, or similar at a fast-paced startup
- Passion and curiosity for AI systems, including modern LLMs
- Track record of turning complex, strategic ideas into scalable, production-grade products
- Strong familiarity with AI and experimentation with custom workflows
- Comfort discussing API design and system architecture
- Ability to translate complex technical concepts for any audience
- Familiarity with SQL and comfort using data to answer questions and validate hypotheses
- Ability to navigate technical tradeoffs and lead by example when implementing AI platform standards
- Ability to reside in an eligible hiring location: specified U.S. states or Ontario, Canada
- Legal authorization to work in the U.S. or Canada
- Full-time salaried employment eligibility
Benefits
- Equity opportunities / stock options
- Health coverage
- Dental coverage
- Vision coverage
- Paid time off
- Paid parental leave
- 401(k) plan with employer matching (U.S.)
- RRSP plan with employer matching (Canada)
- Wellness benefits
- Fully remote work
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Degree requirement
No Education Requirement
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