Technical Product Manager scaling Caseware's fintech cloud platform services. Defining APIs, integrations, and data capabilities with engineering and product teams.
About the role
- Technical Product Manager owning Agentic AI platform strategy for Jerry.ai, which manages car and home ownership. Consolidating prompts, prioritizing chatbot development, and guiding emerging AI investments.
Responsibilities
- Lead the customer-facing Agentic AI product leveraging LLMs, agents, and internal APIs.
- Integrate Jerry.ai services directly into the ChatGPT App and pioneer new model capabilities with partners such as OpenAI.
- Own the AI platform strategy while keeping the current platform running.
- Learn and improve the prompt engineering workflow by writing and updating prompts.
- Understand how Propelix, Botly, CRM, GitHub, and Replit interact and identify bottlenecks.
- Define and execute the strategy for migrating prompts from six locations onto a unified platform.
- Sequence prompt consolidation work and align engineering, data, operations, and other teams.
- Own the technical prioritization queue for the chatbot team.
- 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.
- Bring a point of view and influence AI investment decisions.
- Report directly to the COO.
Requirements
- 3+ 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.
- Deep interest and hands-on experience with AI, including building custom workflows.
- Ability to discuss 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 implement AI platform standards.
- Experience or familiarity with Propelix, Botly, CRM, GitHub, and Replit workflows.
- Must currently reside in an eligible location: AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada.
- Must be legally authorized to work in the U.S. or Canada.
- Full-time salaried employment only for this role; the employer does not accept applications from other residence locations.
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
- Comprehensive benefits package for regular/full-time employees
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