Top Tech Jobs & Startup Jobs in Toronto

Own the roadmap and end-to-end development of Jerry.ai’s AI platform and customer experiences. Partner with engineering to establish prompt strategies, evaluation frameworks, guardrails, and platform standards. Drive experimentation to improve answer quality, customer satisfaction, and automation rates. Translate technical AI concepts for the broader organization and collaborate with OpenAI on voice models and workflow automation.

Own a new consumer product bet from concept or early launch through product-market fit and scale. Ramp quickly in complex domains, use quantitative and qualitative insights to prioritize opportunities, build and ship products, gather customer feedback, and iterate. Potential areas include home, motorcycle, boat, RV insurance, and property tax savings.

Own a 0-to-1 product bet across emerging insurance and asset-ownership products such as home, motorcycle, boat, RV, or property tax services. Responsibilities include researching customer needs, analyzing quantitative and qualitative data, prioritizing the roadmap, launching products, gathering feedback, iterating toward product-market fit, and scaling successful offerings.

Lead the roadmap, development, and rollout of Jerry.ai’s AI platform and customer-facing agent experiences. Partner with engineering and OpenAI on prompt strategies, evaluation frameworks, guardrails, voice models, and workflow automation. Translate technical AI concepts into organizational standards while improving answer quality, customer satisfaction, latency, cost, and automation rates through experimentation and data analysis.

Own the strategy and execution of Jerry.ai’s AI platform, including prompt consolidation, chatbot prioritization, platform architecture, and emerging technologies such as voicebots and computer use. Manage the OpenAI relationship and Jerry’s ChatGPT presence while aligning engineering, data, and operations teams. The role requires hands-on AI experimentation, technical systems thinking, SQL analysis, and the ability to translate strategic ideas into scalable, production-grade products.

Own the roadmap and end-to-end development of Jerry.ai’s customer-facing Agentic AI platform. Partner with engineering and OpenAI to develop prompt strategies, evaluation frameworks, guardrails, voice models, and workflow automation. Translate technical AI concepts into organizational standards, optimize latency, cost, accuracy, answer quality, customer satisfaction, and automation rates, and scale production-grade AI products and experiences.

Lead the end-to-end development of Jerry.ai’s customer-facing Agentic AI platform. Own the roadmap, prompt strategies, evaluation frameworks, guardrails, platform standards, and rollout of LLM-powered experiences. Partner with engineering and OpenAI to deploy voice models and workflow automation, while improving answer quality, customer satisfaction, latency, cost, and automation rates through experimentation and data analysis.

Own Jerry.ai’s AI platform strategy and technical product prioritization. Consolidate prompts across multiple systems, coordinate engineering and cross-functional execution, evaluate emerging technologies such as voicebots and computer use, manage the OpenAI relationship, and guide Jerry’s ChatGPT presence. The role combines hands-on prompt engineering, AI experimentation, API and architecture discussions, data analysis with SQL, and translating strategic ideas into scalable production products.

Lead the strategy, development, and rollout of Jerry.ai’s AI platform and customer-facing agent experiences. Partner with engineering and OpenAI to design prompts, evaluation frameworks, guardrails, voice models, and workflow automation. Improve answer quality, customer satisfaction, and automation rates through experimentation and data analysis. Translate technical AI concepts into organizational standards while balancing latency, cost, accuracy, and scalability.

Own the end-to-end creation of performance-driven advertising across paid social, CTV, YouTube, and emerging channels. Develop concepts, scripts, hooks, creative frameworks, and video edits; translate performance data into creative direction; monitor platform and cultural trends; direct agencies and production partners; and use AI tools to accelerate production while improving brand quality and ad performance.