Top Tech Jobs & Startup Jobs in Montreal

Lead development and scaling of Jerry.ai's agentic AI platform, partnering with engineering and product to design prompt strategies, evaluation frameworks, guardrails, and integrations (e.g., OpenAI). Drive experimentation to improve automation rates, answer quality, and customer satisfaction while owning roadmap, rollout, and platform standards.

Lead end-to-end product development for Jerry.ai's AI agent platform: unify prompt assets, design prompt strategies and guardrails, partner with engineering and OpenAI, define evaluation frameworks, run experiments to improve automation, quality, and customer satisfaction, and translate technical architecture across the organization.

Embedded within a core business area, own end-to-end analytics: define problems, build metrics/reports, run analyses and experiments, surface insights, and drive data-driven recommendations to influence product, growth, AI, or partnerships.

Lead consolidation and evolution of Jerry.ai's AI platform: unify prompts across systems, set platform architecture, prioritize chatbot/agent features, manage OpenAI partnership, coordinate engineering, data, and operations to ship production-grade AI experiences.

Lead end-to-end partnerships for Jerry's new product lines (home, motorcycle, RV): build pipeline, qualify and close insurance carriers and distribution partners, design creative deal structures, and ensure partner onboarding and long-term success. Influence vertical strategy and work cross-functionally with product, engineering, data, legal, finance, and executives to scale supply and distribution for new offerings.

Embedded analytics partner on BizOps & Analytics team: define problems, build metrics and reports, run analyses and experiments, surface insights, and drive cross-functional decisions to improve growth, product, AI/automation, or partnerships.

Owns the customer sign-up and purchase funnel for car insurance: conduct product walkthroughs, synthesize user feedback, triage bugs, run A/B tests and ship end-to-end growth features with Design and Engineering while maintaining overlap with China hours.

Lead Jerry.ai's organic content strategy and production to drive customer acquisition via SEO and AEO. Build and run an AI-native brief-to-publish system (LLM prompts, QA, human edits), enforce editorial standards, track presence across search and answer engines, and optimize content to earn citations and conversions while ensuring YMYL accuracy.

Embed with a core business unit to define high-impact problems, build metrics, reports, experiments and analyses, surface insights, and drive decisions and execution across growth, product, AI, and partnerships.

Concept, produce, edit, and iterate performance-driven video ads across paid social and CTV from brief to delivery. Apply strong visual craft, performance-focused hooks, and AI/generative tools while collaborating with media, growth, and senior creatives to optimize creative based on performance signals.