Senior/Staff Product Manager - AI Orchestration & Agentic Workflows

EvenUp; Toronto; On-site; CAD 243,389 - 329,291; Full time

Benefits offered by this job

Medical, dental, and vision insurance

Flexible paid time off

Home office stipend

RRSP for Canada-based employees

Paid parental leave

Job summary

EvenUp is seeking a Product Manager to lead the development of AI-driven workflows that enhance legal processes for personal injury lawyers. In this hybrid role, you will build AI Playbooks and Smart Workflows, ensuring the AI acts intelligently to optimize case management. The ideal candidate has 4-8+ years in product management with a focus on AI/ML, and possesses a 'Startup DNA' mindset. The position offers a competitive salary range of $177,650 - $240,350 and flexible benefits tailored for employees in Canada.

Qualifications

• 4-8+ years in product management, ideally with AI/ML products or workflow automation.
• Deep curiosity about agentic systems.
• Experience with prompt engineering, evaluation metrics, and system architecture.
• Startup DNA mindset: scrappy and adaptable.

Responsibilities

• Build AI Playbooks for case analysis and management.
• Create Smart Workflows to enhance case resolution.
• Develop context systems for AI understanding of case history.
• Own evaluation & quality control frameworks.

Skills

Product management experience

AI/ML knowledge

B2B SaaS experience

Technical fluency

Adaptability

Job description

EvenUp is on a mission to close the justice gap using technology and AI. We empower personal injury lawyers and victims to get the justice they deserve. Our products enable law firms to secure faster settlements, higher payouts, and better outcomes for victims injured through no fault of their own in vehicle collisions, accidents, natural disasters, and more.

We are one of the fastest-growing vertical SaaS companies in history, and we are just getting started. EvenUp is backed by top VCs including Bessemer Venture Partners, Bain Capital Ventures, SignalFire, and Lightspeed. We are looking to expand our team with talented, driven, and collaborative individuals who seek to have a lasting impact.

We’re building the future of legal AI—and we need you to lead it. EvenUp is revolutionizing personal injury law with AI that doesn’t just assist—it acts. We’re moving beyond chatbots and copilots into agentic workflows that autonomously orchestrate legal work, make intelligent decisions, and surface next‑best actions that drive real case outcomes.

We’re looking for a Product Manager who will build the brain of our AI system: the orchestration layer that powers everything from intelligent playbooks to self‑executing workflows to continuous learning systems. (Final leveling will be determined through the interview process).

Hybrid role: this position expects you to work at least 3 days a week from one of our office hubs.

What you’ll do

• Build AI Playbooks that allow firms to teach the AI what to look for, automatically running that intelligence across every case and document.
• Create Smart Workflows that analyze case data, make decisions about when to act, and automatically route cases toward faster resolution and higher settlements.
• Build context systems: knowledge graphs and dynamic prompting systems that give the AI a deep understanding of case history, firm preferences, and legal nuances.
• Own the evaluation & quality control framework, prompt iteration systems, and quality feedback loops to ensure the AI is reliable, powerful, and continuously improving.

What we look for

• 4-8+ years in product management, ideally with AI/ML products, workflow automation, or B2B SaaS.
• Deep curiosity about agentic systems, including multi‑agent architectures, tool‑use, and chain‑of‑thought decision‑making.
• Technical fluency to work directly with AI engineers on prompt engineering strategies, evaluation metrics, and system architecture.
• A "Startup DNA" mindset: scrappy, adaptable, and comfortable with the ambiguity of a fast‑paced environment.
• Experience with LLMs, RAG systems, or 0→1 product development is highly preferred.
• Location: San Francisco preferred.

Benefits & Perks

• Choice of medical, dental, and vision insurance plans for you and your family.
• Additional insurance coverage options for life, accident, or critical illness.
• Flexible paid time off, sick leave, short‑term and long‑term disability.
• 10 US observed holidays, and Canadian statutory holidays by province.
• A home office stipend.
• 401(k) for US-based employees and RRSP for Canada-based employees.
• Paid parental leave.
• A local in‑person meet‑up program.
• Hubs in San Francisco and Toronto.

Compensation Range: $177,650 - $240,350

Please note the above benefits & perks are for full‑time employees.

EvenUp is an equal opportunity employer. We are committed to diversity and inclusion in our company. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.