About the role
We are looking for a Senior Product Manager with 5-8 years of experience to own and drive a new AI-powered document intelligence product line at Owl.co, the leading Claims Intelligence platform for North America's largest insurers. You'll be the first PM on the ground, defining success metrics, running POCs with enterprise customers, and taking the product from early traction to scale. This is a high-autonomy role where you'll work cross-functionally with engineering, design, sales, customer success, and a new data team — reporting directly to the CEO. If you thrive in ambiguity, love building 0-to-1, and want to shape the future of insurance AI, this is your role.
What will you be doing?
- Own the roadmap for Owl's new document understanding product (Bluejay) — including document summaries, artifact generation, AI-assisted chat, and task management features
- Define and establish KPIs and success metrics for the new product line from scratch
- Run proof-of-concept engagements with enterprise insurance carriers and iterate based on customer feedback
- Partner cross-functionally with engineering, design, sales, marketing, customer success, and data teams to ship features that delight enterprise customers
- Move fluidly between long-term strategy and hands-on execution, bringing structure to ambiguity in a fast-moving Series B environment
About Owl.co
Owl.co is the leading Claims Intelligence platform, building applied AI systems for high-stakes, real-world decisions in the insurance industry. Their technology is deployed in production at some of the largest carriers in North America, helping insurers unlock insights, prioritize claims, and explore best practices with unprecedented accuracy and efficiency.
Owl.co is a Series B company backed by top-tier VCs including Cota Capital, Sorenson Ventures, Luge Capital, and others, with over $30 million in funding. The company is led by experienced founders who have steered previous businesses to successful exits, and their technical leadership comes from Meta, Microsoft, X, and Goldman Sachs.
Culture & Values:
- Data is King & Queen: Owl.co has a huge bias for data-driven decisions across everything they do.
- Flat Structure: Ideas and impact are prioritized over hierarchy. Direct communication and innovation are encouraged at every level.
- Customer-Centric: Customers are at the centre of all discussions, with full visibility granted to the entire team.
- High Impact, No Bureaucracy: A small, nimble team that makes swift decisions — every team member makes real, meaningful contributions from day one.
Required skills
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Job details
Salary
CA$185,000 - CA$220,000
Location
Toronto, Canada
Experience
5+ years
Company
Funding
Total raised
$40M
Last stage
Series B
Investors
Founders
What happens next.
No applications, no recruiter spam. Just the intro.
Confirm the fit
A few questions to make sure this role is the right shape for you. Two minutes.
I pitch you to the company
I write the intro, send it to the founder, and handle the back-and-forth.
A meeting lands on your calendar
If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.