Product Manager (Forward Deployed)

SiftMed, based in St. John's, Newfoundland, builds AI software that insurance carriers, independent medical examiners, and legal teams use to review medical records in claims. Our platform finds facts such as pre-existing conditions, treatment gaps, and causation evidence across thousands of pages, links each one to its source, and cuts review time by 50 to 70 percent. We handle some of the most sensitive data there is, so security and privacy shape every product decision we make.

Revenue grew 10X in 2025. In July 2026 we closed a funding round led by Staircase Ventures, with The51, Pelorus VC, Sandpiper Ventures, and the founders of Verafin, bringing total funding to more than $10 million.

SiftMed is hiring a Product Manager to join our product team and report to the VP, Product Management. Our PMs lead projects rather than owning fixed product areas. A single project often touches several parts of the platform at once, such as document processing, AI analysis, reporting, and customer configuration, and the projects you lead will change as customer needs and company priorities change.

This role is forward deployed, which means you'll work directly with customers. You'll own the relationship with a set of priority accounts: you'll onboard them, configure the platform for their workflows, train their teams, and be their main contact for how the product works for them. What you learn from those accounts goes straight into what we build. As we develop the next generation of our product, we want the people deciding what to build to be the people who know our customers best. Your accounts are where you learn what to build, and the goal is a product that works better for every customer. Expect to split your time roughly 40% on your accounts and 60% on product work.

This role involves a lot of ambiguity. Customer requests, sales feedback, and technical constraints will often conflict, and there usually won't be an existing process or a clear answer. We need someone who can work out which problems matter most, make a decision with incomplete information, and get the work shipped. You'll own your projects from the first customer conversation through launch and iteration, including the tasks that don't fall under anyone's job title.

• You don't need to be told what to work on. You look at the product, the customers, and the business, and you come back with a view on what should happen next.
• When you don't know something, you find out. You call the customer, read the support tickets, check the data, or ask the engineer who built it.
• You make decisions without complete information, and you change them when new information shows you were wrong.
• You're comfortable working across the whole product rather than specializing in one area, and you learn unfamiliar parts of the system quickly.
• You judge your work by whether it shipped and whether customers use it, not by how polished the spec was.
• You like working with customers. You're comfortable running a training session for a room of claims reviewers in the morning and working through a technical trade-off with engineers in the afternoon.
• You want more responsibility than you have now, and you're willing to earn it here as SiftMed grows.
• You'll do the unglamorous work when it's needed: sitting in on support calls, testing a release, writing help docs.

This role probably isn't right for you if you prefer a defined roadmap handed to you, you want a large product org with established processes, you're mainly interested in strategy without execution, or you'd rather not work directly with customers and travel for onsite sessions.

• Own the relationship with a set of priority accounts, including onboarding, training, and ongoing work on how they use the product.
• Configure SiftMed end to end for your accounts, including document types, templates, and review workflows, and know their setup better than anyone else at the company.
• Run onsite and virtual training and onboarding sessions for customer teams.
• Lead projects that span several parts of the product, from scoping through launch, and decide what gets built, what gets cut, and why. You'll work with whichever engineers and teams own the parts involved.
• Work with the other PMs and leadership to set the overall roadmap and decide which projects come next.
• Turn what you learn from your accounts and the wider customer base into clear requirements and success metrics, and work with engineering and AI/ML through launch.
• Define what acceptable AI output looks like: work with the ML team on evaluation criteria, accuracy thresholds, and how the product handles errors in front of users.
• Make trade-offs between customer requests, sales commitments, technical debt, and privacy and security requirements, and explain those decisions clearly.
• Measure whether what shipped worked, and act on the results.
• Write down what works in your accounts, such as configuration patterns, training material, and common requests, so the rest of the team and future customers benefit from it.

• Shadow our team on existing priority accounts. Sit in on customer calls, onboarding sessions, and configuration work, and learn the product in depth.
• Take over your own set of accounts as their primary contact, and run their configuration, training, and onboarding sessions yourself.
• Lead your first cross-product project, using what you've learned from your accounts to decide what to build.
• Ship at least one product change based on what you heard from your accounts within the first 3 months.
• Own your accounts end to end and form a view on what we should build next.

• 5+ years in product management, including at least one product or major feature you took from discovery to launch and can walk us through in detail, including what didn’t work.
• Experience owning customer relationships directly, whether as a PM or in implementation, solutions, onboarding, or customer success.
• You’ve worked closely with engineers and can take part in technical trade‑off discussions.
• You use data to make decisions and know when the data isn’t enough.
• You've used AI tools in your own work, for prototyping, research, or analysis.
• You've worked on a small team where you had to create structure rather than follow it.

• Experience in insurance claims, medico-legal work, or another regulated industry
• Experience with AI/ML-powered products
• Experience building B2B SaaS products
• Familiarity with privacy and security frameworks such as PHIPA, PIPEDA, HIPAA, or SOC 2

• Competitive salary, equity, and a comprehensive benefits package
• Hybrid in St. John’s preferred. Remote option for Canadian candidates.
• You'll work across the whole product, so the decisions you make will affect every part of the platform.
• You'll join right after a funding round, while the company is growing quickly and the next version of the product is being defined.