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PocketHealth

Technical Project Manager

Toronto, ON, Canada

Pay: The salary range for this position is $120,000 - $170,000 annually, depending on the experience and expertise you bring to the team.
Job type: Full-time
Posting language: English
Posted: Sep 22, 2026

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Original job description

About PocketHealth

Burnout, staffing shortages, chronic underfunding - healthcare is under more strain than it has ever been. A disproportionate share of available resources never reach patients; they're consumed by the administrative layer that sits between a provider and the care they deliver.

PocketHealth exists to change that. Our flagship imaging platform gives patients direct, secure access to their medical images and records, trusted by hundreds of hospitals and clinics across North America. Conductor is our agentic AI automation platform - purpose-built to take the administrative weight off healthcare providers so their people and their dollars can go back into care.

About The Role

PocketHealth is looking for a Technical Project Manager to own the execution of complex Conductor deployments with healthcare providers, including hospitals and clinics. This role sits at the intersection of clients, engineering, sales, and customer success, ensuring deployments move quickly, stakeholders stay aligned, and clients successfully launch and expand with Conductor.

You'll manage multiple deployments at once, owning in-depth discovery, scope documentation, timelines, communication, and cross-functional execution from kickoff through go-live. You don't need to be an engineer, but you should understand how systems connect and be able to translate a client's operational reality into scope our engineers can build from. After go-live, you own the outcome metrics and are the first to spot adjacent workflows Conductor could take on next.

This job posting is for an existing vacancy. The salary range for this position is $120,000 - $170,000 annually, depending on the experience and expertise you bring to the team. Salary is just one part of the story, though; this role is eligible for equity in the form of stock options and includes a comprehensive health and benefits package. We view our compensation as a total investment of your well-being, designed to support you in both your work and your life outside of it.

This is a hybrid position with two days a week in our Toronto office, where we collaborate deeply; the rest is yours to work from wherever you do your best thinking.

\nHow We Work

Every deployment is different. Healthcare providers run similar systems but operate them in ways that diverge in the details, and those details are where automations succeed or fail. Discovery is where we find them. AI is a first-class part of how we work; Claude and AI-assisted workflows are standard practice across the Conductor team, for engineers and non-engineers alike.

What You'll Do

Own Deployments End-to-End

Serve as a point of contact for client stakeholders from kickoff through go-live
Build and manage deployment plans, timelines, milestones, dependencies, and risk tracking
Drive deployment cadence through regular status updates and clear ownership across internal and client teams
Plan and coordinate user acceptance testing and drive formal sign-off

Lead Discovery and Scoping

Run in-depth discovery sessions on each workflow in scope with the teams who do the work, including scheduling, medical records, and imaging operations
Document current-state workflows and standard operating procedures, including volumes, handoffs, exceptions, and systems involved
Produce scoping documents covering workflow logic, inputs and outputs, edge cases, integration dependencies, acceptance criteria, and success metrics
Define success metrics during discovery so every build is tied to a measurable outcome before development starts

Drive Delivery Across Teams

Partner with engineers to resolve open questions, evaluate feasibility and trade-offs, and manage scope changes
Identify blockers, drive resolution, and keep teams aligned toward launch goals
Determine when client requests fall outside contracted scope and require additional scope, resources, or alternative solutions
Maintain deployment documentation and tickets so teams have clarity on priorities and next steps

Own Outcomes and Expansion

Track and report outcome metrics for live automations and review them with clients regularly
Identify adjacent workflows Conductor could automate and partner with sales to develop expansion opportunities
Translate patterns across deployments into product feedback and repeatable discovery and delivery templates

What We're Looking For

Experience

5-7 years in technical project management, implementation consulting, solutions delivery, or enterprise implementations, with accountability for execution and outcomes
Experience owning complex B2B deployments involving multiple stakeholders and dependencies, several at a time
Experience working with healthcare providers, or in similarly complex, regulated operational environments
Experience with EHR or RIS/PACS implementations, workflow automation, or integration-heavy enterprise software is a strong plus

Skills

Demonstrated ability to produce requirements or scope documentation that engineering teams have built from
Technical understanding of APIs, system integrations, and data flows.
Strong project management skills, including driving timelines, managing risks, and coordinating cross-functional teams
Excellent written and verbal communication with clients, executives, and front-line staff
Process improvement background is a plus

Ways Of Working

You bring structure to ambiguity and operate independently
You pay attention to the workflows adjacent to the ones you're deploying to expand the impact of conductor
You can manage multiple active deployments without dropping threads or cutting corners
AI is a core part of how you work. You automate your own workflows, prototype and pressure-test ideas with it, and treat it as a multiplier that lets you own more than possible without it.
You hold yourself to a high bar on both documentation quality and client outcomes

You can do amazing things at PocketHealth. You can positively impact the healthcare journey for millions of people, while building your career and developing your skills. It doesn’t have to be one or the other. It has been a part of our mission since our founding to empower patients & make healthcare accessible to all, and we know this can only be achieved with a team of diverse perspectives that is representative of the Patient & Provider communities we serve.

People love working here for these reasons and more: working remotely, our competitive salaries and benefits (including stock options for every employee!), four weeks of paid time off, unlimited paid wellness days, extended mental health coverage, and 16 weeks of parental leave top-up.

We’re proud to foster a culture that embraces diversity, equity, and inclusion, and we believe in caring for our employees with the same thoughtfulness we offer our Patients & Providers.

If there are ways we can support you through the recruitment process with an accommodation, please let us know by reaching out to [email protected]. Applications are accepted via posting only.

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More about this job

Responsibilities

The Technical Project Manager will own the end-to-end execution of complex Conductor deployments with healthcare providers, managing timelines, discovery, and cross-functional alignment. They will also track outcome metrics and identify opportunities for workflow expansion after go-live.

Requirements

Candidates should have 5-7 years of experience in technical project management or enterprise implementations, ideally within healthcare or regulated environments. Strong skills in documentation, system integration understanding, and cross-functional communication are required.

Skills

Technical project management
Implementation consulting
Solutions delivery
Enterprise implementations
B2B deployments
Workflow automation
EHR
RIS/PACS
System integrations
API
Data flows
Cross-functional team leadership
Risk management
Requirements documentation
AI-assisted workflows

Benefits

Health insurance
Stock options
Paid time off
Unlimited paid wellness days
Mental health coverage
Parental leave top-up

Visa sponsorship

Not detected in the job text

Keywords

Technical Project Manager
Conductor
Healthcare
Imaging platform
Agentic AI
Automation
EHR
RIS
PACS
API
System integration
B2B
Discovery
Scoping
User acceptance testing
Workflow optimization
Project management
Stakeholder management
Deployment
Enterprise software
Data flows
Claude
Product feedback
Operational reality
Cross-functional execution

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