Process server Jobs in Whitby, ON

Shift Collab is one of Canada’s largest therapy practices, operating virtually to support Canadians from coast-to-coast. We believe going to therapy should feel empowering, and we are on a mission to make therapy human by providing mental health care that’s approachable, meaningful, and designed to make a real impact. Founded in 2016, we’re a family-owned business that’s gone from a small clinic to over 125 brilliant teammates nationally—and we’re only getting started.

WE'RE HIRING A CONTRACT PROJECT MANAGER

Shift Collab is in an active growth phase, taking on large-scale B2B partnerships that require real implementation muscle — technical builds, clinical operations, recruitment, and process design running simultaneously across multiple workstreams.

We're looking for a senior contract Project Manager to own execution through this phase. This is a new role created to support our growth phase. The role exists to make sure complex, time-sensitive implementations stay on track without the COO carrying every thread.

This is a part-time contract engagement — 20 hours per week, June 1 through November 30, 2026. The right person brings direct experience managing large-scale implementations in healthcare, health benefits, or health insurance programs.

Project Planning and Structure

- Translate partnership agreements into a concrete project plan with clear milestones, dependencies, and owners

- Define scope and success metrics for each workstream

- Build and maintain the execution roadmap across technical, clinical, and operational tracks

Stakeholder Management

- Serve as the central coordination point across internal teams (Clinical, Care, Marketing, Ops) and external enterprise partners

- Run project meetings, own the agenda, and close action items

- Keep roles, responsibilities, and expectations clear across all parties — internally and externally

- Identify and move through blockers without waiting to be asked

Execution and Delivery

- Drive day-to-day progress and hold workstreams accountable

- Maintain momentum independently — this role does not require heavy oversight

- Flag risks early with a recommendation, not just a problem

Communication and Reporting

- Run a consistent project cadence (weekly updates, stakeholder check-ins)

- Provide clear, concise progress reporting to the COO

- Escalate issues early with context and a proposed path forward

Process and Systems

- Map, scope, and implement processes to serve external partners and organize internal teams

- Build repeatable playbooks for how we run enterprise implementations and reporting

WHO YOU ARE

• 7 to 10+ years in project or program management, with significant time leading large-scale implementations.
• Direct, hands-on experience managing implementations in healthcare, health benefits, or insurance. This is required, not preferred.
• PMP or equivalent project management certification required.
• A technical skillset to leverage tools like Claude, Miro, Coda, and Zapier is preferred.
• University degree in business, healthcare administration, or a related field preferred.
• Comfortable navigating complex, multi-stakeholder environments while managing internal teams and external enterprise partners simultaneously.
• Once you're onboarded and clear on the job to be done, you have the aptitude and skillset to act independently.
• Organized without being rigid. You bring structure, not bureaucracy.
• Communicates clearly across different audiences, from clinical to technical to executive.
• Being bilingual in English and French is an asset.
  
  

ENGAGEMENT TERMS

• $55 per hour, plus transportation costs covered for any in-person business meetings.
• This is a remote contract engagement. You'll work from home, but we ask that you're based within a 2-hour drive of the GTA so you can join occasional in-person meetings when needed.
• 20 hours per week with regular availability Monday to Friday, including time during our core collaboration hours of 10am to 3pm EST.
• Contract runs from June 1 to November 30, 2026.

OUR HIRING PHILOSOPHY

Our organization is deeply committed to employment equity and diversity in the workplace. We wholeheartedly welcome applications from women, members of racialized groups, visible minorities, Aboriginal persons, persons with disabilities, persons of any sexual orientation, and persons of any gender identity, or gender expression. We are also committed to ensuring that each individual will have genuine, open, and unhindered access to employment opportunities within our company. Accommodations are available for applicants with disabilities throughout the recruitment process. If you require accommodations for interviews or other meetings, please let us know.

In accordance with Ontario's Employment Standards Act, we want to be transparent about our use of artificial intelligence in this hiring process. Shift Collab uses applicant tracking software (Workable) that may include AI-assisted features to help organize, parse, and rank applications. All hiring decisions — including screening, interviewing, and final selection — are made by members of our People & Operations team. AI is used to support our process, not to make decisions on our behalf.

Keywords: Implementation Manager, Healthcare PM, Health Benefits, EAP, Virtual Care, Digital Health, Enterprise Implementation, B2B Implementation, Client Onboarding, Clinical Operations, PMP, PgMP, PRINCE2, Agile, Cross-functional, Vendor Management, RACI, SOW, PHIPA