Managing Director - Employer Health and Insurance

Bayshore HealthCare is one of the Canada’s leading providers of home and community health care services and is a privately owned company. Bayshore HealthCare is proud to showcase its achievement as a Platinum member of Canada’s Best Managed Companies Program every year since 2006. In 2015, Bayshore achieved the designation for Best Practice Spotlight Organization from the Registered Nurses’ Association of Ontario. Bayshore Healthcare is also recognized as Canada’s Best Employers in Forbes 2023 list.

The Managing Director, Employer Health & Insurance is a national senior leader who will build Bayshore's competitive play in the employer health and insurance space. This is not a role to run an existing business line as-is — it is a mandate to create a category-defining value proposition that changes how employers and insurers buy and experience employee health and well-being.

Preventing sick days, reducing short- and long-term disability incidence and duration, lowering workplace injury, and returning employees to work quickly — whether the health challenge is personal or work-related — are all bought by the same person: an employer's HR and benefits leadership, or an insurer's group-benefits team, trying to reduce the human and financial cost of employee ill health. Today they buy these as fragmented point solutions. The opportunity is to assemble Bayshore's existing services and products into one coherent, outcome-based proposition for that buyer.

The competitive context. The incumbents have set the current expectation yet solutions in this space are still emerging and increasingly customer-focused. This role is accountable for a proposition that goes up against those plays and wins on the outcomes buyers actually pay for: fewer lost days, lower claims cost and duration, and faster, healthier return-to-work.

DUTIES AND RESPONSIBILITIES

Strategy & value proposition

• Own the category strategy. Define where Bayshore competes in the employer/insurer space and how it differentiates — with the depth and breadth of domain knowledge to make defensible strategic calls against sophisticated incumbents.

• Build the shared-buyer value proposition. Frame prevention, disability, workplace injury, and return-to-work as one outcome the buyer purchases, rather than a set of disconnected services — and articulate the measurable value (reduced absence, lower STD/LTD cost and duration, faster RTW) that beats the current market.

• Learn from the industry. Bring a clear read of competitor models, market shifts, and buyer expectations, and translate those learnings into Bayshore's positioning and roadmap.

Product innovation & development

• Innovate the offering. Drive product innovation and development that assembles current and new services into solutions configured to what buyers actually need and demand — not to how Bayshore is organized internally.

• Work collaboratively across the organization. Partner with businesses such as BSRx and OEMS, as well as support functions: clinical, therapy, insurance, data, and delivery teams to bring an array of existing services and products to market as a single, coherent proposition — orchestrating internally so the buyer experiences one Bayshore, not many.

Go-to-market & sales

• Own go-to-market. Define segmentation, positioning, pricing, and the route to market for employer and insurer buyers, and build the commercial motion to win against established competitors.

• Lead sales. Own the national sales strategy and pipeline for the category — building the relationships, proposals, and partnerships that convert the value proposition into signed business.

Operating model & P&L

• Configure the operating model. Stand up an operating model tuned to current buyer needs and demands — with the structure, capabilities, and delivery approach to serve employer and insurer clients at national scale.

• Own the P&L. Carry accountability for the growth, profitability, and performance of the employer and insurer category.

Leadership & Organizational Impact

· The National Directors of Workplace Safety & Compensation Insurance, Bayshore Therapy & Rehab, and Carepath will report directly to this role, with accountability for aligning business priorities, growth strategies, and performance outcomes across the portfolio.

· Establish a shared vision, performance expectations, and governance framework that drives cross-functional collaboration, integrated service delivery, and enterprise growth.

· Act as the senior leader and advocate for the Employer Health & Insurance segment, influencing executive stakeholders and ensuring alignment with Bayshore's broader strategic priorities.

What success looks like

• Bayshore has a clearly differentiated, outcome-based proposition for the employer/insurer buyer that competes credibly with existing employer health and wellbeing solutions and EAPs— and wins.

• Fragmented services are assembled into solutions the buyer recognizes as one offering, sold through one relationship.

• Measurable buyer outcomes — reduced absence, lower STD/LTD cost and duration, faster return-to-work — become the proof points that drive growth.

• The operating model scales nationally without reverting to fragmented, internally-organized delivery.

• The category grows in revenue and margin, and Bayshore is recognized as a serious challenger in workplace health.

Candidate profile

• Deep breadth and depth in the workplace insurance / workplace health space — disability management, group benefits, occupational health, EAP, or return-to-work — with credible fluency in how employers and insurers buy.

• A commercial, entrepreneurial leader who has built or substantially grown a business, category, or new value proposition — not only run an established one.

• Proven span across strategy, product, go-to-market, and sales — comfortable owning all of them, and a P&L, rather than a single function.

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