Director, Enterprise Risk

WELL's mission is to tech-enable healthcare providers. We do this by developing the best technologies, services, and support available, which ensures healthcare providers are empowered to positively impact patient outcomes. WELL's comprehensive healthcare and digital platform includes extensive front and back-office management software applications that help physicians run and secure their practices. WELL's solutions enable more than 37,000 healthcare providers between the U.S. and Canada and power the largest owned and operated healthcare ecosystem in Canada with more than 200 clinics supporting primary care, specialized care, and diagnostic services. In the United States, WELL's solutions are focused on specialized markets such as the gastrointestinal market, women's health, primary care, mental health, revenue cycle management, and practitioner recruiting. 

As a recognized leader in specialty care, telehealth, and health services, our reach includes:

• >200 Primary and executive healthcare clinics in Canada and the U.S.
• A global Electronic Medical Records (EMR) network serving thousands of healthcare clinics and health systems.
• A multi-tiered portfolio of telehealth services, including one of Canada's largest providers.
• Advanced digital health, billing, and cybersecurity solutions that optimize healthcare operations.
• Specialized support for thousands of U.S. Gastroenterology physicians through tailored products and services.

At WELL, our 4,500+ team members are at the center of everything we do, enabling healthcare providers to focus on what matters most—caring for their patients. From developing innovative technology and services that optimize care delivery to empowering patients to take control of their health, our people are making a measurable impact in the markets we serve.

The opportunity

Reporting to the Vice President, Enterprise Risk, we have a new opportunity for a Director, Enterprise Risk, created in response to the speed at which we are growing. This position will play a central role in advancing and operationalizing WELL Health’s enterprise risk management program across a complex, rapidly scaling healthcare technology organization. You will work in close partnership with HEALWELL, our AI business focused on preventative care, as well as a growing portfolio of existing and future acquisition companies.

This is a highly visible, execution-focused leadership role for an individual who thrives on ownership, accountability, and follow-through. You will develop deep insight into enterprise-wide and emerging risks, build trusted relationships with senior leaders, and translate risk assessments into concrete actions that drive measurable progress. Your work will have direct exposure to executive leadership and the Board, with a mandate to ensure risks are actively managed, remediated, and clearly communicated across the organization.

This is an existing role based remotely.

Who you are

You are an enterprise risk leader who combines strong technical credibility with a proven consultative, stakeholder-driven approach. You are energized by complexity, and you are motivated by seeing work through to completion. You excel at building trust with senior leaders, holding teams accountable to commitments, and driving results  across diverse functional areas. You are seeking a role where risk is valued, leadership is accessible, and execution is prioritized over theory. You want to play a highly influential, visible role in a company redefining healthcare.

What's in it for you

Purpose. This is an opportunity to play a meaningful role in advancing safe, compliant, and technologically advanced healthcare solutions. Your work will directly support patient safety, regulatory integrity, and enterprise resilience across a mission-driven organization. You will have early visibility into initiatives before they are launched, including spinouts and new business lines, and your work will shape enterprise risk practices in innovative healthcare solutions.

Influence. You will work in a low-bureaucracy, high-trust environment that values initiative, flexibility, and creative problem solving. You will operate with exceptional visibility across the enterprise, engaging with executives, CEOs, and risk owners before initiatives are launched. Risk is a top organizational priority, with strong leadership support and genuine curiosity to understand and resolve issues.

Ownership. This role offers end-to-end accountability for driving enterprise risk forward. You will work in close partnership with the VP to truly define and map out your role. You will identify gaps, define remediation paths, and ensure follow-through, with clear expectations for measurement and outcomes. You will act as a right-hand to senior leadership, helping coordinate enterprise risk activities across dozens of business units and acquisitions, ensuring priorities are addressed and progress is tracked at scale.

Career development. WELL has grown significantly and continues to scale as demand for our solutions increases, resulting in financial success and a proven acquisition strategy. You will gain exposure to complex M&A integrations and enterprise-wide risk assessments. As we continue to transform, you will have the chance to expand your leadership scope and take on new challenges across the organization.

You will:

• Advance enterprise risk assessment and execution. You will conduct and regularly update enterprise risk assessments across the eight pillars of the enterprise risk program, including Privacy, Security, AI Governance, Financial Controls, Legal and Regulatory Compliance, People and Culture, M&A, and Operations. You will maintain an evolving enterprise risk register, ensuring risks are consistently documented, rated, and actively managed. You will partner with business leaders to validate audit findings, identify root causes, and confirm practical remediation plans.
• Drive risk mitigation and accountability. You will define, monitor, and enforce service-level agreements for risk remediation, ensuring accountable teams deliver on their commitments. You will escalate material risks to executive leadership and the Board, supported by precise analysis and recommendations. You will support the development and strengthening of controls, processes, and operating practices to reduce enterprise risk exposure.
• Lead stakeholder engagement and collaboration. You will serve as a trusted advisor to business, technology, and operations leaders on enterprise risk priorities. You will facilitate risk assessment workshops and scenario planning sessions with executives and functional leaders. You will work cross-functionally to embed risk management practices into day-to-day operations and decision-making, serving as a positive, credible force for accountability.
• Strengthen reporting and governance. You will produce enterprise risk dashboards and reports for executive leadership and the Board, highlighting status, trends, and progress against remediation SLAs. You will track and communicate key risk indicators and emerging risks. You will contribute to risk-related disclosures, including annual reporting, compliance attestations, and regulatory submissions.

You bring:

• The expertise. You have experience in enterprise risk management, internal audit, and compliance. You bring a strong understanding of enterprise risk frameworks and audit methodologies. You have demonstrated the ability to manage multiple risks across diverse functional domains and to translate complex risk issues into clear, actionable guidance for senior leaders. Ideally, you have exposure to M&A risk integration, and organizational change management is considered an asset. You may be coming from healthcare, consulting, finance, or experience in enterprise risk management, internal audit, compliance, or a related governance function.
• The executive collaboration skills. You apply a consulting-oriented approach to enterprise risk and are a proven partner who builds credibility quickly, establishing trusted relationships across finance, technology, operations, security, legal, and executive leadership. You engage risk owners in meaningful dialogue, uncovering constraints, priorities, and unmet needs, and translate these insights into practical, implementable solutions. Highly effective in fast-paced, resource-constrained environments, you influence without authority, adapt your communication to technical and non-technical audiences, and are comfortable engaging senior leaders, including CEOs, CFOs, and Board-level stakeholders.
• Project leadership.  You excel at delivering high-impact results while maintaining stakeholder trust.  You lead initiatives with integrity, transparency, and a commitment to excellence. You navigate complex challenges, gain insights into business needs, identify solutions, and translate them into measurable actions with clear deliverables and timelines. You have a proven ability to define what progress looks like, track advancement against agreed milestones and SLAs, and clearly communicate whether risk exposure is improving, stagnating, or escalating.
• The drive. You combine analytical rigour with creative problem-solving. You are comfortable navigating ambiguity, identifying gaps in processes or controls,, and designing fit-for-purpose solutions that can scale across a complex, decentralized organization. You do not stop at recommendations, but actively drive execution, maintaining a disciplined focus on outcomes and measurement.  You are motivated by tangible impact and by ensuring that enterprise risk discussions lead to sustained, measurable improvement.
• Resilience. You thrive in fast-paced environments, embrace change, and continuously seek opportunities to innovate and improve. You are results-oriented and operate with urgency to drive continuous improvement. You demonstrate sound judgment in all actions and decisions. You are a collaborative team player who measures success at the enterprise level. You are resilient, adaptable, and comfortable navigating change in fast-moving environments. 

Why join us?

Healthcare is our sector, and we know that for WELL to be a winning team, we must provide an open environment to prioritize health and wellbeing and multiple resources to discuss mental, physical, and psychological needs openly. From the CEO to the newest hire, everyone comes together as part of our culture of respect, openness, support, and communication. We unite to empower each other to be the best we can be.

We recognize that the best way to serve our diverse patient communities is by reflecting that diversity. With almost 65% of our team members identifying as female and 70% of our leadership identifying as a visible minority, we are proud of our diverse, equitable and inclusive organization.

Apply now

Interested in applying but worried you don't have it all? At WELL, we know not everyone gains their experience following a traditional path. If you share our values, want to make a difference in healthcare technology solutions, and meet 70% of the qualifications, we encourage you to apply. Express your interest here.

What you can expect from our interview process:

• A virtual interview with a Talent Advisor to discuss your experience and interest in the role.
• An virtual interview with the VP Enterprise Risk, where you will have the opportunity to showcase your insights into identifying and mitigating enterprise risk, your project management skills, and your relationship-building expertise.  You will learn more about the day-to-day responsibilities and opportunities for career development.
• A virtual panel interview with executive stakeholders. This conversation will focus on who you will work with and the current structure and needs.

Compensation

The salary range for this position is $170K - 180K.  The salary will be determined based on several factors, including the candidate’s experience, qualifications, skills, and the needs of the organization. At WELL, we are committed to fair and equitable compensation and aim to provide a competitive salary that reflects the value and expertise of the successful candidate.

WELL is committed to fostering a diverse, inclusive, and accessible workplace. We welcome and celebrate the diversity of applicants and team members across ability, race, gender identity, sexual orientation, and lived experience. We strive to create an environment where differences are valued and contribute to our collective success – this is the WELL Way.

WELL has been independently certified as a Great Place to Work® by the Great Place to Work Institute® Canada. This recognition reflects our commitment to building a workplace culture rooted in trust, inclusivity, and employee well-being. It also aligns with our Healthy Place to Work pillar and the priorities outlined in our annual Sustainability Impact Report.

Read more about us: https://stories.well.company/