Senior Director, Technology M&A Integration

WELL Health Technologies Corp

5d•Remote

About The Position

WELL Health Technologies is seeking a Senior Director, Technology M&A Integration to build and lead the company's technology M&A diligence and integration function. This role is critical for transforming the integration process from a long backlog into a disciplined 90-day post-close model, aiming for speed, predictability, and minimal disruption. This is a newly created position reflecting WELL's move towards a dedicated, enterprise-level M&A integration function. The role requires establishing structure, driving consistency, and scaling execution across multiple concurrent transactions. The Senior Director will lead a core integration team, including technical resources and a project manager, and coordinate specialist teams in infrastructure, end-user services, identity, and security. This is a program leadership and capability-building role focused on defining structure, establishing governance, and driving execution through others. The position operates at the intersection of technology and M&A, ensuring rigorous evaluation, efficient integration, and smooth transition to steady-state operations with clear visibility into risk, cost, and timelines. This is a fully remote role, open across Canada.

Requirements

Progressive leadership experience across technology, infrastructure, integration, or related domains.
Direct exposure to M&A diligence and post-close integration, or similarly complex enterprise transformation programs.
Understanding of infrastructure, cloud environments (AWS, Azure), networks, endpoints, identity, and IT operations.
Ability to assess environments in varied acquisition contexts.
Structured, pragmatic leadership with clarity and prioritization for complex, fast-moving environments.
Experience improving operating models, governance, or delivery frameworks with a focus on scalability and efficiency, including thoughtful use of automation and AI.
Thrive in fast-paced, acquisition-driven environments where priorities shift and speed matters.
Experience leading cross-functional programs and teams, balancing multiple stakeholders and competing priorities.
Ability to communicate clearly, translate technical complexity into business insight, and influence executive decision-making effectively.
Ability to lead by example, motivate teams, and drive engagement across the organization.
M&A as primary lens and technology as contextual depth.
Comfortable operating across both clinic/end-user and SaaS or infrastructure-heavy deal contexts.
Seeking a program leadership role where you can shape a function, lead teams, and drive organizational maturity—applying strong technical judgment without being in a hands-on delivery role.

Nice To Haves

Experience with Dealizer AI.

Responsibilities

Lead and mature the capability by transitioning WELL from a reactive approach to a structured, repeatable M&A integration operating model with clear governance, KPIs, and execution standards.
Improve consistency across concurrent, high-volume deals while introducing automation, tooling, and scalable practices to support increasing acquisition volume.
Drive integration performance by establishing and tracking success metrics across the portfolio, reducing integration timelines to a 90-day post-close baseline for core technology integration activities while maintaining risk control and operational stability.
Leverage emerging tools, including Dealizer AI, to enhance diligence, accelerate risk identification, and improve the quality of early-stage integration planning.
Own technology diligence by leading diligence across acquisitions, partnering with Corporate Development, Security, Legal, Finance, and HR.
Assess core domains including infrastructure, cloud/hosting, networks, endpoints, identity (Microsoft 365 / Entra ID), backup and disaster recovery, IT operations, and key vendors.
Coordinate security inputs (e.g., IAM, MFA, endpoint protection, monitoring) and consolidate findings into clear, decision-ready outputs outlining risks, integration complexity, dependencies, costs, and timelines.
Define integration planning and Day 1 readiness by shaping the integration approach for each deal, balancing speed, risk, and business continuity.
Lead Day 1 and Day 30/60/90 planning with a focus on identity and access, collaboration tools, endpoint posture, connectivity, and security controls, ensuring alignment across technical teams.
Oversee post-close integration execution by leading governance across technology workstreams, ensuring integrations are executed in a structured, prioritized way.
Manage risks, dependencies, and escalations while guiding acquired entities toward WELL technology and security standards and supporting transition to steady-state operations.
Manage program and portfolio execution by overseeing a portfolio of concurrent transactions, managing prioritization, capacity planning, and delivery.
Maintain integrated plans, RAID logs, dashboards, and reporting that clearly communicate risks, progress, and business impact.
Drive stakeholder alignment by working cross-functionally with Corporate Development, Legal, Finance, HR, and technical teams, ensuring alignment from diligence through integration.
Communicate clearly with executive stakeholders and produce structured, decision-ready materials.
Establish metrics and continuous improvement by defining and tracking KPIs such as diligence cycle time, Day 1 readiness, and time to baseline controls.
Lead post-integration reviews and continuously improve operating models, speed, and execution quality.
Ensure financial and operational discipline by developing and managing integration budgets, evaluating TSA requirements, and optimizing vendor and cost structures.
Identify efficiencies through standardization, optimization, and consolidation, ensuring transparency across cost, timeline, and risk.