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Dexterra Group

Director Business Applications (HCM & AI)

Posted 10 Days Ago
Be an Early Applicant
Hybrid
Mississauga, ON, CAN
Expert/Leader
Hybrid
Mississauga, ON, CAN
Expert/Leader
Lead strategy, governance, and execution for enterprise business applications (notably Dayforce), integrations, AI/automation initiatives, and application support. Drive roadmap, vendor management, acquisition-related system integration, cross-functional delivery with HR/Finance/Operations, and build a high-performing applications team to enable digital transformation and operational efficiency.
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Company Description

Dexterra Group is a fast-growing, financially strong, publicly listed company (TSX:DXT). We have a far-reaching presence across the entire continent North America with hundreds of full-time and part-time opportunities at any given time. We aim to provide our people with more than just a job – we offer fulfilling opportunities in a culture that promotes stability, diversity and inclusion, camaraderie, employee recognition, work-life balance, and doing what you love. For over 75 years, the companies that began independently, and now form Dexterra Group, have been dedicated to serving North American clients to create and manage built environments that play a vital role in our economy and our local communities. 

That’s something we’re truly proud of, Work That Matters, People Who Care.

Job Description

We're looking for a strategic and business-focused Director, Business Applications to lead the vision, governance, and evolution of our enterprise application ecosystem.

What's The Role?

The Director Business Applications will lead the platforms that support Dexterra's operations and continued growth, operational excellence, and acquisition strategy.

From our HCM (Dayforce) and enterprise applications to AI-enabled solutions and system integration initiatives, you'll help shape how technology delivers value across the organization while driving digital transformation, automation, and scalable business processes.

What You'll Do

  • Developing and executing the roadmap for Dayforce and other enterprise business applications.
  • Leading application implementations, integrations, upgrades, and business process transformation initiatives.
  • Identifying and scaling AI and automation opportunities that improve productivity, employee experience, and operational efficiency.
  • Partnering with leaders across HR, Finance, Operations, and IT to deliver technology solutions aligned with business priorities.
  • Driving application governance, risk management, compliance, change management, and operational excellence.
  • Supporting acquisition growth through application due diligence, integration planning, and system consolidation activities.
  • Managing strategic vendor relationships, technology investments, and platform performance.
  • Building and developing a high-performing business applications team focused on innovation, accountability, and continuous improvement.

Qualifications

Who Are We Looking For?

You are a collaborative technology leader with a proven track record of delivering enterprise-scale business applications and digital transformation initiatives. You understand how to translate business priorities into scalable technology solutions and are passionate about driving measurable business value.

Qualifications

  • A post-secondary degree in Computer Science, Information Technology, Business, or a related discipline.
  • 10+ years of progressive leadership experience in enterprise applications, digital transformation, or technology-enabled operations.
  • Experience leading large-scale enterprise application environments, including implementation, optimization, governance, and ongoing support.
  • Strong knowledge of enterprise HCM/WFM platforms such as Dayforce, including roadmap planning, stakeholder governance, release management, and operational accountability.
  • Experience leading cross-functional initiatives involving Finance, HR, Operations, and IT stakeholders.
  • Strong vendor management, budgeting, governance, and executive stakeholder engagement experience.
  • Experience with AI-enabled solutions, intelligent automation, or enterprise innovation programs is considered an asset.
  • Project Management, Service Management, or related certifications are considered an asset.

Additional Information

WHAT’S IN IT FOR YOU?

  • Be part of an industry that's more important than ever!
  • Award winning safety culture.
  • A flexible hybrid work model.
  • Supportive team environment with room to grow together.
  • Employee Referral Program.
  • We are growing!
  • Certified as a Great Place to Work 2025-2026!

Dexterra Group is an equal opportunity employer committed to diversity and inclusion. We are pleased to consider all qualified applicants for employment without regard to race, colour, religion, sex, sexual orientation, gender identity, national origin, age, disability, protected veterans’ status, Indigenous status, or any other legally protected factors. Accommodation is available upon request at all stages of the selection process.

We thank all applicants for their interest and will contact those candidates selected for interview.

Note, we are not accepting candidates from recruitment agencies.

HQ

Dexterra Group Mississauga, Ontario, CAN Office

Mississauga, Canada

Dexterra Group Cambridge, Ontario, CAN Office

Cambridge, Canada

Dexterra Group Toronto, Ontario, CAN Office

Toronto, Canada

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