Director of IT & Digital Transformation - Edmonton or Calgary, AB

Director of IT & Digital Transformation (Player-Coach Role) Reports To: President About Inline Inline is a Civil Engineering Field Services firm. With a team of 250 team members across various departments (Finance, Operations, HR, Sales) and significant field-to-office operations, we are on a journey to modernize and automate our processes using the Microsoft 365 platform and other leading technologies. We’re looking for a hands-on Director of IT & Digital Transformatio n who can set the strategic technology vision while actively driving day-to-day execution . Position Overview As the Director of IT & Digital Transformation at Inline, you wil l wear multiple ha ts: you’ll wor k strategical ly to align IT initiatives with the company’s long-term goals, but you’ll also b e hands- on-rolling up your sleeves to build solutions, troubleshoot issues, and mentor your small IT team (currently one direct report). This is a player-coach ro le, ideal for someone who loves leading digital transformation but isn’t afraid to dive into technical details. Core Responsibilities Strategic Planning & Vision Develop and execute a multi-year IT roadmap, ensuring alignment with Inline’s growth objectives. Evaluate emerging technologies (e.g., advanced field data capture tools, AI, IoT) for potential business value. Hands-On Microsoft 365 & Power Platform Development Oversee (and, when needed, personally handle) the configuration and administration of Microsoft 365, including SharePoint, Teams, OneDrive, and license management. Lead the design and implementation of Power Apps, Power Automate (Flow), and Power BI solutions that streamline field-to-office data flows and enhance productivity. IT Operations & Support Directly manage day-to-day IT operations, ensuring minimal downtime and prompt resolution of technical issues. Oversee hardware and software updates, manage user accounts, and maintain system security across the organization. When necessary, provide hands-on support to fill gaps and address urgent technical needs. Cybersecurity & Compliance Develop and enforce company-wide security policies, best practices, and data protection standards. Conduct regular risk assessments and collaborate with external security partners (if needed) for specialized tasks (e.g., penetration testing). Team Leadership & Development Serve as a mentor and coach for your direct report(s), providing guidance on technical tasks, professional growth, and cross-functional collaboration. Cultivate a learning culture: encourage continuous improvement and upskilling to keep pace with evolving technologies. Business Analysis & Cross-Functional Collaboration Partner with key stakeholders in Finance, HR, Sales, and Field Ops to understand process pain points and propose technology solutions. Lead or support software evaluations, vendor negotiations, and implementation projects, ensuring alignment with business objectives. Budget & Vendor Management Own the IT budget, forecast technology expenses, and ensure ROI on major initiatives. Manage relationships with key vendors and service providers, holding them accountable for deliverables and service quality. Change Management & Adoption Develop clear communication plans, training programs, and stakeholder engagement strategies for all IT initiatives. Champion user adoption, ensuring that new tools and processes deliver measurable productivity gains. Metrics & Continuous Improvement Track and report on key performance indicators (KPIs), such as system uptime, support ticket resolution, and user adoption rates. Use data and user feedback to refine processes, optimize workflows, and prioritize future projects. What Success Looks Like Immediate Impact : You seamlessly blend strategic oversight with day-to-day operations. Team members see you as both a leader and a reliable go-to resource for solving complex tech challenges. Mid-Term (6–12 Months) : Key digital transformation projects (e.g., new Power Apps for field data collection, improved SharePoint-based intranet) are successfully implemented, and end-users embrace the new tools. Long-Term : Inline has a robust, secure, and scalable IT environment that supports growth, efficiency, and innovation; your team expands responsibly as the company’s needs evolve. Ideal Candidate Profile Experience : 7 years in IT leadership or management roles (Manager, Senior Manager, or Director) within mid-sized organizations. Proven track record in player-coach positions where you’ve successfully balanced strategic responsibilities with hands-on tasks. Technical Proficiency : Expertise in Microsoft 365 administration (SharePoint, Teams, Power Platform). Familiarity with IT security best practices, network fundamentals, and data protection. Comfortable with common business applications (ERP, CRM, HRIS, etc.)—experience with field service solutions is a plus. Leadership & Communication : Strong ability to mentor and motivate a small team, fostering growth and collaboration. Excellent interpersonal and stakeholder management skills, able to translate complex technical concepts for non-technical audiences. Strategic & Hands-On Balance : Demonstrable history of crafting IT strategies aligned with business objectives, while staying connected to the “nuts and bolts” of technology. Ability to shift between executive-level discussions and rolling up your sleeves for direct problem-solving or development. Education : Bachelor’s degree in Computer Science, Information Systems, or related field (Master’s or MBA a plus, but not mandatory). Relevant certifications (e.g., Microsoft certifications, PMP, ITIL) are beneficial.