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 Transformation 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 will wear multiple hats: you’ll work strategically to align IT initiatives with the company’s long-term goals, but you’ll also be 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 role, 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.
