Technology Transformation Manager - WI Based Work from Home

Under the direction of the VP – Information Technology, the Technology Transformation Manager leads LC Plus’s digital transformation efforts, aligning technology with organizational strategy to deliver measurable client outcomes. The role partners with leadership, stakeholders, and technical teams to translate strategic priorities into executable initiatives and scalable service offerings that support LC Plus’s growth as a Managed Service Provider.

This position oversees modern workplace technologies, including Microsoft 365, SharePoint, Power Platform, Microsoft Copilot, and emerging platforms. It leads teams across digital platforms and business systems automation while driving project management rigor, vendor coordination, governance, and client enablement through adoption and resource development. Customer service excellence and cybersecurity are embedded across all activities.

Accountable for delivery outcomes, the role ensures initiatives progress in a structured, timely manner, primarily through team leadership and partnerships, with occasional hands-on support as needed. Operating within a dynamic, growth-oriented environment, the role requires strong ownership, adaptability, and a focus on scalable impact.

Essential Competencies:

• Lead LC Plus’s innovation and digital transformation practice, connecting technology to organizational strategic needs and driving it to deliver measurable outcomes across clients of varying sizes and maturity levels.
• Operate as the accountable owner for outcomes across the team’s practice areas, setting priorities, ensuring deliverable quality, and coaching team performance while stepping in hands-on when needed. 
• Drive operational delivery of strategic transformation engagements, partnering with executive sponsors while owning day-to-day execution. 
• Own end-to-end delivery of strategic transformation engagements and distribute execution clearly across the team while retaining outcome ownership and ensure governance, documentation, and audit readiness across all work products.
• Apply recognized project management discipline (ITIL, PRINCE2, Agile, PMI-aligned) to ensure structured, timely, and outcome-oriented delivery. Coordinate IT governance and audit support activities, including evidence management, audit readiness, and regulatory reporting.
• Translate executive direction and client business problems into practical, technology-enabled solutions.
• Assess solution options, including build versus buy considerations, in collaboration with stakeholders. Contribute to vendor selection through comparative analysis, including build vs. buy decisions, and present clear recommendations to decision-makers. Evaluate emerging platforms with a balanced lens and distinguish durable innovation from passing hype.
• Stay ahead of emerging modern workplace technologies, including Microsoft 365, Power Platform, and Copilot, to inform strategic direction. Maintain current technology intelligence and serve as a trusted advisor, evaluating tool-to-strategy fit and guiding clients on what to adopt, defer, or avoid. 
• Oversee modern workplace technology across its primary areas, including Microsoft 365 and SharePoint, Power Platform, Microsoft Copilot, and Copilot Agents. Stay ahead of adjacent and emerging platforms that contribute to the modern workplace ecosystem.
• Uphold high standards for delivery quality, engineering craft, and operational reliability while driving continuous improvement across the team’s practice areas.
• Weave customer service excellence and cybersecurity awareness into every engagement as foundational expectations and shape internal innovation into repeatable, scalable service offerings that can be consistently delivered across clients.
• Operate credibly with executives, directors, technical peers, and frontline staff and serve as a trusted client advisor who listens first, taking time to understand each client’s mission, maturity, and unique needs. 
• Lead end-user adoption and training efforts, ensuring solutions are implemented with a strong focus on the human experience. Read the room and adapt communication style to audience, understanding that technology adoption is a human challenge.
• Tailor communication, enablement resources, and deployment approaches to meet diverse user groups and organizational cultures.
• Partner with clients to translate their strategic objectives into transformation roadmaps, moving from current state through adoption of transformative technology. Define milestones, enablement approach, and success measures tailored to each organization.
• Develop trusted working relationships with internal teams, strategic vendors, external clients, and research and advisory partners.
• Collaborate with executive sponsors, stakeholders, and cross-functional teams to maintain alignment and momentum. 
• Support onboarding, cross-functional delivery, and technical implementation across LC Plus client portfolio. Serve as a cross-tenant advisory resource, triaging needs and connecting stakeholders to the right solutions.
• Align all initiatives with LC Plus’s mission and client strategic priorities, ensuring technology investments support broader organizational goals. Carry LC Plus’s mission to strengthen organizations that strengthen our communities. 
• Support the division’s growth into a sustainable MSP while serving each client with the care their mission deserves.
• Support both internal and client-facing advancement of technology-enabled initiatives in a way that strengthens long-term organizational capacity. 
• Balance enterprise priorities across multiple organizations, ensuring alignment, governance, and sustainable delivery practices.

• Bachelor’s degree in Information Technology, Computer Science, Business or related field, or equivalent combination of formal education and experience preferred (includes knowledge, skills, and abilities).  
• Minimum of 7 years of progressive IT experience including service desk or operations exposure (ticket-queue credibility), project management, and solution delivery with demonstrated project management experience. Working knowledge of recognized frameworks such as ITIL, PRINCE2, Agile, or PMI-aligned practice. Practitioner-grade certification a plus.
• Hands-on fluency with modern workplace technologies, including Microsoft 365, SharePoint, Power Platform, and Microsoft Copilot (including Copilot Studio and agents), with awareness of emerging platforms. Strong personal interest in AI, actively exploring practical applications beyond formal engagements. 
• Experience advising on vendor selection, including comparative analysis, build vs. buy decisions, and presenting recommendations to stakeholders. 
• Proven ability to lead end-user adoption and change management, including training, communications, and creation of enablement resources that drive user adoption. 
• Experience leading or supervising technical professionals, preferably within an MSP or consulting environment. 
• Familiarity with IT governance, audit support, and compliance frameworks (e.g., HIPAA, HITRUST, SOC 2), with a strong cybersecurity awareness. 
• Strong customer service orientation with the ability to communicate effectively across executive, technical, and frontline audiences. 
• Demonstrated ability to operate at the intersection of people and technology, with a focus on adoption as a human-centered challenge. 
• Thrives in a startup-energy environment—comfortable with ambiguity, broad scope, and balancing strategic leadership with hands-on execution. 
• Alignment with LC Plus’s mission to support mission-driven organizations.
• Current driver’s license, acceptable driving record and proof of adequate insurance required.

In evaluating candidates for this position, Lakeland Care may consider a combination of education, training, and experience, which provides the necessary knowledge, skills and abilities to perform the duties of the position.