Benjamin Labelle

About Benjamin Labelle

I am a highly-flexible and adaptive leader, providing a clear vision and strategy that meets the goals and values of the organization now, and in the future. A track record of building collaborative partnerships based on trust and inclusiveness that allows staff and team members to be empowered to make decisions knowing how it impacts overall strategy and promotes teamwork. I am highly-effective at building teams and solutions, by building a strong relationship between partners and technology teams through listening and helping map out problems. Building highly effective teams by identifying individual talents, personalities and matching them with the right roles to foster professional growth and innovative, leading-edge teams. I have been highly successful and recognized for modernizing technology and processes, by understanding current, technology environments, and future needs to build tailored roadmaps that enable organizations and the people in them to take on complicated, large-scale system demands and initiatives by breaking them into manageable components.

Experience

1. Director of Technology Strategy

   Microsoft

   Sep 2021 — Present · Lacey, WA, US

   Recruited to lead sales growth and transformation for underperforming accounts in the Pacific Northwest, with full accountability for revenue performance, quota attainment, and strategic planning. I build and mentor high-performing teams of account executives, sellers, and cross-functional partners, fostering a One Microsoft culture of collaboration and trust. I drive disciplined execution across sales, engineering, and partner ecosystems to deliver measurable results including multi-year account plans, enterprise transformations, AI readiness, and strategic cloud wins. I engage directly with senior government and executive stakeholders to align organizational priorities with Microsoft’s business outcomes, positioning the company as a trusted innovation partner in the public sector.Key Accomplishments• Reversed negative revenue trajectory across two territories, achieving 41% growth over three years• Increased Microsoft Suite saturation from 48% to 85% across targeted accounts• Built and mentored high-performing v-teams across engineering, sales, and partner organizations• Designed and scaled a Government Fabric solution and data strategy model adopted across multiple regions• Orchestrated a statewide cloud transformation initiative, overcoming leadership turnover and partner fragmentation• Mapped 200+ AI use cases to enable readiness and budget expansion for enterprise AI adoption• Led AI hackathons producing MVPs that accelerated innovation and solution development• Secured enterprise-wide cloud transformation agreements across multiple agencies• Co-led executive briefings shaping strategy around Responsible AI and public safety• Delivered impact across global engagements through strategic alignment and multi-agency collaboration• Advanced adoption of Copilot, Azure Arc, and Power Platform across public sector communities• Recognized and promoted for high-impact performance, thought leadership, and mentoring

Education

• South Puget Sound CC

  Information Technology

  1999 — 2002

• Western Governors University

  Bachelor's Degree, Information Technology

  2013 — 2015

Skills

• Security
• Enterprise Software
• Project Planning
• Enterprise Architecture
• IT Solutions
• System Administration
• Analysis
• Visio
• Microsoft Sql Server
• Cross-Functional Team Leadership
• System Deployment
• Servers
• Itil
• Information Architecture
• Networking
• Software Installation
• Business Process
• IT Strategy
• Software Development
• IT Management
• Dhcp
• Process Improvement
• Technical Support
• Troubleshooting
• Databases
• Information Technology
• Software Documentation
• IT Service Management
• Virtualization
• Change Management
• IT Operations
• Project Management
• Network Administration
• Integration
• Pci Standards
• Management
• Disaster Recovery
• Testing
• Sharepoint
• Apache