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Problem Solving Through Technology

We are a group of passionate IT consultants who are innovative, reliable, capable, and responsive

Delivering Business Technology Solutions for 40+ Years

As a Microsoft Solutions Partner, Oakwood is a leading provider of transformative Cloud & Infrastructure Services, Custom Application Development, Data & Analytics, and Managed IT Services.

We work with organizations, like yours, to address business challenges and design unique solutions necessary for delivering results that transform the way you do business. We use the breadth and depth of our talented team, processes and technology to deliver these results. Understanding the difference between concept, plan and execution is at the core of our discipline.

We see a future where your success, advanced by our solutions, is so profound that you become our most powerful advocate. Our team is driven to excel and is accountable to deliver quality results.

microsoft solutions partner infrastructure azure
microsoft solutions partner digital & app innovation azure
microsoft solutions partner data & ai azure

Modern Work Specialists

Along with our other Microsoft Solution Partner designations, Oakwood is extremely proud to have achieved an Advanced Specialization in Adoption and Change Management.

We realize that the success of any digital transformation initiative is largely dependent on effective change management throughout the organization. Our 365 experts are here to provide guidance in helping your drive usage and adoption of services.

Oakwood Leadership

Charles WindsorCEO
jeff reddin
Jeff ReddinVP Sales
steve goodman - director of managed services
Steve GoodmanDirector of Managed Services
michael caylor - director of infrastructure & cloud services
Michael CaylorDirector of Cloud & Infrastructure
ian webb
Ian WebbDirector of Data & Analytics
john trease
John TreaseDirector of Application Modernization
tim haaksma
Tim HaaksmaMarketing Director


We exist to serve the needs of our clients in remarkable ways, putting their needs ahead of our own, continually destroying ingrained benchmarks and the old way of doing things.


We are a group of individuals connected by one goal; to serve others well. In life and at work, we embrace our differences and encourage collaboration. While one person can make a difference, we believe we are stronger when we work together.


We strive to equip and empower our Consultants by removing the normal barriers to career success. We are creating entrepreneurs backed with power of a company of people who work together.


There is another group of people we’re obliged to serve that goes far beyond the workplace. We believe there is a social responsibility to serve our community and those in need. We shouldn’t be here just to consume. We need to give of our time, talent and treasure.