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Business Transformation & Modernization Experts

Agile. Responsive. Consistent.

microsoft gold competency

We Change The Way People Do Business.

As a Microsoft Gold Partner, Oakwood is a leading provider of transformative digital and cloud services, custom application development, data & analytics and managed business services.

When you choose to engage with Oakwood, you’ll enjoy improved customer relationships, enhanced productivity, reduced IT costs and less responsibility for your technology. Our world-class technologists and consultants will deliver better business outcomes with speed and certainty

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.

Oakwood’s Leadership Team

Charles WindsorCEO
Tonja HiltonVP – Finance & Administration
Chris DalyVice President of Delivery Services
Matthew BowersDirector of Data & Analytics
Susan Crincoli365 Business Line Lead
Shad MossSenior Director of Application Modernization
Michael CaylorDirector of Infrastructure & Cloud Services
Steve GoodmanDirector of Managed Services


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.