Meet your team

John has over 20 years of experience in business technology working as an engineer, product manager, strategic advisor, and mentor. From the ’90s to the early 2000s, he served as a Business Technology Consultant for Microsoft, where he honed his skills in enterprise Windows deployment, collaboration, security, and mergers & acquisitions.

In 2006, John founded Agile IT with a mission to provide best-in-class customer service to organizations looking to leverage the power of Microsoft Cloud Services. Under his leadership, Agile IT was one of the first service providers to move organizations into Office 365 (BPOS at the time!). John’s vision continues to ensure that Agile IT remains on the cutting edge of Microsoft technology.

When he’s not architecting new solutions for clients, John can be found traveling the world with his wife and daughter, playing with his two cats, and adding to his ever-growing suite of home automation tools.

Maggie has been with Agile IT for over 10 years, working her way up through the ranks to her current role as COO.

Maggie’s trajectory makes her uniquely positioned to know the inner workings of the whole company and she utilizes that knowledge to lead the implementation of Agile IT’s vision and strategy.

She is integral in ensuring the quality of Agile IT’s services and finds immense satisfaction in helping her teams deliver unparalleled service. Maggie believes that a business is only as good as its people, and she is honored to serve (in her words) a truly exceptional team here at Agile IT.

In addition to her role as COO, she is a wife and a mother, and spends her weekends at the beach or on a hiking trail. Maggie aspires to humility and is regularly grateful for California oak trees.

Cressan has made a significant impact at Agile IT, bringing over two decades of experience and expertise in human resources and organizational culture to her role.

With her keen understanding of the critical role HR plays in driving business objectives, she has successfully led various HR functions, including talent acquisition, performance management, employee relations, and organizational development, ensuring alignment with overarching company goals.

As a Certified Working Genius Facilitator, she is a big believer in achieving productivity through the lens of enjoyment. Using her geniuses of Discernment and Enablement, she ensures that every member of Agile IT feels supported and empowered in doing work that brings them satisfaction and joy.

Outside of her professional life, she can be found with her husband and Great Danoodle enjoying the beach, a remote campsite, or in Idyllwild—a quaint town notable for its unique choice of a Golden Retriever as their mayor.

Sean has been with the company for 9 plus years with over 15 years of experience in Microsoft Technology Sales. He leads the Sales team and drives professional services revenue by providing outstanding customer experience and creating honest, transparent, and trustworthy relationships with clients.

In his free time, Sean enjoys spending time with his family, traveling, hanging out at the beach, all things sports, and of course, watching his two sons play baseball and basketball.

At Agile IT, Kristy combines licensing expertise with years of experience in account and project management to bring businesses clarity in an often overlooked but critical component of every organization: the software that keeps it all running. As Agile IT’s subject matter expert in Microsoft licensing and Azure, Kristy provides strategic guidance for customers with a variety of regulatory requirements in both commercial and government spaces. In 2024, she celebrated both her fifth anniversary with Agile IT and as a resident of San Diego.

Outside of work, Kristy enjoys traveling, playing beach volleyball, and stand-up paddleboarding. She is also a fan of stand-up comedy and you can catch her performing locally on occasion