Our team brings together over 30 years of diverse professional experience, ensuring that we deliver exceptional service to our clients. Each member of our leadership team has a unique background and expertise, contributing to a rich tapestry of knowledge and skills. We are committed to leveraging this extensive experience to provide innovative solutions and drive success for our clients. At Great Oak Digital, excellence is not just a goal; it’s our standard.
For over two decades, John Davis has been at the forefront of helping organizations navigate the rapidly evolving technology landscape. From Fortune 500 enterprises to emerging small businesses, John has consistently applied his deep technical expertise and strategic insight to help clients strengthen security, modernize operations, and gain a competitive edge.
As Chief Technology Officer and Co-Founder of Great Oak Digital, John leads the design and execution of secure, scalable IT strategies for clients in highly regulated and data-sensitive industries — including legal, healthcare, finance, and nonprofit sectors. He’s passionate about enabling law firms and professional organizations to embrace remote workforce models, cloud migration, and proactive cybersecurity, turning technology into a true business enabler rather than a liability.
John is known for his solution-driven, security-first approach to IT architecture. He excels at identifying emerging risks early, designing resilient infrastructures, and implementing innovative solutions before competitors even see them coming. His ability to blend technical depth with business strategy has made him a trusted advisor and sought-after subject matter expert across multiple industries.
Beyond his technical acumen, John’s leadership is shaped by his values, entrepreneurial drive, and commitment to lifting up underrepresented communities through technology. His unique perspective as a minority business owner and technologist informs everything he builds — from secure network infrastructures to strategic partnerships that help clients thrive.
With more than 18 years of experience spanning both technology and finance, Mikhail Modeste brings a rare blend of operational discipline, financial expertise, and people-centric leadership to his role as Chief Financial Officer of Great Oak Digital.
Mikhail began his career on the help desk, where he developed a deep, hands-on understanding of technology and client service. Over the years, he rose through roles in sales management, client relations, and finance, eventually overseeing daily financial operations in a managerial role under a Controller. This diverse background gives him a 360° perspective on how technology, people, and financial strategy intersect to drive organizational success.
At Great Oak Digital, Mikhail oversees financial strategy, compliance, and operational transparency, ensuring the company’s growth is both sustainable and aligned with its values. Known internally as the company’s “relationship builder,” he excels at fostering trust with clients, partners, and team members alike. His unique ability to blend empathy with business acumen makes him not only a financial steward but also one of Great Oak Digital’s most effective ambassadors.
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