Dylan’s professional background blends business management, M&A; business development, logistics, risk analysis, insurance processes, multifamily operations, and strategic ownership within the security integration and network sector. He is the owner and President of Overwatch Security Advisors, LLC (OSA), a growing regional security advisory and integration organization operating across Alabama, Tennessee, Mississippi, and the Gulf region. He began his career in logistics and supply-chain management after earning his degree from Auburn University. Over four years, he worked in containerized shipping, embassy cargo, and warehouse distribution with companies including Maersk Sealand, Bruno’s Supermarkets, and other carriers. In 2002, he was selected into the prestigious Maersk Sealand MISE Trainee Program, based out of Houston and Copenhagen, Denmark, where he gained international operations and business training experience.
Dylan later transitioned into financial services, holding Series 7, Series 66, and insurance licenses for both personal and property lines. Through his firm, Myrick & Associates, he managed retirement planning, risk mitigation, and multi-generational financial strategies. This strengthened his communication skills and his ability to navigate complex planning discussions across diverse age groups and financial backgrounds.
During his years in Dallas, Dylan worked in the multifamily housing sector with SaaS-based property management, operations, and accounting platforms. Over eight years, he supported conventional, LIHTC, Rural Development, and HUD-related operations, coordinating large-scale software integrations, reporting functions, acquisition transitions, and portfolio-level accounting needs. His role in multiple corporate acquisitions at RealPage further shaped his understanding of business transitions, change management, team leadership, and organizational design.
In 2017, Dylan founded Overwatch Security Advisors (OSA), which has since grown into a respected regional brand known for dependable service, quality integrations, and long-term client relationships. Under his leadership, OSA has expanded its footprint through organic growth and strategic partnerships. His expertise includes operational efficiency, contract negotiation, team building, project leadership, and guiding clients through end-to-end technical and security deployments. Across more than 15 years of leadership, nonprofit, and board involvement, Dylan has built a reputation for integrity, reliable decision-making, and a strong commitment to community. His diverse background gives him a well-rounded understanding of the challenges and opportunities faced by organizations, businesses, and associations alike.