Meet
Shawn May.
Founder, Dynamic Technical Solutions
Enterprise identity and security architect, consultant, business owner, and mentor with more than 30 years of experience in Information Technology.
Read my story ↓
Experience shapes perspective.
Hello, I’m Shawn May, founder of Dynamic Technical Solutions (DTS). I’m an enterprise identity and security architect, consultant, business owner, and mentor with more than 30 years of experience in Information Technology.
Throughout my career, I’ve learned that knowing how to configure technology and truly understanding how it works are two very different things. That distinction has shaped how I approach engineering, technical leadership, and mentoring.
Since beginning my career in the early 1990s, I’ve worked with large enterprises and multinational organizations across banking, financial services, retail, energy, and other industries. These environments have involved complex technology infrastructures, demanding security requirements, and operations supporting thousands of employees across multiple locations.
My work spans enterprise architecture and hands-on engineering, from assessing security risks and designing technical strategies to solving difficult problems in production environments.
Why I
founded DTS
I founded Dynamic Technical Solutions on a belief I continue to hold today: businesses deserve practical technical leadership, sound architecture, and solutions designed around their actual needs rather than technology for its own sake.
A security control might be configured correctly on its own, but what happens when it interacts with other controls? What happens when business requirements change or an unexpected problem arises?
These are the situations where a solid understanding of the fundamentals makes a difference.
That philosophy continues to guide my work as an architect, consultant, and mentor.
Building stronger technology professionals
Technology professionals face difficult decisions every day. They're expected to maintain security, keep systems running, solve unexpected problems, and support business priorities, often without enough time to step away and deepen their knowledge.
I understand those pressures because I've spent much of my career working through them myself.
I've also learned that following instructions and understanding the reasoning behind them are not the same thing.
When you understand the fundamentals, you can recognize when something isn't right, work through unfamiliar problems, and make decisions based on knowledge rather than guesswork.
That's the kind of understanding I want to help others develop.
Through DTS, I share the knowledge, practical experience, and lessons that have contributed to my own professional development. My goal is to help technologists strengthen their skills, develop sound technical judgment, and become more confident in their decisions.
A particular focus of my work today is Microsoft identity security, especially Conditional Access. Knowing where to configure a policy is useful. Understanding its scope, how multiple policies interact, and what those policies will actually enforce is what allows an engineer to make informed decisions.
For technology and security leaders, developing that level of understanding across a team supports more consistent security controls, better technical decisions, and greater confidence in the people responsible for protecting the organization.
Still hands-on.
Still learning.
After more than three decades in IT, I'm still actively involved in engineering.
I continue to design, configure, test, investigate, and troubleshoot Microsoft environments, including identity architecture, security controls, and complex production challenges.
That hands-on work is important to me. It keeps my knowledge grounded in the realities of operating technology, not just the theory behind it.
I'm also still a student of technology myself. I enjoy learning, exploring new ideas, and improving my understanding of subjects I thought I already knew.
And I believe that willingness to keep learning is one of the qualities that makes a good technologist.
Let's Connect
Whether you're a security or IAM leader looking to strengthen your team's technical capabilities or an experienced technologist wanting to deepen your knowledge, I'd welcome the opportunity to connect.
Through Dynamic Technical Solutions, my focus is on helping technology professionals build a stronger foundation in security and identity and access management. That means understanding the principles behind security controls, developing sound technical judgment, and gaining the knowledge needed to make informed, defensible decisions.
I invite you to explore our resources and discover opportunities to strengthen the knowledge and skills that support effective security and IAM practices.
And, of course, I'm always happy to exchange ideas, learn from others, or enjoy a good technology joke.
Stay Informed. Keep Learning.
Practical insights on security, identity and access management, and the knowledge behind better technical decisions.