About Myles O'Reilly
For more than two decades, I’ve worked at the intersection of publishing, creative services, operations, technology and people leadership. I started with a creative design background and somehow ended up becoming the person who wants to know how everything works, why it works that way and if there is a better way to get it done.
My career has evolved from design and production into leadership, business systems, process improvement and cross-functional project work. I’ve had teams skilled professionals, managed complex workflows, developed systems to solve real business problems, and I’ve worked across departments to turn good ideas into things that actually work. I’m equally comfortable talking strategy, building a system, training a team, or rolling up my sleeves and getting the job done.
My leadership style is straightforward: clear expectations, sweat the details, good people with the right tools and the autonomy to do great work with as few obstacles as possible. Details matter. So do timelines, communication, accountability and, preferably, enjoying the process along the way.Â
I’m particularly interested in the spaces where people, process and technology overlap. I enjoy finding the friction point in a system, figuring out the cause and building a practical solution. Sometimes it means leading a project to solution. Other times it means building the solution myself. I have a fairly low tolerance for “that’s just how we’ve always done it.”
Outside of work, you can usually find me exploring Manitoba by motorcycle, wandering through museums everywhere else or talking with small business owners about what keeps them motivated and inspired (because they inspire me).
I’m a believer in pragmatism, practical optimism, well-placed rhythmic wit and the idea that helping others succeed is one of the most satisfying measures of success. I also believe there is almost always a better way to do something-and that dad jokes deserve considerably more respect than they recieve.
What I Bring to the Table
Creative & Communication
Technology & Systems
Leadership & Operations
Tools & Technologies
Adobe Creative Cloud | WordPress | HTML/CSS | PHP | MySQL | Microsoft 365 | CRM & CMS Platforms | AI Tools | Digital Publishing Systems | Social Media Tools
Want to know more about my skills and professional history?
About Creative Compulsions
Creative Compulsions was a freelance Graphic Design and Web Design business, located in Winnipeg Manitoba, and servicing a global audience. Several years ago, I phased out the freelance business gradually taking less and less work to focus more on personal time and my career.
This site is now used as my personal portfolio, showcasing the design work I’ve done in the past and the new avenues I explore, like writing and building solutions.