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Chief Technology Officer is one of the most exciting and rewarding roles a technologist can take on in their career. The position can define a company, open up new opportunities, create new product lines, improve workflow, and have a huge impact across all departments. If this were a game of chess, we would have the Chief Executive Officer (CEO) as the king and the Chief Financial Officer (CFO) as the queen, which is the most powerful piece on the board, being allowed to move in any direction and for as many squares as desired. This is true in business, too, with the CFO being involved in every decision relating to money either coming into or going out of the company. Where does that leave the CTO? I like to think of the CTO as the rook (the castle), the next most powerful piece, because they provide the support for the rest of the pieces to move around the board, clearing paths into the distance. Yet with all this power and responsibility, it is a role that most are unprepared for, with many not realizing just how much there is to it, especially in today’s modern architecture. Not only does the role oversee the research, development, and implementation of the company’s technology, it also covers the execution, licensing, compliance, and continued security monitoring of the production environment. In a world of always-on-always-connected networks, linked devices of all shapes and sizes, and office, home, and remote workers, the challenges facing today’s CTO are way beyond what the CTOs of the ’80s and ’90s faced.