“Nothing ever goes away in enterprise IT; instead, we keep piling new technologies on top of old ones.” This is the most popular problem statement when listening to IT and DevOps professionals, no matter the size of their company or the industry in which they are operating. This Enterprise Management Associates (EMA) impact brief explores how today’s ever-growing “hairball” of legacy technologies can stifle digital transformation by introducing an exponentially increasing monitoring cost for each new project and technology.