The Truth About Digital Transformation | Digital Collective

Is your business keeping up—or just keeping busy? James Hicks and Caren Glasser launch Digital Collective by asking the questions most entrepreneurs are already thinking but rarely say out loud: Am I falling behind? Am I overthinking this? Where do I even start? This is Digital Collective—and the first episode opens with something rare: a brutally practical conversation about digital transformation that respects your time and your intelligence. No buzzwords, no fluff—just straight talk about what it actually takes to lead a business through rapid tech change without losing your mind (or your budget). They cover why strategy has to come before software, how to know the difference between being patient and just procrastinating on decisions that matter, and how to build a roadmap that keeps you focused when the next shiny tool comes knocking. Whether you're running a solo operation or managing a growing team, this episode gives you a framework for making smarter tech decisions—without the overwhelm. In this episode: why leadership drives transformation more than any tool ever will · the costly mistakes of moving too slow or too fast · how to build clarity before you build anything else Timestamps: 00:00 "Digital Collective Launches Conversations" 04:16 "Set Goals, Stay Adaptive" 07:30 "Tech Revolution: A Business Necessity" 11:11 "CEOs Chasing Cloud Trends" 13:40 "Small Organizations: Agility and Risks" 18:28 "Tech Giants Controlling Conversations" 19:47 "Clarity Through Intentional Planning" 24:16 "Knowing What Truly Matters" 26:45 "Meaningful Conversations That Matter" Find Caren here: https://www.carenglasser.com Find James here: https://www.hicksnewmedia.com