
Founder | CEO | ConnectWise Therapist
Rick Harber is a technology entrepreneur, strategist, and industry influencer with more than three decades of experience helping organizations turn complexity into clarity.
As the Founder and CEO of Decision Digital, Rick has spent his career challenging the status quo in IT services—building a company that doesn’t just support technology, but transforms how businesses think about it. Since founding the firm in 1997, he has grown Decision Digital from a basement startup into a globally respected, AI-powered consulting and managed services organization serving both end customers and technology providers.
Rick’s work sits at the intersection of technology, business strategy, and operational execution. He is widely recognized for his expertise in automation, ConnectWise optimization, and building scalable service models that drive measurable outcomes. Under his leadership, Decision Digital has become an award-winning, trusted advisor to MSPs and enterprises looking to modernize, automate, and grow with confidence.
Rick is also an active voice in the technology community, frequently speaking on topics such as managed services evolution, hyperautomation, and the future of AI in business. He is known for delivering candid, real-world insights that challenge conventional thinking and push organizations to move beyond theory into execution.
At his core, Rick believes technology should empower people—not overwhelm them. His mission is simple: help organizations become more capable, more efficient, and more confident in how they use technology to achieve their goals.
Rick Harber joins me to break down how his MSP uses automation, AI, and solid process to triage tickets in seconds, report real value to clients, and grow without constantly hiring more techs. We also swap real‑world stories about Liongard, DNS disasters, billing for Active Directory accounts, and …