Caila Macdonald

I've spent my career at the intersection of how organizations run and how they can run better. I started in the field, implementing ERP systems for companies ranging from fast-growing mid-market businesses to multi-billion dollar enterprises. I've seen firsthand what makes complex transformations succeed and what gets in the way. Rarely is it the technology. That background shapes how I lead Customer Success at Scribe today. As the founding CS leader, I built the practice from zero to an enterprise-grade organization serving thousands of customers across SMB, Mid-Market, and Enterprise. I'm now establishing a Solution Engineering function to support organizations architecting their AI and automation strategies. What I've learned: the organizations getting the most from their investments aren't the ones who moved fastest. They're the ones who first established a clear picture of how work actually gets done, and today are able to apply AI where it will have the highest leverage. That's what Scribe enables, and that's what I'm excited to help teams put into practice. If you're a Head of AI, Business Transformation, or Operations working through your strategy, let's chat.