If your tech project feels like a dumpster fire, there’s probably a reason. In this video, I unpack six of the biggest mistakes that derail digital transformation, ERP rollouts, and modernization efforts long before go-live. From executives chasing AI headlines to vendors selling impossible timelines, these are the hard truths no software company wants to admit.

We talk about how fictional assumptions, political prioritization, weak leadership, and ignoring end users all lead to expensive failure. Because digital transformation isn’t about buzzwords or dashboards, it’s about understanding your systems, your people, and how work actually gets done. The fix isn’t another tool, it’s technical maturity, alignment, and accountability across your organization.