-Years behind in many critical IT systems. Active Directory is a giant mess, ServiceNow is old and slow, Salesforce is riddled with errors, etc.
-The organization is very regionalized with confusing leadership structure. Each region has it's own leadership for IT, but then there is also a central 'corporate' IT leadership team which causes confusion on who has authority over what. And then there are different business segments that also have their own structure. It's a mess of disparage business units and regions loosely connected, which makes getting any work done very difficult.
-The top of IT leadership leaves a lot to be desired. Lacks vision and trust among his employees. The reason IT is in the state it is in is because of general confusion and lack of leadership by the actual leaders of IT.
-Endless legacy apps, which seems to be a non issue for leadership? Multiple ERP systems, which of course the consolidation plan is regional so even the end goal is 3 or 4 different ERP systems running the company. With a current number probably closer to 20 systems. ERP is just one example. Many cases there are multiple apps owned and used that do the same thing. Zoom and Skype? Sure makes sense, let's throw in Teams too.
-Projects consistently have moving goal posts, giant scope creep, lack of direction, and a knack for not getting done close to on time at all. The main issue is there seems to be no urgency or issue that things are done late or wrong. Just the way it is. Not a culture I enjoy working for.