Who he is, what he does. When to re-architect, monitor usage patterns, out of date ui, spaghetti code, ratio of bug fixes to new code, not mobile enabled, difficulty recruiting, market opportunity. Making a decision, who gets a say. How to measure success on a long-term project. Practical steps for moving to new architecture. What to start with, easy or hard pieces; what to do next; how to keep the old system going. What about people who don't want to learn new things. Dealing with remote offices. How to keep the project on track and the momentum going.