- Are project management and development free of bureaucracy?
- Are projects delivered fast enough?
- Are the project business cases well developed and managed?
- Is the level of transparency around projects sufficient?
- Are Steering Committees effective?
- Are the progress reports you receive accurate?
- Have you ever been, or do you expect to be ambushed about a project you are sponsoring?
Agile is about openness, honesty, trust, courage, and an ethical attitude towards money. Agile can cure the disease, but is not without side effects: a dramatic cultural change in your company.
By asking the questions, you should have gotten his attention. The eighth question is, 'do you want the cure?'
BTW - Ambushed means that a peer (i.e. rival in the company) learned bad news about your project before you did and surprised you with it in meeting in front of all your peers. Very embarrassing. Operational staff often learns about an ambush through a very heated discussion with said top manager after the fact.
Update - Have you tried these questions on your CEO or executive management? How did it go?