Mike, alot of the suggestions bring up spray foam, and it is the answer to alot of problems including yours....
The other is just as you have it on your picture.... build a wall underneath your roof.... and add insulation and a vapour barrier on the warm side..... flat roofs are done in the same manner, they have a few inches from the exterior roof sheathing and covering, and then the insulation and vapour barrier...... the trick is the air movement and venting. You need to ensure there is airflow from the soffits to the top roof vents.
It doesn't seem that you have too much roof structure to deal with, so that is an option (not the easiest one though, and sometimes your time IS money no matter if you are working or not). The big pain will be the angled ceiling, tying in a hanging wall, and making a continuous tied in vapour barrier, which ties into insulated vapour barrier on the walls.
I tend to agree with the guys, that closed cell spray foam would be the easiest (yet most expensive) option.... I don't believe it causes rot if it is properly applied to anything as per the other post, as wood will still breath on the other side..... it is more likely the rot was cause by the other side being saturated with moisture.... (which works against the whole system of spray foam and signifies poor exterior construction leading to misplaced blame on an insulating product).
Think of the foam as a foam cup, how much sweating do you see on the outside of a foam cup in the hot summer with cold water inside. Now fill a standard plastic cup/glass with cold water & ice.... and watch the sweating (and further think of the plastic cup as a vapour barrier with no insulation). The condensation exists on the warm side. That about sums up the uses and applications of spray foam in construction, and the reasoning for it. Spray foam is a vapour barrier & insulation all in one, with little gaps & holes in it.
Note that is applies to summer and winter weather..... in winter, the condensation is there, but is on the inside of the cup, inside your coffee where you can't see it.
The only possible problem with the spray foam solution on your structure may be expansion of the metal as it heats up on the outside, causing the foam to break its seal..... However an expert spray foam contractor may be able to suggest a solution (or mix of foam) that would work for your application.
Good luck!