>instead of launching retarded Barbarossa bullshit, focus instead on taking Gibraltar
>either through morocco or blackball Franco into letting you pass through
It will probably take a full scale invasion and war. I mean, it's definitely doable, but attacking a soft ally for a tactical advantage is almost certainly going to carry repercussions down the line.
>cut off anglos from med.
Taking Gibraltar will not cut off the English from the Med, most of their resupply and reinforcement was done through Gibraltar. It will, however, let the Italian fleet out into the Atlantic. How useful that would be is hard to gauge, the Italian ships were generally well built, at least on paper, but their crews were lackluster, and they were designed for fighting in the Med, pretty much all of them had very short cruising ranges, making them unsuitable for commerce raiding. And of course, you're still going to have the fueling problems that plagued them in real life.
>send more troops to North African campaign from the very start so Italy doesn't bungle it up
Very difficult to supply them properly. Rommel couldn't really keep what men he had fueled and armed, and adding twice as many troops (or more) means you run out of shit that much faster.
>build up naval forces in Mediterranean, build strategic bombers to target British naval industry and ports
It takes about 2 years to build a capital ship. You don't have that kind of time. And see pic related. All that tonnage didn't crush the German will to fight, nor did it destroy German industrial capabilities. What makes you think the reverse would be true, especially since the British can outbuild the Germans in planes?
>when time is right, instead of invading Russia, invade neutral turkey.
Why?
>ally with Rashid Ali's Iraq, solve oil problem and oil shortages.
Unless you do this before may of 1941, it'll be too late, which makes your last point impossible.
en.wikipedia.org/wiki/Anglo-Iraqi_War