Paul,
I think this is a very interesting question. With the games Oswald was playing that summer of 1963, he must have had a difficult time keeping his bearings. He was clearly in over his head, and BY THE WAY- he was only 23 years old. In TMWKTM, Dick Russell interviewed Col. William Bishop (a very interesting character in his own right) and Bishop stated that he knew (or knew of) Nagell, Angel and Leopoldo. Bc of what Nagell told Russell, Russell asked Bishop if perhaps Ang/Leo convinced Oswald that they were working for Cuban G2 intelligence. This was his response: "I don't know that for a fact, but it's a good possibility. At that point, it would have been relatively simple if Angel and Leopoldo dealt with Oswald. 'How can you prove you're Cuban intelligence? Do you know so-and-so?' Yea, it's possible it was a set-up deal. I've done it myself. They could have been double agents and convinced Oswald, falsely, that they were Cuban intelligence or associated with it. I'll tell you one damn thing, whoever set up that poor son of a bitch did a first-class job."
At first for me this seemed hard to conceive- how could Oswald be fooled in this way? Subconsciously however, Oswald's dealings with Ang/Leo the way they were portrayed in "JFK" were playing in my mind, where all three of them were consorting with Bannister, Ferrie and Shaw and other right wing characters in the same room.
BUT if Ang/Leo were never accompanied by other obvious anti-Castro figures in their dealings with Oswald, maybe they were able to convince him that they were G2. And then perhaps that is how they were able to manipulate Oswald, of course with the ultimate goal of painting him as pro-Castro/someone who had shady dealings with agents of Russia and Cuba.