Well, maybe taking Gypsy in the room is not a good idea just yet. You'll have to use your best judgment on that. I'd be more concerned that Ollie might strike out at Gypsy if Gypsy went up to Ollie trying to say "hello".
My feral came out of her shell when I took my tabby into the room and put him on the floor. She wanted to pounce all over him, playing, not attacking, and annoy him to no end. Fortunately, he is very laid back and calm, so I took him in for a few minutes, then extended the time until they got along peacefully. I do think he helped make her social more quickly than I could have done on my own.
My feral came out of her shell when I took my tabby into the room and put him on the floor. She wanted to pounce all over him, playing, not attacking, and annoy him to no end. Fortunately, he is very laid back and calm, so I took him in for a few minutes, then extended the time until they got along peacefully. I do think he helped make her social more quickly than I could have done on my own.