I think the earlier the Barney, the better. Like Jammin' the Blues. For me, he got progressively more heavy-handed and corny. I liked his chords---they leapt out and announced themselves---and his blues feel and his soloing when he copied Christian. I like the job he did on Julie London's Julie is Her Name. After that it falls apart for me.
But he never was a bebopper. Jimmy Raney was the bebopper. Kessel was a real blues player and swing-era child of Charlie Christian. I doubt he was scared to play with Bird, though I wasn't in his head. He was a pro by then. He just didn't really exactly fit in, though he did a good job. I think the cats probably liked him well enough. Too bad Jimmy never recorded with Bird. He was the first guitar player to 'get it'.
Wouldn't that have been something!