I find him extremely hard-going too, and I used to be a fan. These days I switch off as soon as his voice pipes up at 10am. I don’t know if that’s me, or him, and I don’t really care; I just know that I don’t want to listen to him any more.
There was a mumsnetter called (I think) Parker Posie who used to post on the feminist board. She rang in to discuss the trans issue with him, and I’ll never forget the way he went for her - like an attack dog with a particularly juicy rabbit, and you could tell he was enjoying it. It was kind of creepy. The topic was men in women’s changing rooms, and he was (and continues to be) 100% on the side of the transwomen who called in, and basically accused Posie of being a transphobic bigot for suggesting that women’s changing rooms should be for women only. It was a pretty shocking call full of mansplaining, condescension, sarcasm and talking over her. I think he finds the trans issue debate very confusing, because like other lefties he’s caught on the prongs of the intersectional dilemma: on the one hand he identifies as a male feminist (ugh), but on the other trans people are a new victim group and of course he’s falling over himself to support them. The fact that these 2 groups are in conflict clearly confuses him and he doesn’t know how to handle it at all.
His style is very off-putting. I voted Remain and that’s why I originally started listening to him, but his constant badgering and mocking of Leave voters who call in makes me embarrassed for him and actually more and more sympathetic to them. He’s obsessed with Brexit (well who isn’t) but he has no real curiosity about WHY ordinary people voted that way. If he did he would be able to have much richer conversations.
I think the bottom line is that he’s not really not interested in genuine debate or learning - what he really wants to do is prove himself right. I don’t think he realises this at all, and I’m sure he thinks of himself as open- minded; but he’s actually only open-minded with people he agrees with. With everyone else, he’s pretty vile. And that’s actually kind of boring, at least to me.