Over the last couple of decades he has covered pretty much every British contender, from Bruno to Joshua. He obviously gets to see the fights, doesn't have to be the main guy commentating, or have all the stats to hand. He's allowed to call it as he sees it.
I doubt he has to do much prep work for a fight night, beyond just reading up about the sport he loves. The most flack he'll ever get is if he makes a call that he later regrets, but he can always say he calls it as he sees it.
Nice hotel room, VIP pass into the arena, undoubtedly paid much much more than he ever was as a pro boxer.
What a job!