Jeff's funny as hell, in this context. Off the cuff remarks and reactions make me laugh week in and week out, but prepared jokes? I don't know. His Rap Man interview was god damn hilarious and his deliveries in Collect-shun are legend, but I'm guessing that wasn't a strict script, either.
But Jeff has more to offer than making people chuckle. When he gets serious about a topic it's always insightful and well thought out. I wouldn't want him to go full comedian and have every appearance result in "HEY DO THAT THING YOU DO!"
This so much.
Jeff is funny as hell but I'm not sure he would appeal to the general public as much and he is much more than his comedy. His perspective of games is always interesting to listen to and he would have to cut out most of the gaming stuff if he did stand up.
Bump it to hard, I'm doing that for my second playthrough and I'm enjoying it far more. I'm still not using tactics all the time but I'm having to be more careful and plan fights out. Nightmare might be a good idea if you really want a challenge.