Notorious organized crime figure "Big Max" Calvada approaches Rob, Buddy, and Sally with an offer they can't refuse: write comedy material for his talentless nephew who wants to be a nightclub performer.
This episode includes examples of the following tropes:
- Affably Evil: Calvada, who is unfailingly polite, yet manages to convey a sense of menace.
- Batman Gambit: After Kenny's less-than-successful performance at a nightclub, Calvada drags the gang back stage and grills them on what they thought. The three sputter and try to deflect that maybe the crowd just wasn't right for Kenny, but when Calvada suggests the problem was with the material, Rob immediately leaps to defend their work before he has a chance to think, and then admits Kenny was terrible after backing himself into a corner. Calvada, as it turns out, actually wanted them to say this, and just said it to get a reaction out of Rob.
- High Hopes, Zero Talent: Kenny, Big Max's nephew. He's a tone deaf singer and butchers the jokes the gang writes for him, but is convinced he just needs the right opportunity to make it.
- An Offer You Can't Refuse: Calvada basically strolls into the office and tells the Rob, Buddy, and Sally that they're going to be his nephew Kenny's writers for his debut in show business (though he does offer to pay them). They're all terrified that he won't react well when Kenny inevitably bombs, but as it turns out, that's what he expected. Kenny had insisted that he wanted to go into show business rather than attend college and said that he just needed the right opportunity, and Calvada arranged everything to basically force Kenny to accept that he didn't have what it takes (with Kenny having earlier agreed that he'd give college a shot if his debut failed).
- Wicked Cultured: Calvada, who quotes Shakespeare and Edmund Burke, and is also an infamous mobster.
