Complex sentence: During the appearance, Jack interacts with the show's host, Avery Jessup (Elizabeth Banks), with the two flirting on the broadcast, as the two share Republican viewpoints, and Avery asking Jack for a drink, which he accepts.
Split into simpler sentences: During the appearance, Jack interacts with the show's host, Avery Jessup (Elizabeth Banks), with the two flirting during the broadcast. The two share Republican viewpoints, and Avery asks Jack out for a drink, which he accepts.