Function Order: Ne-Ti-Fe-Si
Phil feels somewhat frustrated by being tied down to his work; Bob keeps them on a pretty consistent working schedule, and doesn’t give him much time for himself – so he gets it into his head that he needs Bob to fall in love, so that he can settle down with a nice girl and give Phil the alone time he craves (to meet people of his own!). He tries to interest Bob in anyone he can find, regardless of who they are, despite Bob pointing out that the “dames” they meet in show business “aren’t interested in settling down.” When he sees Bob has taken a liking to a girl, he immediately leaps on the situation and contrives to bring them together. He abandons their previous plans for the holidays to chase the girls to another state, and then conspires with Judy to bring Betty and Bob together. Bob accuses him of having used ‘emotional blackmail’ from ‘saving Bob’s life’ (saving it, Bob says, does not give him license to run it). Phil is much more of an extrovert than Bob, way more social, better with people, and far more interested in… well, meddling with his best friend’s life. He coaxes them into a relationship by at first feigning an interest in Judy and then taking it seriously and falling for her. He is upfront with his feelings, a little bit underhanded in how he angles his friend into position, hoping for the outcome he wants, and able to fool people by pretending things that are not true (but become so, the more he leans into them, such as developing an enjoyment of kissing Judy). He’s somewhat traditional, but also opportunistic – leaping into action quickly and resolving immediate problems through direct action; he gives away their tickets, helps the girls get away from an arrest warrant (endangering them in the process, as Bob points out), takes their place in their last show of the night (to hilarious effect), and falls in love without realizing it himself.
Enneagram: 7w6 so/sp
Phil is an energetic and funny man, who is eager to engage with life—who complains that Bob doesn’t go out with him enough, or see enough girls, who seems to have a reputation with the ladies, and who has a good heart despite his absurd behavior at times (dressing up and taking on the girls’ routine as a distraction and for a laugh). Phil doesn’t really think about the consequences of his actions at times, and doesn’t seem to mind that some of their behavior might land them in jail, but does seem a little stressed at the idea that they might be draining their resources to provide the general with a show on Christmas (he curiously asks “how much money???” several times, when fearing it might cut into their bottom line).