Season 6, Episode 23: "Body Language"
"Broke" proves that Michael Scott actually has his masterful business moments, in his own unique way. Similarly, "Body Language" proves that his way of flirting can actually be quite successful. Michael spends the entire episode valiantly attempting to make a potential client (and love interest) named Donna fall in love with him. And even though all hope seems lost toward the episode's end, Michael is intuitive enough to recognize the signs, i.e., the fact that Donna left her barrette behind. Trust him.