T1, E2: The team has its hands full this week with aspiring comedian, Rachel and the online shopping mini-mogul, Hukkster co-founder, Katie Finnegan. Rachel is need of a total transformation--after battling an eating disorder for many years, she is ready to stop hiding her body and to finally look like the confident and ambitious woman that she really is. Rachel's style icon is Mary Tyler Moore and the guys know just how to apply that simple 60s style with a modern twist to make Rachel look fabulous and ready to showcase her new look on stage. Katie is in desperate need of an outfit to wear to the TriBeCa Ball. Her co-founder won't be able to attend, so it's imperative that Katie's look turns it up a notch and stands out in the crowd. The guys are excited to pull looks, but Katie warns that there's one kink in the plan: she will be out of town until the day of the event.