Guest Stars Anthony Edwards as Bruce Dunlevie Theo Stockman as Jacob Campbell Scott as Jamie Dimon Alex Vinh as Mikey Peter Jacobson as Robert Paltrow Kelly AuCoin as Scott Galloway Antoinette Crowe-Legacy as Lesley George Harrison Xanthis as Stavros Gatakis Julie White as Monica Seth Barrish as Ron Co Starring Shanti Ashanti as Adi Carolyn Baeumler as Rebekah's Mom Max Casella as Detective Donny Abigail Ludrof as Childhood Friend #1 Joey Diaz as Detective Frank Michael Di Liberto as Man in his 40's Julia Coffey as Woman in Suit Doug Chitel as Rabbi Bobby Roman as Chad Britt Faulkner as Childhood Friend #2 Daniel Burns as Horace Mann Alum Ashley Bufkin as Olga Emily Zacharias as Real Estate Agent Thuy Ho as Mikey's Mom Tasia Jungbauer as Childhood Friend #3 Brooklyn Norstedt as Amber Delphi Borich as Irina Vinny Randazzo as Andrey Adalynn Ng as Mikey's Kid Sister DeShawn Harold Mitchell as Vershinin