Guest Stars Michael Stuhlbarg as Sy Feltz Olivia Sandoval as Winnie Lopez Mark Forward as Donny Mashman Shea Whigham as Moe Dammick Mary McDonnell as Ruby Goldfarb Hamish Linklater as IRS Agent Larue Dollard Linda Kash as Stella Stussy Co Starring Andy Yu as Meemo Zina Lee as Madeline Caitlynne Medrek as Grace Stussy Maggie T. Sullivun as Momma Niko Koupantsis as Dennis William Gardiner as Wedding Shop Assistant