In hopes of understanding why her relationships continue to fail, Rob decides to track down her All-Time Top Five Most Memorable Heartbreaks. It starts out as a satisfying romp down memory lane, giving her the answers she wants from Kevin Bannister and Simon. But at an Instagram influencer party hosted by Kat, she gets an answer that (briefly) shakes her resolve, before going to have the one conversation she’s been avoiding: finally confronting Mac about their unfinished business.