On what was supposed to be their first date, Stephanie, Jenna's sister, called her with tickets to a Regina Spector show that same night. Jenna was hesitant to ditch Jake for he seemed like a nice Jewish boy (NJB). But Stephanie assured her if Jake was a NJB he'd reschedule. In Jake's excitement to meet Jenna he left work early but ended up on the wrong train, the J to Hassidic Williamsburg, which was not the rendezvous point. As frustrating as this was, he knew it would be worth it because he had a good feeling about Jenna. As he was on the next train in the right direction and going over in his head his apology for being late-he received the text from Jenna that she had "brain freeze" and was actually not free that night. As Steph knew it, Jake was indeed a NJB and he reached out to reschedule- shaved ice cream in Brooklyn a couple days later . The rest is history.