Reflections on my recent interview with a HF veteran and ADVICE please

Disclaimer: this is one of my serious posts. I don't talk crap all the time. serious advice please.

A few of you may know that I've been working on my start-up since not long ago. Recently I felt the need to get back to a more normal day life because my start-up dosn't ask for all of my time. So I started to apply for office jobs again and got some interviews.

This day I got an interview opportunity with a Manhattan company which is not involved with finance at all and the job I applied for is just some ordinary job. (I don't have the time and effort commitment for anything above that)

Before I went, I told myself not expecting anything. I was basically chilled. This mood I had to put on was mostly because of the unimpressed interviews I had with all female HRs a while ago. (Yes, I was pathetic enough to have this guy as my first male interviewer ever. Turning point?)

Five minutes after I sat down in a huge office, my interviewer came, a very young Jewish guy, I guess 25 at most. He runs the company, a family business. Then we started our business. After answering a few regular questions, he began to throw at me the first bomb: are your parents here? what do they do?
I was like, wtf, this is my first time to get such interview questions. so it went like
I: Well, I didn't know I were supposed to answer such questions
He: blah, blah, blah
I: Fine. I would not answer questions like these under most circumstances, but I can give you a special treat this time. (I went on and made up some regular jobs and titles for my parents. Hell I would ever reveal their identities)

A little later he started to notice the prestige of my school and my degrees. He began to ask me about FINANCE. I have different degrees and work experience but he was too interested in the one that I lack the competence to talk much. I was not happy at the minute. After a few explanations, he finally revealed the reason: he was an Ivy kid who quit his previous Hedge Fund job to run this family business. (WHY? WHY? WHY?)

The fun started right here. I began to give him an informational interview instead. He LIKED to talk about himself, everything. He said something like he worked particularly in DISTRESSED DEBT or so. I had nothing to do but kept nodding to show that at least I have a clue.

The vibe of the interview had been lifted since and when the last part of interview hit, I asked something on purpose that I would not normally ask: are you a Jewish? (of course I knew he is). He admitted with confusion before I told him about how heavily I was involved with the Jewish community back in school (free shabbat dinners or so), he became exhilarated. (guess the time I spent at Hillel and Chabad in school was paid off at least for this interview)

ATTENTION: at the end of the interview, he said something like this that I viewed as a signal, a strong signal: "We will keep interviewing other people and please wait for my call. BUT REMEMBER, IF I DON't CALL YOU, PLEASE CALL ME INSTEAD TO REMIND ME."

??? Monkeys, advice here please. Even though I don't have a strong crave for this job, this HF veteran guy sure has something valuable for me to learn from (his background, personal style and so). I wouldn't mind to work for him. But let's assume there will be a hold period for him not contacting me (maybe on purpose), should I put my PRIDE aside to LEAD HIM ON? I may know how to do that but is it worth the whole seducing effort?
Thank you.