I just found it!! HAHA I'm so happy! You really threw me off by circling the location.
As you may know, the second riddle can really stump a guy depending on a certain "key aspect of a person's life", and I don't want to say more lest I start spoiling others. But it did take someone else to come in and help me think a bit outside the box, because I was also unsure of the third riddle.
Anyways, I loved this idea and it was a lot of fun AND it had an awesome reward. I absolutely loved the moment 2:23.