Hmmm...nice topic. Hopefully, after this Saturday mine will be "When I got back to KSCH and was a Private Pilot". Wish me luck on the checkride.
As far as a "that was COOL" moment other than first solo as that's too easy, it was doing pattern work at KSCH one afternoon. Two of us in the pattern, left traffic, Runway 4. A jet was taxiing and wanted to depart Runway 22, the reciprocal of my runway...obviously. Tower told the lead A/C upon T&G to make right traffic Runway 4. We came in and were told to make LEFT traffic Runway 4. She then instructed the A/C on right traffic to make left 360's midfield on the downwind and instructed us to make right 360's midfield on the downwind. Once we were both circling, she gave t/o clearance to the corporate jet for Runway 22. After one final revolution to give the 2 min for wake, she released us from our holds, pointed out the other A/C to me sequenced us back in, got us both back on left traffic and back to normal T&G work.
It was just one of those moments where you stop and think, "WOW! These guys and girls are REALLY well trained and do a hell of a job!" Dunno, it was just nice to see someone come up with a clever solution to keep everyone happy and separated.