This is a great idea. I'll try to narrow it down to five or so that come to mind (apologies for lack of timecodes on a few of these):
1. From the episode on 06-14-2011 - All of the 'Duke Nukem' improv. My brother and I quote these to each other to this day.
https://www.youtube.com/watch?v=XMX057YAwN0
2. From the episode on 06-18-2013 - The segment where Vinny talks about the 2013 E3 Sony Press Conference/the audience applauding the idea of paid multiplayer, leading into a conversation about Sony, EA and Madden. Aside from being hilarious, it's an instance of the Bombcast being a source of comfort whenever I feel dismayed at publishers' behaviour or, in this case, the dispiriting support of anti-consumer practices by would-be consumers.
(Timestamp is 2:08:30 onwards - the segment's also been collected in this video.)
https://www.youtube.com/watch?v=lLZc-2BUByY
3. From the episode on 09-16-2014 - Jeff's Satellite Radio Adventures. Dan's incredulity throughout is wonderful.
https://www.youtube.com/watch?v=x8r2hLcF5Nk
4. From the episode on 12-16-2014 - In which a fan's wife describes her impressions of the Giant Bomb crew so far. A brilliant series of sketches.
(Timestamp is 2:37:11 onwards - segment also collected below.)
https://www.youtube.com/watch?v=WirfHfMKLX4
5. From episode 494: Fievel Fight on 08-15-2017, at 2:38:02 - discussion of Ben's accents/accent studies at 'Oxford' (timecode also applied in Youtube link below.)
https://youtu.be/NIT6rSWXc88?t=2h38m2s
Congratulations to the best damn video game site on the net for five hundred Bombcasts!
EDIT: And also this! (from 03-29-2011) - Jeff 'Big Dog Pitbull' Gerstmann's hip-hop radio station call-in ("WHAT'S YOUR FAVOURITE STATION, WHO DOES IT FOR YOU?")
https://www.youtube.com/watch?v=aaO5gwyVcsg
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