The on-the-fly pseudo-pitch that Chris Sacca did in the 1st episode is a gem.
Awesome, thanks for sharing this! I only just found Reply All, so I'm still working my way through :)
Before PJ Vogt and Alex Goldman did Reply All, they did TL;DR. It was pretty much the same thing but over on WNYC. There's plenty of great episodes worth going back to:
http://www.onthemedia.org/tags/tldr_podcast/
I also thought this was a great listen. Season 2 - not so much. I feel like they really dove too far into the back-and-forth between the founders and I personally find it much less interesting.