Despite doing stand up comedy forever I've never got up and talked about my design work - ever, let alone my experiences with clients. I'm totally comfortable getting up and talking. In fact chatting to the group beforehand, I think that was my worry. In comparison to being Danny Pensive this was a 'zero pressure gig'. My desire to entertain, rather than inform could easily take me take me way off topic very quickly. Without high stakes I could get sloppy.
Having said that I was really worried about throwing myself under the bus. There would be other developers in the room and I wasn't just telling stories, but also talking about my work processes, potentially laying myself open for judgement. So actually there was a bit of pressure, but not the kind that i'm used to. That's good, a bit of performance pressure is better than not at all.
So I dipped back down the last five or six years of work history and picked out a dozen or so projects, then mashed them all together. Mixing old real world situations I've come up against with a bit traditional narrative structure. A call to action here and a stink of death there and pretty soon had something I could work with and relate back to WordPress.
It was a success I thought, in fact putting my comedians head back on...I think there might be a show in this.