- Sarah Corbyn Woolf as Anna-the-Intern
- Debbon Ayer as Jenny-the-Acquaintance
As part of our series investigating the interaction of young workers and technology Anna-the Intern talks with her friend Jenny about the times when ambition outruns reality and when the language of one generation fails another. Featuring:
Every office needs and intern. Hence Anna was the first character to join the podcast. She’s energetic, she is, optimistic and completely convinced that her emotional and organizational intelligence will lead her to a stellar career in the technology industry. As played by Sarah Corbyn Woolf, she has shown herself to be a bit of a title hound (and who among us is completely free from that fault, and has provided us with an interesting way to probe the challenges that 20 somethings face as they enter the business world. 
You want to be innovative do something new and think that you can just change directions on a dime. But that’s the problem. Novelty is not innovation. Without a structure to support it, a new idea won’t advance your goals. So we turn the cast loose to wrestle with this problem. Some success. Some problems. A couple of hosts disagreeing about a new idea. A little CEO who may be realizing that contract is not enough.