Why I Never Meet a Guest for the First Time on Air

The Pre-Interview Meeting

When I reach out to a new podcast guest, I always schedule a quick pre-interview meeting. Not a formal interview. Just a chance to meet face-to-face before the “real” recording.

That short call does a few things:

  1. It breaks the ice, so our first real conversation isn’t happening with microphones on. We’re starting to build a small relationship. And the guest is hopefully a little more comfortable.
  2. It eliminates potential tech issues ahead of the actual recording.
  3. It gives me a chance to hear what excites them, what stories they naturally tell, and what threads we might want to pull on in the full interview.

One little catch is that I record this meeting in Riverside.

Why I Do It This Way

Yes, it helps my guest get comfortable with Riverside before the real recording. But honestly, the bigger win is for me. By recording the pre-interview, I’m not relying on my memory or messy notes.

Instead, Riverside’s AI automatically generates “show notes” — really just a tidy summary with highlights and key takeaways.

Then I take that into ChatGPT. I’ll feed in:

  • A quick intro to who the guest is, sometimes with links to their work.
  • The Riverside notes and key points we touched on.
  • A few words on what directions I’m most interested in exploring.

ChatGPT then gives me a list of potential questions. And honestly, they’re often sharper, more creative, and better tailored than what I would have written on my own.

AI-generated “show notes” courtesy of Riverside.

The Workflow Simplified

  1. Schedule a casual pre-interview chat.
  2. Record in Riverside.
  3. Let Riverside’s AI generate highlights & summary.
  4. Drop that into ChatGPT with some guest context.
  5. Get a polished list of questions I can adapt for the final recording.

Question for You

If you’re a podcaster or you run interviews in another context, how do you prepare? Do you wing it, script it, or something in between?

Comment and let me know!