Productside Webinar

Ask, Listen, Learn

Running Better Empathy Interviews with AI

Date:

08/18/2026

Time EST:

1:00 pm
Register Now

Your best insights are hiding in a bad interview. 

Empathy interviews are one of the highest-value, easiest-to-waste skills in product management: hard to start, hard to conduct well, and hard to turn into insight. This workshop shows PMs how to use AI across all three: sketching a loose topic guide, rehearsing the interview through role-play so customers carry the story, and turning transcripts into product insight. You’ll leave with a repeatable way to practice the one skill AI can’t do for you: listening. 

Most PMs either wing their interviews or over-script them into a stiff interrogation. Both approaches kill the insight you came for. This workshop fixes that. You’ll walk away with a rehearsal method you can use before every interview, not just this one. 

What You’ll Learn:  

  • What is the value of empathy interviews, and how to get started. 
  • Why an empathy interview needs a loose structure, not a tight script, and how over-preparing can backfire. 
  • How to use AI as a practice partner: role-playing a persona and pressure-testing your ability to stay open-ended and follow the “why.” 
  • How to use AI to turn a mess of interview notes and transcripts into insight your product team can act on. 

Webinar Panelists

Kenny Kranseler

Principal Consultant and Trainer at Productside. With 25+ years at Amazon, Microsoft, and startups, Kenny inspires teams with sharp insights and great stories.

Ryan Cantwell

Ryan Cantwell helps B2B teams align strategy and execution. With energy, clarity, and storytelling, he makes product thinking contagious at Productside.

Webinar Q&A