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Charlotte Ward •

293: Roles AI is Creating in Support; with Hilary Dudek

About this episode

AI is already in your support queue, but the real question is what it’s doing to your career path. I’m joined by Hilary Dudek, Head of Customer Experience at Gamma, to get specific about how AI is reshaping customer support roles and why the “bots are coming for our jobs” narrative misses the most important part: new jobs are being created right now.

We dig into what AI chatbots are genuinely good at, like handling simple requests and searching your help center faster than any human can, and where they still struggle, especially around empathy, reassurance, and messy edge cases. We also talk about the shift away from chatbots masquerading as humans and toward clearer, more transparent bot experiences that set expectations and make handoffs to human support feel natural.

From there we go deep on the emerging roles: AI Support Engineer, support architect, and the growing need for people who can manage connectors across documentation, Slack, email, CRM, and data warehouses. We cover prompt engineering, knowledge management, routing and triage, hallucination risk, and why sensitive areas like billing and legal context still require careful human oversight. Hilary also shares a practical example of rapid experimentation: building a “support psychic” with AI that predicts likely follow-up questions and suggested responses from recent ticket patterns.

If you lead support operations, manage customer experience, or you’re on the frontline wondering how to stay relevant, this conversation is a roadmap for leaning in with confidence. Subscribe, share this with your team, and leave a review, then tell me: what AI-powered support role do you want to see next?

Hilary Dudek

Transcript

Charlotte Ward: 0:13

Hello and welcome to episode 293 of the Customer Support Leaders Podcast. I'm Charlotte Ward. Today, welcome Hilary Dudek talking about the roles that AI is creating in support. Today, uh, welcome back, Hilary Dudek. Hillary, it's lovely to have you back after I think we established quite a while, but let's not really spend too long trying to calculate how so very long ago it was. It was just a long time ago. Um, it's lovely to have you back on the podcast. I know we've been in touch and seeing each other um since we last spoke on the podcast, but welcome back to this forum. Lovely to see you here.

Hilary Dudek: 0:57

It's so lovely to be back. I've missed it. Uh, I'm glad we've stayed in touch and not just relied on the podcast to communicate, but happy to be back and uh talking to folks today.

Charlotte Ward: 1:07

Yeah, lovely to see you. Um would you please, for the benefit of our listeners, reintroduce yourself. Tell us what you're up to now.

Hilary Dudek: 1:15

Absolutely. So I'm Hilary Dudek. Uh, I have been in customer support, customer experience for the entirety of my tech career. Um, and currently I work at Gamma as the head of customer experience.

Charlotte Ward: 1:28

Very good. Very good. Um, so what does Gamma do? What's what's the sort of solution space there?

Hilary Dudek: 1:34

Yeah, so Gamma is a SaaS company, uh, very much AI powered. Um, but it is a forum, a platform, a methodology for you to get your ideas out into the world in the way that suits them best. So whether that's a doc, a presentation, you want to create a website, whatever you want to do, like let us help you get your ideas out there through the use of awesome AI models, but also just, you know, a great forum for editing and um manually editing your ideas too, I guess is what I'm trying to say.

Charlotte Ward: 2:06

Super interesting. So, really quite technical product, getting ideas out into the world. And here we are putting more ideas out into the wor

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