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CX Spotlight is a series where we speak to customer experience leaders from across industries who are rethinking support, building “customer-first cultures”, and finding joy (and clarity) in what they do.
Every edition is a quick, candid conversation. No fluff, no jargon. Just real-world insights from people who’ve been there, done that.
In Conversation With Rob Dwyer
As VP of Customer Engagement at Happitu, Rob Dwyer leads customer onboarding and works closely with partners to turn feedback into product improvements. He’s led the launch of Happitu’s AI-powered conversational analytics, helped partners uncover coaching insights at scale, and turned user feedback into product roadmap priorities.
Rob didn’t plan a career in CX. In fact, he stumbled into it in 2008 when the mortgage crisis pushed him to explore something new. He started with a short-term stint in a contact center, but didn’t realize it would spark a long-term journey in support, training, and quality.
In this edition, Rob talks about scaling QA with AI, logging every customer wishlist item into their dev pipeline, and the unexpected day he handled support for Snoop Dogg’s wireless phone account.
Table of Contents
- In Conversation With Rob Dwyer
- 💬 What would your support alter ego be called — and what would their superpower be?
- 🎯 How did you find your way into the world of customer experience? Was it intentional or accidental?
- 🧩 What’s the weirdest or most unexpected support request you’ve handled?
- 👂 What’s one practical change you’ve implemented to make your team more customer-centric?
- 🛠 What’s one tool or app you can’t live without at work?
- 🙌 One piece of advice you’d give someone entering the field of customer support?
- 🤖 A use case where AI actually improved CX for your team?
- 📬 Is email underrated or overrated as a support channel?
- 📚 A book, podcast, or show you’d recommend to other CX pros?
- 🙏 What emoji do you regularly use when interacting with customers?
- 🧑🏫 If you weren’t working in CX, what would you be doing?
- Want us to send you awesome content?
💬 What would your support alter ego be called — and what would their superpower be?
Quality Jedi. I use the “Force” of AI to scale QA across teams. It’s the only way to cover what humans never could by themselves.
🎯 How did you find your way into the world of customer experience? Was it intentional or accidental?
In 2008, the mortgage banking world pushed me to make a change. I landed in a contact center without knowing it would turn into a long-term career. But it did, and I’m glad it did.
🧩 What’s the weirdest or most unexpected support request you’ve handled?
I once helped fix an issue on Snoop Dogg’s wireless phone account.
👂 What’s one practical change you’ve implemented to make your team more customer-centric?
We log every customer wishlist item in Linear and use that to guide product development. If a customer says “I wish your platform did this,” it doesn’t get lost. It gets documented, prioritized, and considered in roadmap discussions.
🛠 What’s one tool or app you can’t live without at work?
Microsoft Outlook. I don’t mean the browser version. The full version has been my go-to for nearly 20 years.
🙌 One piece of advice you’d give someone entering the field of customer support?
Be curious. Ask more questions than you answer. And always be “happy to” help.
🤖 A use case where AI actually improved CX for your team?
I’ve been skeptical of AI in customer-facing situations, but it made perfect sense for QA. Human-led QA is expensive and slow. AI helped us scale without adding headcount, and we now get insights on both agent strengths and coaching opportunities.
📬 Is email underrated or overrated as a support channel?
Neither. It depends on the issue. Email works well for async support, but if something is complex, it can slow things down. Some conversations are better live.
📚 A book, podcast, or show you’d recommend to other CX pros?
Live Chat with Jen Weaver is a fantastic YouTube series. It’s packed with tactical CX advice that goes deeper than the basics.
🙏 What emoji do you regularly use when interacting with customers?
🧑🏫 If you weren’t working in CX, what would you be doing?
Training. No matter the industry, I’ve always found myself teaching others.
✨ Three Takeaways from Rob’s CX Playbook
- If a customer says it, log it. Feedback should flow straight into your product development process.
- AI is powerful when applied where humans fall short. For example, AI is especially useful for things like QA, where scaling manually is otherwise slow and expensive.
- Curiosity is your most underrated CX skill. Keep asking, listening, and learning.
Enjoyed Rob’s take on customer experience? Follow him on LinkedIn or check out more stories in the CX Spotlight series.
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