How a Startup Clothing Brand Automated Customer Service with AI Chatbots
Wed Feb 04 2026
Welcome to a brand-new episode of “Grow with Technology,” where we tackle the digital transformations shaping our everyday lives. In today’s episode, Ben Bard and Jessica Smith dive into a customer support revolution that’s leaving the old days of endless hold music and frustrating email chains in the dust.
Picture this: instead of waiting for hours to track down a missing package, you’re connected instantly to a super-smart AI that not only solves your problem but remembers your style, recommends new outfits, and offers help with a personal touch—all day, every day. Today’s deep dive unpacks a fascinating case study on how a startup clothing brand went all-in with AI chatbots, transforming support from a dreaded chore into seamless, scalable, and surprisingly personal service.
But, as Ben Bard and Jessica Smith point out, this isn’t your average clunky chatbot. Instead, it’s an innovative system that combines real-time data, machine learning, and natural conversation to deliver an experience that feels more human than ever before. The episode explores how this move from transactional to relational customer service is changing the playbook—from driving sales as a virtual personal shopper, to giving overworked human agents the freedom to focus on real moments that need empathy and judgment.
Along the way, they dig into the challenges and future trends like voice activation, proactive support, and even trying on clothes virtually using AR. Most importantly, they raise a provocative question: When does an AI-powered experience become more personal than a human one?
Get ready for a thought-provoking look at how technology is not just meeting, but redefining our expectations of service and connection.
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Welcome to a brand-new episode of “Grow with Technology,” where we tackle the digital transformations shaping our everyday lives. In today’s episode, Ben Bard and Jessica Smith dive into a customer support revolution that’s leaving the old days of endless hold music and frustrating email chains in the dust. Picture this: instead of waiting for hours to track down a missing package, you’re connected instantly to a super-smart AI that not only solves your problem but remembers your style, recommends new outfits, and offers help with a personal touch—all day, every day. Today’s deep dive unpacks a fascinating case study on how a startup clothing brand went all-in with AI chatbots, transforming support from a dreaded chore into seamless, scalable, and surprisingly personal service. But, as Ben Bard and Jessica Smith point out, this isn’t your average clunky chatbot. Instead, it’s an innovative system that combines real-time data, machine learning, and natural conversation to deliver an experience that feels more human than ever before. The episode explores how this move from transactional to relational customer service is changing the playbook—from driving sales as a virtual personal shopper, to giving overworked human agents the freedom to focus on real moments that need empathy and judgment. Along the way, they dig into the challenges and future trends like voice activation, proactive support, and even trying on clothes virtually using AR. Most importantly, they raise a provocative question: When does an AI-powered experience become more personal than a human one? Get ready for a thought-provoking look at how technology is not just meeting, but redefining our expectations of service and connection.