Loading Jaywing website
30 September 2025 / Opinion

The Unforgettable Experience: Why Human Connection Still Trumps Automation

Chris Callaghan / Head of Digital

Last week as part of Leeds Digital Festival, marketers gathered for "Staying Human, By Design – Customer Experience in the Age of AI" hosted by Jaywing’s Head of Digital, Chris Callaghan. 

Chris didn’t open with customer journeys or conversion metrics. He asked a simple question. 

Which holiday would you prefer? 

  • A once in a lifetime holiday – but when you return, your memory is erased and you have no record of ever going 
  • A normal ‘good’ holiday – one where you get to keep your memories, stories, and photos 

An overwhelming 95% of the audience opted for a normal, good holiday that they could remember, keep the photos from, and tell stories about for years to come. 

This simple choice gets to the heart of a common challenge for modern marketers. It highlights the difference between:  

  • Our experiencing self: the part of us that lives in the moment and 
  • Our remembering self, which curates the stories that define our relationship with a brand.  

As Chris pointed out, while user experience is rightly obsessed with making the 'experiencing self's' journey seamless, it's the 'remembering self' that builds brand loyalty and creates lifetime value. 

The power of a well-designed memory 

To bring this to life, Chris shared a personal story that has stuck with him for 20 years: unboxing his first iPod. He described the thrill of the unique packaging, the novelty of the white headphones, and the satisfying weight of the device itself. This was the peak of the experience. But the detail that cemented this as an unforgettable brand moment, was a tiny sticker on the CD-ROM sleeve, revealed only after the initial excitement had passed. It simply said: 'Enjoy'. 

That single word showed a deep, human understanding of the customer's journey. The designers at Apple knew people would impatiently toss the instructions aside in their excitement. They anticipated the emotional dip after the initial unboxing and designed a tiny, perfect detail to end the experience on a high. 

This is the kind of nuanced, empathetic design that builds brands. And it begs the question: could AI have designed that? 

Where AI fits, and where it fails 

The pressure on marketing teams to do more, faster, is immense. We’re all being challenged to automate processes and race towards insight using AI. But as Chris cautioned, the pursuit of efficiency can easily come at the cost of genuine customer connection. 

He pointed to brands like Klarna and Duolingo, who moved too quickly to replace human roles with AI and saw their customer satisfaction plummet as a result. The failure wasn't in the technology itself, but in a strategy that prioritised cost-saving over customer value. In fact, we are already seeing a shift back, with some challenger banks and airlines now actively advertising the fact you can speak to a real human. 

So, where does that leave AI in the world of customer research and UX? 

Chris explored several AI-powered tools for facilitating interviews and auditing user journeys. While some show promise for operating at scale or augmenting human-led research, they come with significant risks. AI moderators can lack the ability to follow conversational tangents where the real insights often lie and automated UX audits can produce dashboards full of metrics that are impressive but dangerously misleading, focusing teams on problems that aren't real issues for actual users. 

The real danger is what Chris termed "offloading empathy". When we rely solely on an AI-generated report, we miss the non-verbal cues, the personal stories, and the flickers of frustration or delight that a human researcher experiences first-hand. We get the data, but we lose the meaning. 

Staying human: A marketer’s checklist 

For marketers facing these challenges, the session offered a clear path forward: 

  1. Balance the selves: Are you only focused on a seamless in-the-moment experience, or are you actively designing the memorable, story-worthy moments that build long-term loyalty? 
  2. Start with the customer, not the tech: Don't rush to implement AI for efficiency's sake. Start with a genuine customer problem and work backwards to see if the technology offers a real solution that adds value. 
  3. Use AI to augment, not replace: Treat AI as a powerful tool that can handle the heavy lifting, giving your human experts more time to focus on what they do best: deep analysis, strategic thinking, and genuine human connection. 
  4. Never outsource empathy: Ensure your teams and your senior stakeholders stay connected to real customers. There is no substitute for observing a user interacting with your product or service first-hand. 

The message from the session was clear. In the race to innovate, the most powerful advantage we have is not the sophistication of our technology, but the depth of our human understanding. By designing for memory and connection, we can build brands that not only function flawlessly but are also remembered, recommended, and loved.