Ep 619 · 13 min · Fri 24 Apr 2026

How to Fix Invisible Conversion Problems

The customers costing you the most in lost revenue never make it to checkout. This Playbook breaks down three invisible conversion barriers and how to fix them before anyone ever adds to cart.

Play episode 619
0:00 13 min

In this episode

Most ecommerce conversion work targets the same moment: the customer who is already close to buying. But the most expensive conversion problems happen before anyone adds anything to cart. That customer doesn’t show up in your abandoned cart report. They just don’t show up.

In this episode, based on a conversation with Chloe de Winter, co-founder of Nala, we cover three things ecommerce operators can take into their business:

  • Your real conversion barrier is probably invisible to you
  • The best experience investments solve a functional and emotional problem at the same time
  • The data you collect through the experience is worth more than any third-party signal you’re buying

EPISODE CHAPTERS

0:34The In-Store Intent Black Hole
3:40Why Wishlist Exists And Works
7:45Incu’s Culture Of Curiosity
11:50Scaling Great Service Across Stores
14:55Making Integrations Simple For Retailers
19:12Clienteling In Practice On The Floor
25:10Attribution That Changes Staff Behavior
31:05Measuring Engagement Not Just Sales
35:25ROI Benchmarks And Rollout Strategy
38:50What’s Next With AI Automation
44:13Key Takeaways And Where To Learn More

What Is an Invisible Conversion Barrier?

An invisible conversion barrier is friction that stops a customer from buying before they ever reach your cart or checkout. It doesn’t show up in your standard analytics.

humii, a mystery shopping platform for ecommerce, exists specifically to find these moments. Two examples: a US brand running paid acquisition in Australia had no idea half their shoppers were abandoning at a pop-up telling them the brand didn’t ship here. A second retailer’s site search returned zero results whenever a customer typed the apostrophe in “Levi’s.” Neither issue appeared in a dashboard. Both were silently destroying conversion.

Your analytics tell you where customers leave. They almost never tell you why.

How Nala Fixed the Biggest Barrier to Buying Underwear Online

Nala sells bras and underwear, one of the most technically complex categories in ecommerce, with dozens of sizes per style and a customer who has historically needed to try things on before buying.

The conventional response is a size chart. Nala’s response was an online fit guide featuring 100 photographed bodies across every size, shape, and life stage. A customer finds a body like theirs, clicks on it, and sees that body in two Nala products. It answers the question stopping them from buying (what will actually fit me?) before they ever reach a product page.

“We knew [selling bras online] would be our biggest barrier. We wanted to try and come up with a creative way for people to understand what their size was to then convert them into sales.”

Chloe de Winter, co-founder, Nala

When Nala expanded the guide from 33 to 100 bodies to improve representation, the response was immediate. One customer who had a double mastectomy said she had never before seen a body like hers represented by a fashion brand.

Your Real Conversion Barrier Is Probably Invisible to You

Take the product in your range with the lowest conversion rate relative to traffic. Ask honestly: what does a first-time customer need to know before they can buy this with confidence?

Not at checkout. Before that. That unanswered question is your conversion barrier. And it almost certainly isn’t showing up in your data.

The Best Experience Investments Do Two Jobs at Once

Nala’s fit guide solves a practical problem (customers don’t know their size) and an emotional one (you belong here, whatever your body looks like) with the same investment.

Most brands treat functional and emotional as a trade-off. Nala’s approach is to make them the same thing.

JAM the Label built a clothing brand for people with disabilities. That’s around 15% of the global population and a customer excluded from almost every fashion retailer. Founder Molly Rogers’ argument: when you design for a customer your industry has never served, the community that forms advocates and returns not because they were incentivised to, but because the experience earned it.

Designing for the excluded customer is not a niche strategy. It is frequently the best available customer acquisition strategy.

The Data From the Experience You Build Is Worth More Than Any Third-Party Signal You’re Buying

Once a customer uses Nala’s fit guide, the brand knows their size, their life stage, and what they’re likely to need next. Someone browsing maternity bras enters a Klaviyo flow that tracks their journey and transitions them when the stage changes. The experience is the data collection.

Jane Cay at Birdsnest built the same logic into a style profile. Customers share their colours, body shape, and preferences and it becomes a first-party data foundation.

“We had all this great data and now we finally have the tools to do something with it.”

Jane Cay, founder, Birdsnest

First-party data collected through an experience customers actively chose is more durable and more accurate than anything inferred from browsing behaviour. The longer you run it, the harder it is to replicate.


The Takeaway

The starting point is simpler than a 100-body photoshoot. Pick your lowest-converting product. Ask what a real customer needs to know before they can buy it with confidence. Build the experience that answers that question.

The customer who never made it to your checkout didn’t abandon anything. They just never showed up.

Frequently Asked Questions

What is an invisible conversion barrier in ecommerce? An invisible conversion barrier is friction that prevents a customer from buying before they ever reach the cart or checkout. It’s typically a question they can’t answer, like sizing or fit. It doesn’t appear in abandoned cart reports because the customer never gets that far.

What is an ecommerce fit guide? An ecommerce fit guide is an on-site tool that helps customers identify the right size or product for their body or preferences before purchasing. Nala’s fit guide features 100 photographed bodies across different sizes, shapes, and life stages, allowing customers to find a body like theirs and see products on it.

What is first-party data in ecommerce? First-party data is information a brand collects directly from its own customers through owned channels like quiz responses, style profiles, or fit guide interactions, rather than purchasing data from third-party sources. It is more accurate, more durable, and not subject to third-party cookie deprecation.

How do you find invisible conversion barriers on your ecommerce site? Start by identifying the products with the lowest conversion rate relative to traffic. Then ask what a first-time customer would need to know before buying with confidence. Not at checkout, but before that. Tools like mystery shopping platforms (such as humii) can simulate real customer behaviour to surface friction that standard analytics miss.

Read the full transcript Auto-generated

Nathan Bush: When your brand is riding a wave that just keeps growing, you need more than just the right platform. You need the right partner. Gander Clothing was scaling rapidly, but their E commerce tech just couldn't keep up. That's when they partnered with Convert Digital. Since launching a headless Shopify plus site in 2021, they've seen incredible results. A 300% increase in daily orders, 16% revenue growth and a 12% conversion boost. With faster load, seamless checkout experience and powerful omnichannel integration, Gander has transformed into one of Australia's biggest retail success stories. And it's all powered by Convert Digital's commerce expertise. It's commerce that stacks up. Read the full case study@convertdigital.com Most of what I see e commerce teams spending their energy on targets the same part of the funnel. It's usually the checkout, the abandoned cart sequence, the free shipping trigger. All of it is aimed at the customer who is already close to buying, trying to extract a little bit more conversion out of what is already there. And that is really important and it will always be important. But there's a category of conversion problems that barely anyone is looking for because they don't show up where we look. This is the customer that bounced before adding to cart. Not because the checkout was confusing, but because they couldn't work out their size, because they couldn't find a body like theirs on the website, because the product they needed was technically available but practically impossible to buy and to buy with any confidence. That customer doesn't appear in your abandoned cart report, they just don't show up. And the brands that are building around the invisible friction are capturing customers that their competitors don't even know they are missing. Chloe De Winter is the co founder of Nala, an Australian underwear brand operating in one of the most technically complex categories in E commerce. Dozens of sizes per style, a product that most people have historically needed to try on before buying, and a customer that's been underserved by almost every other brand in the market. Rather than treating that complexity as something to manage, NALA built their fit guide around it. 100 Photograph Bodies across every size, shape and lifestyle designed to answer the single question stopping their customers from buying. Let's get into it.

Nathan Bush: Tell our audience. I'd love for you to recap how you came up with that because I know fitment and size charts are the bane of most retailers existence. You have taken it a thousand steps further.

Chloe De Winter: Yeah, so before we launched we knew the biggest challenge for us was to doing an Ecom brand where we sell bras and underwear online. Because so many people would never buy a bra online. They have no idea what size they are firstly and. Or their boobs have changed size, they've changed, they've gained weight, they've lost weight, they don't know what size they are anymore. They've had a baby, they got sick. Whatever it is, no one really knows. We knew that would be our biggest barrier and we wanted to try and come up with a creative way for people to understand what their size was to. To then convert them into sales, really. So we came up with this idea of our fit guide, our online fit guide. And if you go onto our website and go to fit guide, you'll be presented now with images of 100 bare naked chests and breasts. So just a lot of boobs, all different sizes, shapes, types, experiences. And what you can do is you can find a body that looks like your own. You can click on that body and then you see that person in too. Nala products that will suit that person's body. So we just wanted this to be. And to. Just to break down another barrier to entry to buying online. And it's been really, it was really cool. I mean, we redid it last year as well, middle of the year, because at first we only had about 30 bodies, but we shot that before we even launched. So finding 30 people to essentially pose, dude. For a brand that doesn't exist was quite a challenge. I really felt strongly that we didn't have enough representation of people. So we reshot it with a hundred people last year, which was a huge logistical challenge, but we got it.

Nathan Bush: How do you get a hundred people

Nathan Bush: to go, hey, we want to show you boobs online. Can you come and be part of our boob guide?

Chloe De Winter: I know, I know. I think it's harder before you're a brand. Like, kudos to the 30 initial volunteers who put their hand up. But then I think people, our customer really connects with the brand now. They love the brand, they love what we're about. So when we put the call out out there, we just put it out to our customers and said, hey, who wants to be part of this? And we just, yeah, we just recruited people based on our existing network and customer base, which was really cool.

Nathan Bush: It's incredible. It's because you do have such a big representation of different body types, different people. You've got old, you've got young, you've got black, white people who've had mastectomies.

Chloe De Winter: Yeah.

Nathan Bush: LGBTQI community. Like, you've you know, a really great range there.

Nathan Bush: Have you had any feedback from people who might have felt not represented previously?

Chloe De Winter: Yeah, we did. We did initially when we did the fit guide and we only had about 30, I think it was 33 in the end bodies on there. We got that feedback a lot. We had people, we had customers reach out to be like, hey, I love the idea here, but I don't see my body. So when we redid it, we were really strategic about making sure we had representation of all different, not just body sizes, body shapes, but also things like. Exactly what you said. So women who have had mastectomies, who had had reconstructions, but also women who had had mastectomies but hadn't had reconstructions, breastfeeding, mom's pregnancy, all different types of bodies. And since that, we've had amazing feedback. I've got to say, it's been very heartwarming, even just recently. A few weeks ago, I saw someone who has had a double mastectomy because she has the BRCA gene, and she said that she had never before seen boobs like hers online represented and how much she appreciated and fel by seeing a body like hers online, which is really cool.

Nathan Bush: That's very cool.

Nathan Bush: And from a commercial perspective, that's all nice and would obviously make you feel very good.

Nathan Bush: And it's brilliant that people are represented.

Nathan Bush: Do you notice that since the evolution of your fitment guide, has it impacted conversion rate?

Chloe De Winter: That is something I should definitely look into. Look, I think it would help us in terms of the data that we collect about our customers. So if I know that you're on there and you're a certain size, I know that certain products are going to be better for you. So it means that we can collect. I mean, we collect the data when someone clicks on certain sizes and what they buy. It means that we can then build out funnels that recommend different products to them. We know if they're looking solely at breastfeeding, maternity bras on the fit guide, we know that we can recommend those products to them. It also means, like, we can potentially make a prediction that in a certain amount of time, maybe they're not breastfeeding anymore. We could ask them that question and then recommend new products to. To them as well. So it just helps us get more data on our customers, really, and personalize our approach then to our sales down the track.

Nathan Bush: How do you personalize that online experience? Are you using a tool to collect

Nathan Bush: and personalize that data online or are you doing that natively?

Chloe De Winter: I'm not the website, the data collection expert. But I'm pretty sure we just do it through Klaviyo.

Nathan Bush: Yeah. Great. So that's that journey that's set up then to help take people on that journey via email, correct?

Chloe De Winter: Yeah, it's all done through email. Exactly. Email. Exactly. Yeah. It just puts them into a new funnel and they just go through a new funnel.

Nathan Bush: What Chloe built here isn't just a sizing chart. It's what happens when you treat your biggest barrier to purchase as the most important design problem in the business. Here are three things worth taking back into your business from what Chloe was talking about. Number one, your real conversion barrier is probably invisible to you. Most conversion work targets the same part of the funnel, the cart, the checkout, the moment a customer is already really close to buying. But the most expensive conversion problems, they happen before any of that. This is the customer who hesitated, oversizing and just left. The one who looked for a body like theirs and didn't find one. None of that appears in your abandoned cart report. It shows up as a slightly lower conversion rate where your team probably spends months trying to explain or guess at. The team at Humi built their business around exactly this. Andy Evans joined me and told me how they created a mystery shopping platform because standard analytics miss the moments that actually matter. Two examples worth mentioning here. Again, Number one, a US brand was running paid acquisition in Australia, but they had no idea that half their shoppers were building full cards and abandoning at a popup telling them that the brand didn't ship here. The other was a retailer whose site search returned zero results when customers typed in the apostrophe in the word Levi's. Easy to miss, right? Neither problem was visible in any analytics dashboard, but both were found only through a simulation of actual customer behavior. Your analytics tell you where customers leave. They almost certainly never tell you why they leave. Number two, the best experience investments do two jobs at once. The fit guide that Chloe talked about solves two things simultaneously. It's a practical problem that customers don't know their bra size, so they just don't buy. But it's also an emotional one. You belong here. Whatever your body looks like. Those aren't separate outcomes and they're part of the same investment here. Most brands treat functional and emotional serving of the customer as a trade off. You fix the checkout or you fix the brand. Chloe's approach refuses that. The thing that removes the sizing barrier is also the thing that makes the customer feel seen. And the customer who feels seen doesn't just convert Once. The clearest commercial case for this is Jam, the label. Emma Clegg and Molly Rogers built a clothing brand specifically for people with disabilities. It's a customer representing around 15% of the global population and is excluded from almost every fashion brand in the market. Their argument was really direct. When you design for a customer who has never been served by your industry, the community that forms from that is unlike anything you can do with a campaign. They advocate, they return, they protect the brand because they feel incentivized to because the experience earned it because you cared for them. Number three, the data from the experience you built is worth more than any third party signal that you might be buying. There is definitely a commercial layer to the Fit guide that Chloe mentions, and she mentions it almost in passing. Once a customer clicks on a body that looks like theirs, Nala knows a lot about them. Their size, their life stage, what they're likely to need next. Someone browsing maternity bras goes into a klaviyo flow that tracks their journey and transitions them when their stage changes. The experience is the day. Data collection not a step that comes after it. The same instincts sit behind the style profile that Jane K built with the wonderful team over at Bird's Nest. Customers are asked about their favorite colors, body shape and what they would and wouldn't wear. It's built deliberately as a first party data foundation. Jane admits that we had all this great data and now we finally have the tools to do something with it. Data collected through an experience your customer actively chooses to engage with is more durable than anything an algorithm can infer from browsing behavior. The brands building this through experiences that people actually want are creating something that gets harder to replicate the longer they run. It becomes a bit of a moat. Chloe didn't build the fit guide to win a design award. She built it because buying a bra online in a size most brands don't even stock was nearly impossible. For most of her customers. The experience came from solving a real problem. The emotional connection and the data collection followed from that. The starting points for most brands is simpler than a hundred body photo shoot. Don't start there. Pick the product with the lowest conversion relative to traffic and ask honestly, what is stopping someone from buying this? Not at the checkout before that. What do they not know? What can they not picture? Fix that first you might have to speak to some customers. The customer who never made it to checkout didn't abandon anything. They just never showed up. And that that is a huge problem worth solving. If you want to dig into where your own invisible barriers might be, or how other operators are building experiences that do this work. That conversation is happening in the Add to Cart community every day. You can join for free over@addtocart.com that is the playbook for this week. I'll see you next Friday.

Tagged

  • Customer Experience and Retention
  • Brand and Storytelling
  • Technology and Platforms
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