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  • You wouldn't propose on the first date. So why are you demoing like you would?

    Simon Harvey March 26, 2026 7 mins

    I spent yesterday afternoon watching recordings of a client's demos. It was clear that they knew their stuff, the demo's were well presented and very polished. But for some reason they were falling flat - prospects didn't see the value and they kept asking for ever more demos.

    As we went through the third demo, Johan looked up at me and smiled. "I see the problem", he said. "Every time we present this, we're going through every single thing we do."

    He wasn't wrong. Within minutes of every call, the pre-sales reps were screensharing into a live environment, walking through filter logic, data connectors and export configurations, before the prospect had said much more than hello.

    It looked thorough, and it felt like it should be valuable. But the buyer hadn't yet decided they were interested.

    That mismatch is where so many demos quietly fail.

    The question no one is asking

    When a buyer shows up to an early conversation, they're not yet asking "how does this work?" There's an underlying question: do you actually understand my problem?

    Most demos never answer it. They skip straight to the product - the features, the integrations, and the fancy AI capabilities - before the buyer has had a chance to orient themselves. The result isn't excitement. It's a kind of low-grade confusion that the buyer can't quite put their finger on. They nod along. They say they'll be in touch. And then they go quiet.

    The demo didn't fail because the product was bad. It failed because the timing was wrong.

    It's a lot like dating

    You wouldn't propose on the first date - that would feel completely out of step. Yet that’s essentially what happens when a company opens with a 45-minute technical walkthrough before the buyer has even decided they’re interested in taking things further.

    Dating moves in stages. So does a good demo strategy.

    Stage 1 — The first impression ("Swipe right")

    Early on, a buyer isn't evaluating your feature set. They're asking whether you seem like someone worth spending more time with. That's the moment for a short Vision Demo — something that shows you understand their world, speaks to their problem, and earns the right to a longer conversation. Not a product walkthrough. Not a live environment. Something that simply says: we get this.

    Stage 2 — Early exploration ("Should I learn more?")

    Once you've got their attention, they'll want to explore on their own terms. Recorded demo videos that show the capabilities of your product work well here — content they can return to, share internally, and use to start building a case. Instead of pushing, you’re enabling buyers to take the next step themselves.

    Stage 3 — Getting serious ("Let me try it")

    Then comes the point when buyers want a hands-on experience of your product. While free trials can be costly and resource-intensive to support - interactive demos offer a safe and inexpensive solution. Interactive demos are self-directed environments that let buyers explore at their own pace and focus on the workflows that matter most to them.

    By this point, they're ‘choosing’ to engage. That changes everything about how the experience lands.

    Stage 4 — Commitment ("Deep dive and close")

    Only after the earlier discovery stages does a deep-dive live demo make sense. This is the time to go deeper into the technical details, engage in a proof of concept, and get more involved in the back-and-forth between the buyer and your sales team.

    By the time a buyer gets here, they’re no longer a cold prospect you need to convince. They’ve already formed a strong opinion - you’re simply helping them validate it and move forward.

    Most companies handle this final conversation well. However, what’s often missing are the demos at stages 1 to 3 that earn the opportunity to have it.

    What to do with this on Monday morning

    Pick three or four of your go-to demos and review them - watch them through or skim the recordings. For each one, ask yourself a single question: what decision was the buyer trying to make at that moment, and did the demo actually help them make it?

    If you find that most of your content is built for buyers who are nearly ready to buy, you've found the gap. The fix isn't to scrap what you have. It's to build backwards - start by creating assets that work for the earlier stages of the buyer’s journey, the moment before they've committed to anything. Something that speaks to the problem, not the product.

    It doesn't need to be polished. It needs to be honest. A buyer who feels understood at that first stage is far more likely to ask for the next one.

    If this is a pattern you recognise, it's exactly the kind of thing we work through with clients at Demodia. We'd start by looking at what you have, mapping it against where your buyers actually are, and figuring out what's missing. If that sounds like a useful conversation, book a call and we'll take a look together.

     

    We’ll discuss how companies can design a demo journey that moves buyers from curiosity to conversation in our webinar on March 31 (4:00 PM CET) with Neil Wilson and Simon Harvey:

    • Book your seat now
    Topics: Revenue Operations, Storytelling, Featured, Messaging, Product demo
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    Simon Harvey

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