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Is your website AI-ready? Avoid these 3 common pitfalls

Learn why traditional website structures fail in the age of AI-driven digital experiences and what’s at stake if you don’t adapt.
Assaph Mehr

Assaph Mehr 22 May 2025

A slide titled "KEY TAKEAWAYS" highlighting how AI has transformed user search behavior, the risks of outdated website structures, the three levels of AI implementation, and common pitfalls that can cause AI integrations on websites to fail.

The future of AI-driven experiences is already here. AI is already embedded into how people search for, digest, choose, and verify information. Tools like ChatGPT, Gemini, and Perplexity handle billions of queries annually, training users to expect fast, personalized, and adaptive digital experiences.

Yet many organisations continue approaching digital presence with a pre-AI mindset:

  • Websites and digital content still built around traditional SEO and static navigation
  • Teams focusing on page views rather than answerability and clarity for external AI tools
  • AI treated as an add-on, not as a fundamental shift in user behavior and engagement

These legacy approaches were built for a world where users find your content on your terms. But today, AI tools act as intermediaries, interpreting content, reshaping discovery, and surfacing answers directly. Without adaptation, your content risks being overlooked, misinterpreted, or stripped of context.

Organizations that delay implementing AI-driven experiences face a growing competitive disadvantage. Those who have already embarked on creating AI-enhanced digital experiences are leapfrogging those who haven’t.

The pressure to "do something with AI" is mounting. We're already seeing how this shift is driving the rise of AI-powered Search in the form of Conversational AI Search.

But what we’ve learnt is that staying competitive requires more than adding a new tool. It demands rethinking your entire web strategy through the lens of intelligent, AI-driven user experiences. And this is where many companies may fall short.

Let’s explore the key elements of AI implementation and the three most common pitfalls that derail AI implementation, and why recognizing them is the first step to building truly intelligent digital experiences. Then, go to our ultimate 6-step roadmap to implementing AI on your website for part 2 of this series.

Skip ahead:

Implementing AI depends on more than just technology

AI doesn't just change the tools you use; it transforms how people find, understand, and act on information.

Our DX Trends Report found that we're now in the "AI Intern Era," where AI evolves from simple automation to more sophisticated, human-like assistance. Think of AI as a fast-learning intern: incredibly useful, but requiring oversight, guidance, and structured feedback to deliver real value.

The three levels of AI implementation

‘AI-as-Intern’ takes three forms depending on the level of complexity:

1. Automation:

  • Use automation tools to handle repetitive, low-complexity, behind-the-scenes processes and improve efficiency
  • Examples in enterprise settings:
    • Auto-tagging and categorizing content
    • Extracting structured data from documents
    • Monitoring content for inconsistencies or outdated information

2. Adaptation:

  • Use Generative AI tools that interact with users to interpret questions and provide contextual responses or generate content from scratch
  • Enterprise applications:
    • Conversational AI search interfaces on product pages
    • Smart FAQ systems that understand intent in questions
    • Content recommendation engines that adapt to user behavior

3. Action:

  • Use systems as agents to take action: handle transactions or complete tasks with minimal/no human intervention
  • Enterprise implementations:
    • Appointment scheduling assistants
    • Service request handlers that route and prioritize inquiries

Conversational AI search, adaptive experiences, virtual agents - these are not side projects; they are the next evolution of digital experience.

Call to action to book a 30-minute chat with a Squiz strategy consultant for advice on implementing conversational search.

From “Website Architecture” to “Intelligent Experience Architecture”

Implementing AI as part of your web ecosystem requires rethinking how digital experiences are designed and delivered. To succeed, digital leaders must move beyond a "website architecture" mindset and embrace "intelligent experience architecture". Here's what this means:

A comparison table showing the shift from traditional "Website Architecture" to "Intelligent Experience Architecture," highlighting differences such as human browsing vs. AI-assisted discovery, linear paths vs. dynamic journeys, static updates vs. continuous refinement, and traffic-based success metrics vs. query resolution and task completion.

It's a significant shift, and one that can't be rushed. Before diving in, let's unpack the common pitfalls that can derail AI initiatives.

Where website AI implementations often fail: 3 common pitfalls

When organizations move too fast or without a clear strategy, they undermine AI adoption success. Watch out for these common pitfalls:

A dark blue banner with a green alert icon and the text “PITFALL 1: Thinking AI is ‘set and forget’,” warning against assuming AI runs effectively without ongoing oversight.

Pitfall 1: Thinking AI is "set and forget"

Many teams launch AI initiatives expecting them to "just work." In reality, AI discovery and engagement require continuous tuning, monitoring, and iteration to stay effective as user behavior and content evolve.

Real-world impact: Avoid implementing AI without a maintenance plan. Outdated or inaccurate content or responses damage user trust and decrease efficiency.

A dark blue banner with a yellow alert icon and the text “PITFALL 2: Treating AI as a siloed project,” highlighting the mistake of isolating AI from broader business strategy.

Pitfall 2: Treating AI as a siloed project

AI isn't an isolated IT initiative. It impacts every function, from marketing and content teams to UX, IT, and governance. Cross-functional collaboration is essential to ensure AI tools are accurate, aligned, and fully integrated into your broader digital experience.

Real-world impact: When AI projects are siloed within individual teams, they often fail to address real user needs or align with governance processes, resulting in disconnected experiences and potential security and brand risks.

A dark blue banner with a blue alert icon and the text “PITFALL 3: Focusing on tools but neglecting content,” cautioning that successful AI relies on high-quality content, not just technology.

Pitfall 3: Focusing on tools but neglecting content

AI introduces a context-aware world. No AI tool can compensate for poor content. If your content is unclear, outdated, or poorly structured, AI will misinterpret it or skip it entirely. Content clarity, consistency, and structure are the foundation of any successful AI-driven digital experience.

Real-world impact: Ensure that your content is written to answer specific questions. Avoid descriptive and marketing-focused copy. AI excels at surfacing direct answers but struggles with extracting key points from promotional or fragmented content.

These pitfalls are entirely avoidable. When treated as an evolving part of your digital strategy rather than a quick bolt-on solution, AI can deliver real value and competitive advantage.

From awareness to action: what to do next

Understanding the problem is only half the battle. The good news? There’s a clear, actionable path forward. In Part 2 of this series, we’ll walk you through a 6-step roadmap to help you implement AI on your website - responsibly, scalably, and with your users at the center.

Read now: The ultimate 6-step roadmap to implementing AI on your website

Call to action to book a 30-minute chat with a Squiz strategy consultant for advice on implementing conversational search.