I Asked AI to Roast Our Website — The Results Were Brutal (and Brilliant)

We continued to _under_ estimate the cognitive power of AI. "She" or AI had great improvement suggestions for our Conference website

Have You Asked the Robots Lately?

“Have you asked the robots?” is a familiar refrain at our company.

And yet, I still find myself underestimating its value. Too often, I treat GenAI as a simple tool for low-value tasks—like proofreading a blog post—rather than as an expert advisor capable of contributing meaningfully to high-value business decisions.

Case in point: I recently asked “Echo”—our internal nickname for GenAI tools—to review our conference website and suggest improvements. The results were impressive. Echo surfaced several thoughtful, actionable ideas that would have otherwise been overlooked.

Below is the exact prompt I used. Try it on your own company’s website—and let me know what you discover.

Ask AI to Create a Prompt to Evaluate Your Business Website

Instead of researching and learning about the best way to format a prompt, I’ve been simply asking AI to create a prompt.

Here is the prompt that AI created (and note how comprehensive it is):

Objective:
You are a seasoned evaluator in digital marketing and user experience, with a strong understanding of how executive-level decision-makers—such as CIOs, CTOs, Heads of Digital Transformation, AI leaders, and investors—make purchasing decisions for industry conferences.

Please review www.GAIworld.com and evaluate how effectively the website encourages this audience to take high-value actions: buying conference tickets or reserving a table for their AI team.

Evaluation Criteria:

1. Messaging & Value Proposition

   • Does the site clearly and quickly communicate the core benefits of attending the event?

   • Is the “why attend” section compelling to C-level executives?

   • Are there strong reasons for bringing a team or buying a group/table ticket?

2. Content Relevance & Authority

   • Does the speaker lineup, agenda, or past event content signal industry authority and credibility?

   • Is there social proof (testimonials, partners, case studies) that would build trust with decision-makers?

3. Clarity of Call to Action (CTA)

   • Are CTAs to “Buy Tickets” or “Reserve a Table” clear, visible, and persuasive?

   • Are pricing, tiers, and benefits of each ticket option clearly explained?

   • Is there urgency or scarcity (e.g., “limited tables available,” “early bird deadline”)?

4. User Experience (UX)

   • Is the site easy to navigate, especially for a time-constrained executive?

   • Can users easily find essential decision-making information (dates, location, agenda, pricing, speakers)?

   • Is the site mobile-friendly and fast-loading?

5. Executive Appeal

   • Is the overall tone, design, and language aligned with what would appeal to executives and investors?

   • Does it speak to strategic value (e.g., networking with other CxOs, spotting innovation, strategic AI alignment)?

Final Assessment:

Please provide:

• A summary of strengths of the website in achieving its conversion goals.

• A list of recommended improvements, especially changes that could lead to higher conversion among business executives and AI decision-makers.

• A score out of 10 for overall effectiveness at driving purchases by the intended audience.

»end of prompt

The Results

I copied the AI-developed prompt into a new chat, selected Deep Research, and clicked the “go” or arrow button. AI returned a very good 7 page analysis with 8 specific recommendations.

Here are highlights:

Here is the full 7 page report.

AI is smarter and quicker than many employees for complex cognitive areas. Think of AI as your ever-present, constant “Einstein brain” that will add a second opinion or insight to your toughest problems.

For your company’s website, try the prompt on your website. Let me know what you learn.

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Onward,
Paul

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