Who Wins the Enterprise Battle: Claude or OpenAI?

This Week

This week, we’re tackling the enterprise showdown between Claude and OpenAI. If you’ve been sticking with the free versions, now might be the time to level up.

Plus, Andy Crestodina reveals how he built an $8 million lead gen powerhouse with AI. We’ll also show you how to use AI as your secret weapon, Mobi’s game-changing travel search approach, and an SEO heist that’s got X buzzing.

Ready? Let’s jump in!

Who Wins the Enterprise Battle: Claude or OpenAI?

You may have been getting by with the free version of ChatGPT or Claude, but as your business grows, it might be time to upgrade to an enterprise license. 

These enterprise-level tools’ enhanced features — like better security and longer context windows — can make it easy for you to collaborate with your team in a safer environment.

If you need proof, an OpenAI survey of 4,700 users showed that productivity jumped by 92%, with 88% of users reporting time savings and 75% experiencing improved creativity when using the enterprise or team licenses for ChatGPT. 

So yes, it’s a good idea to upgrade. Now, you need to pick a plan, but wading through the feature comparisons can be time-consuming and painful. 

Lucky for you, I’ve done the legwork to help you decide which one—OpenAI Enterprise/Team or Claude Enterprise/Team—best suits your needs. 

Let’s take a quick look at the key differences.

You can get the full comparison and breakdown at Medium.

How to Use AI As Your Secret Weapon

Despite the AI buzz, most people aren’t using it to its full potential. 

Greg Shove, CEO of Section, argues that the magic of AI isn’t about automating tasks—it's about supercharging your thinking. When used correctly, AI acts as a "secret weapon" for decision-making, problem-solving, and feedback, becoming a true thought partner in high-pressure situations.

Shove points out that many professionals overlook AI’s potential to enhance cognitive work. They see it as a tool for automating low-level tasks, like call centers, but not as a teammate for knowledge work. As he puts it: “If AI can make a BCG consultant 40% stronger, why not the whole workforce? Why not a CEO? Why not you?”

For Shove, AI’s real value is in boosting your cognitive power. In both personal and professional use, AI has helped him prepare for board meetings and evaluate investment opportunities, improving his decision-making in real time.

To get the most out of AI as a thought partner, try these tactics:

  • Ask it for ideas, not just answers.

  • Provide detailed context for tailored responses.

  • Use decision frameworks from finance or leadership.

  • Assign AI a persona to push creative thinking.

  • Challenge its responses, digging deeper into insights.

  • Personalize it by uploading your data.

AI isn’t just a tool—it’s a powerful assistant that can elevate your work, especially in high-stakes situations.

You can catch Shove's full piece on No Mercy/No Malice.

Can A Travel Startup Beat Google at Search

Mobi just launched a new way to search for travel. They’re calling it Intent Driven Search or IDS. 

Unlike traditional keyword-based search engines, which rely on travelers knowing exactly what they’re looking for, Mobi’s IDS uses machine learning to understand the intent behind the search query. The idea is to deliver more personalized and relevant search results tailored to the traveler's wants, even if they haven’t expressed it clearly.

For example, if a traveler types in, “I want to go somewhere warm over Christmas and stay at a hotel with a pool for less than 75K points,” IDS will pinpoint locations that meet those requirements. You can even ask where you might see puffins or where you can go crystal hunting. 

Using this new search technology, travel suppliers and agencies can better understand their users' intent and offer targeted recommendations, increasing conversion rates. As another example, if IDS detects a user is looking for a romantic getaway, the travel agency or hotel chain can highlight boutique hotels and luxury experiences over standard listings. 

Mobi's IDS technology is still in its early stages, but CEO Anna Jaffe says they’re deploying pilots now. In one project, they’re working with Authenteco, a luxury travel agency, to help them personalize their travel itineraries.

“They were spending 120 hours crafting every trip in a really beautiful but labor-intensive way,” Jaffe says. “So our goal was to automate that process so they could bring the total work time down and still get something incredibly high quality.”

As travelers increasingly demand instant, curated experiences, we’ll see a shift in search across the entire travel industryIf Mobi can replace the frustrating experience of endless scrolling and irrelevant options with more accurate and personalized results, they’ll be the ones leading the way. 

How to Build an $8M Lead Machine Using ChatGPT

Struggling to drive leads? You’re not alone. 

Traditional lead generation methods like cold emailing and paid ads aren’t as effective as they used to be. But what if you could automate lead generation and let your website do the heavy lifting?

In an on-demand webinar, Andy Crestodina, co-founder of Orbit Media, shares how his agency grew to $8 million in revenue without spending a dollar on ads. Andy’s method focuses on building an inbound marketing machine that consistently generates leads, all while leveraging AI to boost performance.

Here's a glimpse of what Andy covers:

  • The psychology behind high-converting websites

  • How to set up an inbound system that automates lead generation

  • AI workflows designed to find and fill gaps in your strategy (not just increase efficiency)

Andy emphasizes using AI not to write content but to identify deficiencies in your website’s lead gen efforts. 

Watch the webinar at Moz

The SEO Heist Everyone’s Talking About

AI just pulled off the ultimate SEO heist—1,800 articles in hours, millions of views, and one stolen website. Is this the future of content or the beginning of the end for online trust?

Curt del Principe, content creator at Hubspot, shared the story of the controversial SEO heist. 

Here’s how it went down. 

Jake Ward, SEO agency owner, and self-described tech entrepreneur, scraped a competitor's sitemap and used AI to generate 1,800 derivative articles. The stunt drove 3.6 million in website traffic and started a social media frenzy

While the AI didn’t directly plagiarize the content, it created new material from topics scraped off the competitor's site— content the website owners spent decades creating. 

Despite Ward's brief success, his site’s traffic plummeted by 42%, likely due to the low trust and poor conversions.

"Google and other algorithms will keep evolving their systems to punish bad actors, and bad actors will keep coming up with new ways to temporarily outmaneuver those systems,” says Aja Frost, Director of Global Growth at HubSpot. “So no, I don’t think AI is the downfall of the web.”

In the end, Principe says, it serves as a reminder that while AI can create content quickly, humans value authenticity, expertise, and trust.

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