The Shift · · 12 min read

Where to Bet on AI Tools (And Where Not To)

Most AI tools you're being sold today will get squeezed out of existence in 18 months. Here's the filter I use with my own clients to separate real leverage from tourist traps.

Source material Nate B Jones
AI in Crayon · ep
The 18-month squeeze

The AI tool landscape looks a lot like the martech boom of 2015. Thousands of point solutions. Every week a new one. Every pitch sounds revolutionary.

Here’s the uncomfortable truth: most of them won’t be around in 18 months.

The squeeze

The foundation model labs are absorbing what used to be product categories. Writing tools, transcription, image generation, summarization — all of that is getting baked into ChatGPT, Claude, and Gemini by default. A standalone tool charging $49/month for “AI-powered meeting notes” is racing the clock.

The filter

Before you sign up for anything, ask three questions:

  1. What would it take for the foundation model to do this natively? If the answer is “not much,” you’re buying a tourist trap.
  2. Does this tool have proprietary data or workflow integration I can’t get elsewhere? That’s a moat.
  3. If this vendor disappears tomorrow, what’s my fallback? Short answer matters.

The Monday test

Pull up your SaaS subscriptions. For each AI tool, run the three questions. If the answer to #1 is “basically just wraps GPT” and #2 is “not really,” cancel it this week. You’ll save $200/month and lose nothing.

Keep going

AI in Crayon · ep
Three jobs. One bot. Real numbers.
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