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Introducing LIFT: Your AI Experimentation Era Is Over

Whitney Duprey — Wed, 10 Jun 2026 14:04:20 GMT

Most businesses using AI right now are doing some version of the same thing: trying a tool, saving a little time, moving on. Maybe drafting faster. Maybe summarizing things quicker. The AI is technically working, but the business isn't meaningfully different.

The gap between AI activity and real business outcomes is embarrassingly wide, and it's the problem nobody wants to name out loud. Because naming it means admitting that the thing everyone bought into isn't delivering what it promised.

Not Every Business Problem Is an AI Problem

Corey Wainwright — Mon, 01 Jun 2026 12:17:05 GMT

I was talking to a Director of Marketing at a small agency last week about his AI usage. This is how he described it:

Your AI ROI Looks Great on Paper and Nowhere Else

Whitney Duprey — Tue, 26 May 2026 18:28:58 GMT

Somewhere in your organization, someone has a slide that shows how much time AI is saving. Hours per week recovered. Content pieces produced. Tasks automated. The numbers look good, really good. And yet the business doesn't feel meaningfully different than it did a year ago. Revenue is roughly the same. Customers aren't noticeably happier. The work that actually matters is taking about as long as it always did.

AI Is Incredible for Starting. Not So Much for Finishing.

Whitney Duprey — Tue, 19 May 2026 17:39:36 GMT

There's a specific feeling that comes with AI-assisted work. You start fast, build real momentum, produce something that's mostly there in a fraction of the usual time. And then you hit a wall.

AI Didn’t Create Your Workflow Problems. It Revealed Them.

Whitney Duprey — Mon, 11 May 2026 09:59:59 GMT

Picture two people. Same tools, same access, roughly the same amount of time spent trying to get value out of AI. One of them gets genuinely useful output in minutes and moves on with their day. The other spends an hour wrestling with results that aren't quite right, editing things back into something usable, and finishing the whole exercise vaguely annoyed.

The tools are identical. The prompts are similar enough. So what's actually different?

Almost always, it's what was happening before they opened the chat window.

AI Is a Drag.

beth@mail.agent.ai (Beth Dunn) — Fri, 08 May 2026 09:59:59 GMT

If you listened to the AI headlines, you’d assume we’re all living in a glorious future of effortless productivity by now.

AI Is Making You Second-Guess Yourself. Here’s How to Stop.

Whitney Duprey — Mon, 04 May 2026 19:58:33 GMT

You had an instinct. A first draft that felt right, a creative decision you were confident in, a direction that was clearly yours. Then you ran it through AI, got something back that was polished and reasonable and structured and completely different from what you had. And now you're sitting there, not sure which one is better, wondering if maybe the AI version is just ... more correct somehow.

AI Made Everything Good. Now Good Is Useless.

Whitney Duprey — Wed, 29 Apr 2026 09:43:28 GMT

AI can write. It can design. It can produce a mostly competent first draft of almost anything in about twelve seconds. And that is wild (in a good way). The amount of time that used to disappear into blank page paralysis alone makes this whole AI thing worth it.

You Don’t Need Better Prompts. You Need Better Judgment.

Whitney Duprey — Fri, 17 Apr 2026 11:00:00 GMT

We’re seeing a whole industry pop up seemingly overnight around teaching people to prompt AI better. Courses, cheat sheets, LinkedIn carousels with titles like "10 prompts that will change your life." Some of it is genuinely useful. A lot of it is people selling shovels in a gold rush.

The "AI Will Replace You" Fear Is Distracting You From the Real Risk

Whitney Duprey — Tue, 14 Apr 2026 15:14:57 GMT

The discourse around AI and jobs has been running at full volume for a few years now. Every few months a new study drops, someone posts a hot take about which professions are doomed, and a fresh wave of existential dread washes over LinkedIn. It's very good content. It's also mostly pointed at the wrong thing.