What To Try With AI

My best AI prompts, tactics, and frameworks from this year

One topic dominated every other in 2025: Artificial Intelligence.

But despite all the chatter out there, we’re still in this weird in-between phase with AI. Lots of people out there are playing with AI, but not enough are putting it to work.

This year, I spent a bunch of time trying to figure out the most practical ways to use AI to get stuff done.

And while I’m still figuring out all the ways I can put AI to work, I’m discovering a bunch of really useful prompts, tactics, and workflows that are making my life (and the lives of my companies) a lot easier.

So many, in fact, that I decided to create a dedicated page on Hello Operator that I’m calling “AI 101.”

There’s plenty already written on what we can expect from AI in the future, how much the biggest AI companies are investing behind their infrastructure, and the AI features the world’s most valuable tech companies are building next. This isn’t that. This is about the basic, everyday, non-obvious stuff you should be trying with AI. It’s about how you can start prompting more creatively. It’s about the work you should be teaching your team to outsource to AI. And, most importantly, it’s about what I think is worth experimenting with when it comes to this amazingly cool but occasionally mysterious and intimidating technology.

Here’s what I want for you: I want you to become someone who not only keeps up with what’s going on with AI, but also someone who develops their own POV on how AI can help you and your team get your work done.

I’ll be writing a lot more on this topic in the future, so if you have questions you’d like me to answer or ideas you’d like me to explore, send me a message. I’d love to hear from you.

For now, here’s my best and most-read stuff on the topic of AI from the past year.

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Basic Prompting and Setup:

• How To Make ChatGPT Sound Like You - How to tune your settings so your AI sounds a little less like AI (and takes way less time to give you what you want).

• Boss Your Robot Around - The #1 obstacle keeping you and your team from getting more out of AI? You’re not prompting it creatively enough. Here’s how to fix that.

• How To Put AI To Work - Applying Jobs-To-Be-Done theory to basic AI prompting strategy (and the workshop I use to teach my teams to get going with AI).

Advanced Prompting and Workflows:

• An AI Roasted My Writing - Here’s what it told me and what I changed.

• Building Trust In The Age of AI Slop - How to stand out with AI when everyone sounds like a bot.

• How To Analyze Your Call Recordings With AI - My #1 use case for AI with sales and marketing teams? Mining your call recordings for customer gold.

• How To Figure Out What Customers Care About - AI can help you stop talking about features and start connecting more deeply with your customers. Here’s the prompts to help you make it happen.

• Fake It While You Make It - How to use simple AI simulations to build a better go-to-market motion.

POV on the Evolution of AI:

• AI’s Impact on Sales and Marketing - I wrote this in 2023 before the AI boom. Always fun to check up on your predictions a few years later. (Mine weren’t bad).

• AI, SEO, and How To Simplify Your Content Strategy - AI isn’t rewriting the fundamentals of digital marketing. It’s just making the basics matter more.

• Your Next Executive Coach Might Be An AI - AI won’t replace your executive coach. (But it sure can do a lot of the stuff a good executive coach does.)

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…And if you’d like to see real live walkthroughs on how I use AI (and what I’m teaching my companies), I hope you’ll think about subscribing here and on YouTube.