This website uses cookies

Read our Privacy policy and Terms of use for more information.

Everyone's asking AI the wrong first question.

The most common thing people ask AI about marketing right now isn't "how do I get more customers" or even "what should I post." It's some version of: what tools should I be using?

And I get it. There are a hundred tools, everyone's got a stack, and someone on LinkedIn is always posting about the six AI apps that changed their life. It feels like if you just figured out the right setup, things would finally click.

But the people actually getting traction with AI didn't start with tools. They started with one specific task that was eating their time or draining their energy, and they fixed that one thing first. Not a strategy. Not a stack. One task.

The contractor who hated following up

A painting contractor I know — good reputation, steady work, never really hurting for leads — told me his biggest problem wasn't getting the work. It was following up on quotes.

He'd go out, do the estimate, send the number, and wait. If they didn't call back, he didn't follow up. He never knew what to say that didn't sound desperate, so he said nothing. He told me flat out: "I know it's costing me jobs. I just hate that part."

That's the real first question to bring to AI. Not "help me with my marketing." Not "what tools should I use." Just: what's the thing I keep avoiding?

He now has a follow-up message he actually likes sending. Goes out two days after the quote. Took about twenty minutes to build with AI — a few rounds of back and forth until it sounded like him and not a form letter. He's sent it dozens of times since and hasn't touched it.

He didn't need a marketing strategy. He needed to stop avoiding one thing that was quietly costing him money every week.

Prompt of the Week

Before you think about tools or platforms or any kind of system, run this once. It looks at your actual week and tells you where AI can do the most good right now.

Copy, paste, and go:

I run a [type of business]. Here's what a typical week looks like for me: [describe 5–8 things you do regularly — admin, customer communication, estimates, scheduling, follow-up, whatever comes to mind].

Look at this list and tell me: which of these tasks is the best candidate to get AI help with first? Prioritize tasks that are repetitive, time-consuming, or ones I probably avoid. Give me one clear recommendation and explain why you picked it over the others.

You'll get a clear answer back — and it'll probably be something you already knew was a problem but hadn't named out loud yet. Start there, get that one thing working, and build from that point.

The bottom line

The businesses making real progress with AI aren't running the most sophisticated setups. They're the ones who picked one thing that was costing them time or money, fixed it, and built momentum from there.

Stack your tools after you've got momentum. Start with the groan.

If this resonated, forward it to someone who's been stuck in tool-shopping mode. They'll thank you later.

— Ryan

Reply

Avatar

or to participate

Keep Reading