Start here this month

Not a course, not a checklist of every AI tool that exists. One time sink, one starter stack, thirty days, and an honest look at whether it earned its place. That's the whole plan.

Step 1 — pick one time sink

Just one. The point of thirty days is a real answer for one thing, not a shallow try at four.

Step 2 — your starter stack

Most of this is free. Here's the stack we'd hand a solo owner starting today:

  1. 1. A chat tool — ChatGPT or Claude

    Pick one and stop comparing; for everyday writing and thinking, the two are more alike than different. See ChatGPT, Claude, or Gemini: where should you start? if you want the full comparison first.

  2. 2. One specialist tool — matched to your time sink

    If you picked meeting or call notes, that's a transcription tool like Otter.ai — see Meeting notes without the typing. Picked something else? The specialist changes, but the shape doesn't: Useful AI tools that aren't chatbots tours the other categories so you can match one to what you chose in Step 1.

  3. 3. Optional — an automation tool that connects two apps

    Only once the first two are a genuine habit. Tools like Zapier pass information between apps automatically — a new form response becomes a to-do, a new invoice becomes a reminder. Skip this for now if the first two are still new; it's not needed for the thirty days.

Free tiers cover this stack for most solo owners. If you outgrow one, Free vs. paid AI: what $20 a month actually gets you covers exactly when the upgrade pays for itself. No prices invented here.

Step 3 — run the thirty days

  1. Week 1 — set up and take the first hour

    Pick your chat tool and work through the walkthrough below. Use it on your real time sink at least once. See Your first hour with AI.

  2. Weeks 2-3 — build the habit

    Fifteen minutes at a time, on the same task, every time it comes up. Reps beat study. See The 15-minute AI habit that compounds.

  3. Week 4 — tally it up

    Look back at the weeks below and fill in your own estimate. If you skipped a week, leave it blank — a blank week is information too.

Your hours-saved log

This is yours to fill in as you go — print it, copy it into a note, whatever's easiest. We never estimate this for you.

Week What you tried Hours saved (your estimate)
Week 1 Not recorded
Week 2 Not recorded
Week 3 Not recorded
Week 4 Not recorded

Day 30 — keep or drop

Look at what you filled in above, honestly. If it gave you real hours back and you'd miss it if it vanished tomorrow, keep it — and if you're bumping into the free tier's limits, that's the moment to read the pricing guide above. If you barely used it or it didn't change your week, drop it. No shame in that; it means you learned something in thirty days instead of guessing for a year. Either way, pick your next time sink from Step 1 and start again.