šŖ How I Use AI to Work Smarter (and Still Get My Hands Dirty)
Smarter Tools Journal ā Entry #1
The Shift
In my day job, I work in IT and management. Iāve used tools like this for a while to help write year-end summaries, clean up technical reports, and turn rough notes into something people actually want to read.
One day it hit me: why am I not using this same thing in my shop?
I spend just as much time thinking through cuts, materials, and instructions as I do actually building. If this could save me time at work, maybe it could do the same for JW Designs.
Thatās when I started experimenting, not with code or data, but with real-world shop problems.
The Pattern That Changed Everything
Before I ever used this in the shop, I was using it at work helping me write year-end reviews for my team. If youāve ever done that, you know itās not just about typing words. Itās about pulling details from goals, self-summaries, and a yearās worth of notes, then finding the right tone to communicate something meaningful.
The more context I gave it, who the person was, what they accomplished, what I wanted to encourage or correct, the better the results became. And something interesting happened. The more detail I included, the less āAI-generatedā it sounded and the more it started to sound like me. That process taught me something important: this isnāt about replacing your experience, itās about sharpening it.
Later, when I brought that same mindset into the shop, it felt familiar. Instead of goals and feedback, it was plywood thickness and joint styles. Instead of tone and phrasing, it was cut lists and fit.
At first, it was just curiosity. Iād ask a quick question like āHow many shelves can I fit?ā or āWhatās the best way to space drawer faces?ā The first answer was never perfect, but every time I added a little more detail like the material, the joint type, the spacing, or the real thickness of plywood, the result got sharper.
Thatās when it clicked. This isnāt a magic button or a novelty. Itās a seriously capable tool thatās just misunderstood by most people.
Once I started thinking that way, it changed how I worked. It became a natural extension of the process, something that made the thinking part of shop work faster, clearer, and easier to repeat.
Meet Chippy

Youāre going to see a little character pop up from time to time named Chippy. Heās my virtual shop assistant ā think of him as the helpful intern who never forgets a measurement, always has a suggestion, and occasionally throws in a smart comment just to keep things fun.
Chippyās a simple way to bring personality to all this talk about technology. Heās the bridge between shop talk and smart tools, a fun sidekick who helps explain whatās going on whether itās in a post like this or a video demo. When you see him, just know heās there to make the ātechā part of this whole thing a little less intimidating and a lot more approachable.
Putting It to the Test
To show what I mean, I ran a simple test: a 15-inch wide, 18-inch deep, 6-inch high open-top drawer box.
Nothing fancy, just a chance to see how far a āvirtual shop assistantā could go if I gave it clear details.
Stage 1 ā The Quick Ask
āIām building a 15x18x6-inch open-top drawer box. Can you give me a cut list for both butt joints and half laps?ā
The answer came back with decimals, perfect plywood thickness, and no mention of the bottom panel. Technically right, but not real.
Stage 2 ā The Smarter Maker Prompt
āIām building a 15-inch wide, 18-inch deep, and 6-inch high open-top drawer box. Can you give me a cut list for both butt joints and half laps using ¾-inch plywood thatās slightly undersized (about 23ā32)?
Give the results in easy-to-read fractions (½, ā , ¾, etc.) rounded to the nearest sixteenth.ā
Now it started sounding like a real cut list, with actual fractions, realistic sizes, and usable numbers.
Stage 3 ā The Shop-Ready Prompt
āIām building a 15-inch wide, 18-inch deep, and 6-inch high open-top drawer box. Can you give me a cut list for both butt joints and half laps using ¾-inch plywood thatās slightly undersized (about 23ā32)?
The bottom will be ¼-inch plywood set in a dado ¼-inch up from the bottom edges on all four sides.
The back panel will have a short relief cut along its bottom edge so the bottom panel can slide into the front panelās dado during assembly, and then be tacked from underneath into the rear panel.
Please give all measurements in easy-to-read fractions, rounded to the nearest sixteenth, and explain any differences caused by the dado, joint style, or relief cut.
Organize everything in a table with columns for part name, quantity, dimensions, and notes, just like a woodworking plan.ā
This time the output looked like something Iād actually print and bring into the shop. It had a full cut list, reasoning, and even the dado accounted for. It wasnāt just math anymore. It understood the context.
The Takeaway
Most people think you just ask once and get an answer. But itās like talking to an apprentice ā the clearer you are, the better the work comes out.
Each layer of detail makes the tool more useful. Itās not replacing experience. Itās reflecting it back to you, faster.
And this is just the start, the tip of the iceberg.
The same assistant that helps with a simple drawer box can also draft product descriptions, help write ad copy, or walk you through new software step-by-step. It can calculate complex stile-and-rail cuts for cabinet doors or drawer faces, build shop instructions, or even polish customer emails.
And hereās the thing, this doesnāt take as long as it sounds. What youāre really doing is building prompts youāll use again and again. They become your own shop toolkit, saved, refined, and ready to reuse whenever you need them.
Thatās what makes it powerful. It quietly weaves into everything you do, in and out of the shop.
Whatās Next
This is just the start. Over the next few posts, Iāll be diving into more ways you can use this kind of assistant to make life easier in the shop and in your small business.
Weāll look at everything from organizing projects and writing product descriptions to planning materials, learning new software, and even polishing customer messages.
If youāve ever felt like you spend more time planning than doing, these posts are for you. The goal is simple: to show practical, real-world ways to make technology work for you, not the other way around.
š¬ Chippy Says
āWork smarter, not harder, and always double-check your rail lengths.ā