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Build an AI skills test for job applicants

A 20-minute test every office candidate gets by email, and a scoring guide only you use.

Jef Wilderan hour, including a 20-minute trial run task10-minute readPublished Oct 20, 2026Updated Oct 20, 2026
Job ticket · FA-05Hiring
Job
Build a short, hands-on AI test for office hires
Time
About an hour to build, including a 20-minute trial run
Plan needed
Claude Free
Difficulty
Medium
You'll have
A Word file you email to every candidate, and a 1-to-4 scoring guide for each task
READWhy this matters · 10 min readHire for AI skill in the officeAnyone you hire for the office should be a B or better with AI, someone you can coach into an A. That's when you have a real employee. A resume can't show you where someone stands, but 20 minutes of real work can. Read: Hire for AI skill in the office.

What you need

  • The job, and three tasks this person would perform in a normal week
  • A Claude account (Free works, because Claude Docs is on every plan and candidates open the exported Word file without a Claude account)
  • The setting "Cloud code execution and file creation" turned on. You'll find it in Settings, then Capabilities.
  • An email address where candidates send their answers
  • A current employee or a friend to take the test once

The test goes out as a Word file instead of a link because of how sharing works on the free plan. Older guides tell you to publish the test in Claude and send the link. The Publish button only appears on artifacts made in a chat before September 16, 2026. On Free, you can't share anything newer by link, and anyone who opens a shared one needs a Claude account.

A free artifact also can't save what someone types into it, since that takes a paid plan. A Word file avoids both problems. Candidates type their answers in the file and email it back to you.

The prompt

Prompt to paste into Claude

I'm hiring a [job title] for my [type of business]. Build a 20-minute AI skills test as a doc I can export to Word and email to candidates.

Use three tasks this person would handle on the job: [task 1], [task 2], [task 3]. Make up realistic sample material with no real names or numbers from my business.

In each task's sample material, plant one mistake or conflict that an AI tool might miss or repeat, like two different dates for the same event. Don't point it out in the test.

Tell the candidate they're expected to use AI and that they should show how they checked its work.

Under each task, leave a space for their answer and a space for two or three lines on how they checked the AI's work. At the top, tell them to save the file and email it back to [your email] by [deadline].

Separately, write me a scoring guide that shows what a 1, 2, 3 and 4 look like for each task. Score the work, not the person. I'll do the scoring myself. Keep the scoring guide out of the test doc, and list the planted mistakes in the guide so I know what to look for.

Replace the highlighted parts with your own details.

Replace the words in [brackets] with your own. Good tasks include summarizing a long vendor email thread, turning a messy list into a schedule and drafting a reply to an upset customer.

The planted mistake is the core of the test. Anyone can paste a task into an AI tool and paste back the output. What you're testing is whether they read the answer before they hand it to you.

Steps

Check the result

  • The test fits in 20 minutes for someone who knows the work.
  • All the sample material is made up.
  • The scoring guide grades the work and how they checked it, never personality or how someone comes across.
  • Every candidate got the same test, the same instructions and the same deadline.
  • The scoring guide isn't in the file candidates get, and the trial run's answers arrived in your email.
  • You scored every test and decided who moves on. Claude didn't score or rank anyone.

What a finished test looks like

Here's a sample for a made-up job: office manager at an insurance agency with three offices. Every detail is invented. Use it to see the structure, then build yours from the real job.

Sample test, top of the page: "Office manager AI skills test. This takes about 20 minutes. Use any AI tool you like; that's expected. Under each task, put your final answer, then two or three lines on how you checked the AI's work. Save this file and email it back by Friday at 5 p.m. A person scores every test. If you need more time or another format, just ask."

Sample task 1: summarize a vendor thread. The material is three short emails. In the first, the office supply vendor says copy paper goes from $38 to $42 a case on Nov. 3. A week later, a second email says the new price "starts Nov. 10" and moves Thursday deliveries to 7 a.m. The agency buys six cases a week.

The task is a five-line summary for the owner covering what changed, what it costs and what needs a decision. The catch is the two start dates. A good answer flags them and calculates the cost correctly: $4 more a case times six cases is $24 a week.

Sample task 2: build a visit calendar. The material is a messy list of eight vendor visits and deliveries for the three offices. The task is to turn it into one weekly calendar and flag any two visits that land at the same office in the same hour. The catch is that the copier technician and the new 7 a.m. paper delivery both arrive downtown on Thursday morning.

Sample task 3: answer an upset client. A client writes that a portal outage on the due date left them with a $25 late fee. The policy note says the payment portal was down from 6 to 8 p.m. Those fees come off the next bill, and the office gives no cash refunds. The catch is that AI drafts tend to promise refunds. A good answer stays inside the policy.

Sample scoring guide, one row (task 1):

ScoreWhat the work looks like
4The summary is accurate and brief. It flags that the vendor gave two start dates and arrives at $24 a week. The notes say they checked the dates and prices against the emails.
3The summary and cost are correct. It misses the date conflict, but the notes show they checked prices against the emails.
2It reads well but repeats a wrong date or price from the AI. The notes are thin, like "looked right to me."
1The AI output is pasted as is, with mistakes in it, or there's no note on how they checked.

Look at what that row grades: the work, and how they checked what the AI produced. Nothing in it scores personality, confidence or how someone comes across.

If it goes wrong

  • Claude answers in the chat and never makes a doc. Check that "Cloud code execution and file creation" is on in Settings, then Capabilities. Start your message with /docs, or click "Output" in the message box and choose "Docs."
  • You can't find a "Publish" button. That's expected for anything made since September 16, 2026. Use "Export" instead.
  • A candidate says the link asks them to log in. You sent a Claude share link instead of the file. Export the doc to Word and attach the file.
  • The scoring guide is inside the test. Ask Claude to move it to its own doc, then export again. Open the file before you send it, every time.
  • A candidate can't copy the sample material into their AI tool. A Word file has no copy button. Tell candidates to open the file on a computer, select the text and press Ctrl+C (Cmd+C on a Mac).
  • A candidate used ChatGPT, Gemini or Copilot instead of Claude. That's fine. The point is checking the work, not the brand of the tool.
  • The trial run took 35 minutes, not 20. Cut the material or drop to two tasks, then run it again.
  • A candidate doesn't have an AI account. Claude has a free plan. Say so in your instructions.
  • You hit the free plan's limit while building. It resets every five hours. Resume where you stopped in the same chat.
  • You want to change the test after it's gone out. Leave it alone for this round so everyone gets the same test, and fix it before the next one.

Common questions

How do I test a job candidate's AI skills?

Give every candidate the same short task from the real job. Tell them to use AI, and ask them to show how they checked what it produced. Then score the answers yourself with a guide you wrote before anyone took the test.

What should an AI test look like for a job that isn't in tech?

It should look like the job. For an office manager, that means emails, schedules and customer replies. For a bookkeeper, it's a messy expense list. Nobody should need to write code to pass an office test.

How do I know if a candidate's AI answer is wrong?

Plant the mistake yourself, such as two dates that don't match or a number that doesn't add up. Then you know what a careful answer catches, and you aren't grading on a hunch.

Can candidates use ChatGPT instead of Claude?

Yes, they can. The test grades the work and how they checked it, not which tool made it. Ask them to name the tool in their notes so you know what you're looking at.

Ask for a portfolio, too. Some candidates will already have work to show: scripts, Claude skills, small programs and pieces they made with generative tools. Ask them to bring it to the interview or send it shortly after. The work that impresses me most is batch files and automations, shortcodes, widgets and apps built from real design files, and scripts in Excel, Google Sheets or anywhere else in Google Workspace or Microsoft 365.

Hiring rules vary by state and city. This post isn't legal advice; for anything specific to your business, check with your state labor department or an employment attorney.

The test shows how someone works with AI. To see whether they fit the job itself, use The job-fit questionnaire. It follows the same rules: the same questions for everyone, a scoring guide, and you make the call.

Jef Wilder

Jef Wilder

Twenty-five years in hospitality and technology, across business development, project management, tech and sales. He helps founders and professionals over 40 put Claude to work, one task at a time.

If you'd rather talk it through, there are three easy ways.

What would help?

I'll reply by email. Your note goes to me only, and it's deleted after 12 months.

Founder AI is an independent series by Jef Wilder. It is not affiliated with, sponsored by, or endorsed by Anthropic. Claude is a trademark of Anthropic.

Published by Wilder Labs Studio