Easy~25 min setup

New-Hire Onboarding Plan in a Day

A repeatable onboarding plan — pre-start checklist, Day 1, Week 1, and 30/60/90 goals — built from a Project that remembers how your company actually brings people on.

Stop rebuilding onboarding from memory every time someone starts.

The plan is the same shape for every hire — accounts, equipment, a first day, a first week, goals. What changes is the role. Store the shape once and you stop reinventing it the night before someone shows up.

Most onboarding lives in one person's head and gets reassembled under pressure. The hire who started in a quiet week gets a real first day; the one who started during a crunch gets a laptop and a shrug.

Onboarding isn't a document you write once. It's a shape you store and refit to each role.

The first version won't be complete. Run it for one hire, note what got missed, and add it to the file. By the third hire the plan is sharper than anything you'd write from scratch.

At a glance
ComplexityEasy
Tools neededClaude Pro or above, Claude Desktop → Cowork mode, on macOS or Windows, Claude Projects
Time to build~25 min first time · ~5 min per hire after that
Best forFounder or manager who owns onboarding without an HR department — B2B services and small companies

What this solves

Onboarding rebuilt from memory every hire — and the quality of someone's first week depending on how busy you were the week before.

The problem

Someone accepted an offer three weeks ago and starts Monday. You meant to get ahead of it. Now it’s Friday afternoon and you’re trying to remember: did IT order the laptop? Who’s their buddy? What did we do for the last person — and was that the good version or the rushed one? The plan exists, but it lives in your head and in a half-finished doc from two hires ago. Every new start becomes a small scramble, and the quality of someone’s first week depends on how busy you happened to be the week before.

The work isn’t hard. It’s just repetitive and easy to drop pieces of. That’s exactly the kind of thing worth storing once.

Ingredients

  • Claude SubscriptionsCowork and Projects aren't available on the free plan
  • Platforms & ModesCowork runs in the desktop app only — not on web or mobile. This recipe takes a role and a start date and builds a full onboarding plan across several files — multi-step work that runs in Cowork
  • Claude ProjectsHow you onboard doesn't change hire to hire — the accounts, the buddy system, the 30/60/90 rhythm stay the same. A Project stores that once so every plan comes out consistent instead of rebuilt from memory
Built on these guides

How it works

1
A Claude Project

Onboarding repeats every time you hire. A Project stores your standard sequence — the pre-start tasks, the Day 1 shape, the ramp, the 30/60/90 goals — so you’re refitting a known plan to a new role instead of starting from a blank page.

  1. Open Claude Desktop and click Cowork in the mode selector across the top (Chat · Cowork · Code).
  2. In the left panel, find Projects and click the + button.
  3. Choose Start from scratch. Name the project “Onboarding” or “New Hire Plans” and let Claude set up its folder.
  4. You’ll know it worked when the project appears in the left panel with its own folder and an instructions field.
~25 minutes the first time. ~5 minutes per hire after that
2
Set Up Your Workspace

Your project has a folder on your computer — that’s where the two working files live.

  1. Ask Claude, right in the project: “Create two files in this project’s folder: onboarding-standard.md and roles.md. Leave them empty — I’ll fill them in.” (Or create them yourself in any text editor and save them into the project folder.)
  2. Fill in both files using the descriptions below.
  3. Confirm Claude can see them: ask “List the files you can see in this project.” Both filenames should come back. If they don’t, see If It Doesn’t Work.

onboarding-standard.md

Your company’s standard onboarding sequence — the parts that are the same for everyone, written as plain checklists by phase. If you’ve never written it down, this is the file that finally gets it out of your head. You don’t need to start from blank: see the Knowledge File Seeding guide for how to have Claude interview you and draft it.

Example: “Pre-start (do before Day 1): order laptop, create email + Slack + tool accounts, assign a buddy, send a welcome note with first-day logistics. Day 1: 9:30 welcome, account setup, team intro, lunch with buddy, one small real task by end of day. Week 1: shadow two customer calls, read the handbook, 1:1 with manager on Friday. 30/60/90: 30 = ramped on tools and first owned task; 60 = running a piece of work independently; 90 = full ownership of the role’s core responsibility.”

roles.md

What’s different by role — the tool access, the people to meet, and the first real piece of work each role should own. This is what lets one standard plan become a specific plan.

Example: “Sales rep: needs CRM + dialer + calendar access; meets the SDR team and RevOps; first owned task = run one discovery call by end of Week 2. Support agent: needs helpdesk + knowledge base + refund tool; meets the on-call lead; first owned task = resolve five tickets solo by end of Week 1.”

When you run the recipe, you’ll add the specifics of the actual hire — name, role, start date, manager — in the prompt.

3
Prompt Claude

Open your Project in Claude Cowork. Give Claude the specifics for this run, ask for the main output, then follow up for any additional pieces you want. The exact wording for each prompt — with what it’s asking for and why — is in What you actually type below.

4
Review What Comes Back

Check three things before you send anything or put dates on a calendar:

  1. The pre-start items have lead times. A laptop ordered the day before won’t arrive. The plan should flag what must happen today to be ready by the start date — and who owns each one. If everything is dated “before Day 1” with no ordering, push back.
  2. Day 1 isn’t all setup. A first day that’s eight hours of account creation tells the new person you weren’t ready. The good version ends with one small, real task they actually finish. Make sure there’s a human moment — a lunch, a buddy intro — not just logins.
  3. The 30/60/90 goals are outcomes, not activities. “Attend training” is an activity. “Run one discovery call solo” is an outcome. If the goals read like a schedule instead of a bar to clear, ask Claude to rewrite them as things the person will be able to do.

Before you commit dates: does the plan match the actual week? If the team is at a conference Day 1 or the manager is out, the standard plan needs a manual adjustment. Thirty seconds of your own knowledge against the plan saves a bad first impression.

What you actually type

Name your files explicitly the first few runs, and ask Claude to show its work on anything that matters.

Prompt AGenerateCopy this
Give Claude the hire and ask for the plan
New hire: Dana Reyes, Sales Rep, starts Monday June 15, reporting to me. Using `onboarding-standard.md` and the Sales Rep section of `roles.md`, build the full onboarding plan: a pre-start checklist with owners, a Day 1 hour-by-hour schedule, a Week 1 plan, and 30/60/90-day goals. Flag anything that needs to be ordered or requested today so it arrives in time.
Prompt BFollow upCopy this
After reviewing, follow up for the pieces you'll actually send
Draft the pre-start welcome email to Dana — warm, brief, covers where to be at 9:30, what to bring, and who'll meet them.
Prompt CRefineCopy this
After reviewing, follow up for the pieces you'll actually send
Draft the Slack message introducing Dana to the team — one line on their background and what they'll own.
What you get back

A complete plan with four labeled parts: a pre-start checklist with owners and lead times, an hour-by-hour Day 1 schedule, a Week 1 ramp, and 30/60/90-day goals written as outcomes. Anything that must be ordered or requested today to arrive in time is flagged up top. If every pre-start item just says 'before Day 1,' or the goals read like a training schedule instead of things the person will be able to do, it missed — send it back.

What this does not do
  • It doesn't order the laptop or create the accounts. The plan assigns owners and lead times; the tasks still need doing.
  • It only knows the standard you wrote down. If half your real onboarding lives in IT's head, the first plan will have gaps — run one hire, note what got missed, and add it to the file.
  • It can't see your calendar. If the team is at a conference on Day 1 or the manager is out, the plan won't know unless you say so in the prompt.

If it doesn’t work

  • No Cowork tab in Claude Desktop — update the app to the latest version and confirm you’re on a paid plan; Cowork isn’t on the free tier. On Windows, Cowork also needs the Virtual Machine Platform feature enabled — if the tab still won’t appear, that’s the fix.
  • Claude can’t see onboarding-standard.md or roles.md — the files aren’t in the project’s folder, or they’re in a different folder than the one the project owns. Open the project, check which folder it points to, and move the files there. Then re-run “list the files you can see.”
  • Every pre-start item is dated “before Day 1” with no lead time — the plan can’t flag what to order today because onboarding-standard.md doesn’t say how long anything takes. Add lead times to the file (“laptop: order 10 business days out, accounts: 2 days”) and run it again. Claude can only work backward from the start date if the file gives it something to count.
  • The 30/60/90 goals read like a training schedule — “attend onboarding sessions” is an activity, not a bar to clear. Ask: “Rewrite the 30/60/90 goals as things this person will be able to do, with the first owned task from roles.md as the 30-day bar.” If the role’s section in roles.md names no first owned task, that’s the missing line — add it.

Extra credit

Small additions that pay back the next time you run it.

  • Calendar connector — let Claude place the Day 1 schedule and the Week 1 1:1s directly on the calendar instead of you copying times over.
  • Google Drive — keep onboarding-standard.md in a shared Drive folder so any manager on your team generates the same quality plan, not just you. See the Connectors guide.
  • Scheduled check-ins — set a scheduled task that reminds you to run the 30-day and 90-day reviews so they don’t quietly slip. See the Scheduled Tasks guide.

What this teaches you about Claude Cowork

The recipe is one application. The principles apply to everything you’d hand to Claude.

A stored standard turns a scramble into a refit. The reason onboarding feels like work every time is that you rebuild it every time. Writing the standard sequence into a file once means each new hire is a five-minute adaptation of a known-good plan — and the plan only gets better as you add what got missed.

Specifics live in a second file, not in the prompt. Keeping the role differences in roles.md instead of re-typing them means the Sales Rep plan is always the Sales Rep plan. The prompt carries only what’s unique to this person — name, date, manager — and the files carry everything that repeats.

The file is where lessons land. When a hire’s first week goes sideways because nobody ordered a second monitor, that’s not a failure to remember — it’s a missing line in the file. Add it once and it’s handled for every hire after. Your onboarding gets sharper as a side effect of using it.

Who this is for

Founder or manager who owns onboarding without an HR department in B2B services and small companies (5–50 employees).

The pain: Every new start is a Friday-afternoon scramble to remember what the last hire got

The outcome: Every hire gets the same complete first week, refit to their role in five minutes

Published June 8, 2026 · 0 views