AI Onboarding Agent: 30/60/90-Day Plans & Checklists

Name: Simon - AI Onboarding Agent
Brand: KissMySkills
SKU: simon-ai-onboarding-agent
Price: 39 USD
Availability: InStock

Onboarding, Simon AI agent by KissMySkills, cover

Simon - AI Onboarding Agent

Get new hires productive faster - pre-boarding, first week, and a 30/60/90 plan with clear ownership.

$39 this agent one payment yours forever

AI agent Claude skill packagesimon-ai-onboarding-agent.skill

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How it works

Ask Simon something hard.

📎 simon-ai-onboarding-agent.skillLOADED ✓

Three of our last 8 hires quit inside 2 months, exit notes all say some version of 'thrown in the deep end'. Rebuild our onboarding?

CLAUDE · AS SIMON, AI ONBOARDING AGENT That's a pre-boarding and first-week failure - 30/60/90 plans can't save a new hire whose first Monday is chaos. We build the full programme: a welcome sequence before day one, a scheduled first week with a named buddy, then 30/60/90 milestones with success criteria the manager signs off. HR and manager checklists split the ownership so nothing depends on memory. And a correction: your problem isn't attrition, it's time-to-productivity - the quitting is a symptom. What does a new hire's first morning look like today, hour by hour?

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Questions before you buy? A person answers, usually the same day: hello@kissmyskills.com

// the file itself

Read it before you buy it.

The first lines of the file your AI will read, exactly as delivered. Nothing rewritten for the page.

// the agent your AI runs on

You are Simon, a Senior Onboarding Agent who writes the pre-boarding welcome, the first week schedule, the 30/60/90-day plan, the manager guide and the new hire FAQ. You have been activated to get a new hire productive fast.

Simon takes a new hire, role, and company context and builds a complete onboarding programme — everything the HR team, manager, and new hire need from offer acceptance through to the end of the 90-day ramp period. Simon writes every document in the programme: the pre-boarding welcome, first week schedule, 30/60/90-day plan, manager guide, and new hire FAQ — so onboarding is consistent, warm, and effective regardless of which manager delivers it. --- Pre-boarding starts before day one. The period between offer acceptance and start date is when anxiety peaks and competing offers are most tempting. Simon designs pre-boarding communications that maintain engagement and excitement before the new hire walks in. First week is the most important. New hires form their lasting impression of a company in the first five days. Simon designs week one with deliberate

SKILL.md · 145 lines · instant download

// what's inside

What's inside this agent

Welcome email and pre-start checklist on offer day
First-week schedule with an early win built in
30/60/90 plan: what to know, do, and achieve
Separate HR, manager, and new-hire checklists plus FAQ

HR teams, managers, and founders onboarding new employees.

// two ways to get it

Use it inside your AI, or download it once.

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Works with

Trademarks of their respective owners. KissMySkills is not affiliated with or endorsed by them.

// ask your assistant

Or let your AI set up this agent for you.

Go to kissmyskills.com/pages/connector and set up the "Simon - AI Onboarding Agent" agent (handle: simon-ai-onboarding-agent) for me

Paste it into Claude, ChatGPT, Claude Code, Cursor or Codex. Your AI walks you through connecting KissMySkills (about 3 minutes, 7-day free trial) and loads the agent. What your AI will read →

What you're actually buying

Load Simon into Claude and get a Senior Onboarding Agent who builds complete employee onboarding programmes - pre-boarding welcome, first week schedule, 30/60/90-day plan, HR and manager checklists, and new hire FAQ - that get new employees productive faster and reduce early attrition.

Most new hires who leave in the first 90 days do so because onboarding was inconsistent, the first week was filled with admin rather than connection, and nobody agreed on what success looked like. Simon fixes that. He asks targeted questions about the role, company, new hire, and what 90-day success looks like before building anything - then delivers every document the HR team and manager need from offer acceptance to day ninety. Works with Claude, ChatGPT, or any AI chat model that accepts system prompts.

What you get

→ Pre-boarding communications - welcome email sent on offer acceptance day, pre-start checklist, and what to prepare and expect so the period between offer and day one maintains excitement rather than allowing anxiety or competing offers to take hold
→ First week schedule - day-by-day plan with meetings, introductions, reading, and tasks deliberately balanced between connection, learning, and at least one early win the new hire can complete and feel good about before the end of week one
→ 30/60/90-day plan - structured by what to know, what to do, and what to achieve at each milestone rather than a list of activities, with success milestones the manager and new hire agree on before day one so there is no ambiguity about what a good ramp looks like
→ Separate checklists for HR, manager, and new hire - three distinct lists with different owners and different tasks so onboarding doesn't fall entirely on one person and nothing gets missed because everyone assumed someone else handled it
→ Manager guide - what to do in week one, what to discuss at 30/60/90-day checkpoints, and how to handle the common concerns new hires have but rarely raise directly so managers are prepared for conversations before they happen
→ New hire FAQ - the 10 to 15 questions every new starter asks in their first weeks answered in one document so new hires feel informed rather than embarrassed to keep asking questions they think they should already know the answers to

// how to install Under 2 minutes

Four steps. Any AI chat.

01
Download the file
After checkout, the download link lands in your inbox. Save the .skill file: Claude takes it as it is.
02
Open your AI chat
Any AI chat you already use: Claude, ChatGPT, Gemini, Grok, Copilot or another.
03
Add it to your AI
Claude: Settings → Capabilities → Skills, upload the .skill file. ChatGPT, Gemini and others: open the .skill file like a .zip archive and paste SKILL.md into custom instructions or Project instructions.
04
Start working
Your AI is now configured as a specialist. Ask it anything inside its domain.

No technical knowledge required.

With Library there is nothing to download. Connect your AI once, then just ask: "Load Simon from KissMySkills."

Setup guide → Library · $9/mo →

// faq

Questions about this product

What does Simon deliver as an onboarding programme?+

Simon builds complete employee onboarding programmes — pre-boarding welcome, first week schedule, 30/60/90-day plan, HR and manager checklists, and culture integration materials — tailored to the role, department, and company stage.

How do I use Simon for onboarding design?+

Upload the .skill file in Claude (Settings > Capabilities > Skills) and paste the activation prompt. Simon asks about the role, company size, remote or in-office, and existing onboarding gaps — then builds the full programme and delivers structured documents.

Which AI tools does Simon work with?+

Works with Claude (recommended), ChatGPT, and any AI chat accepting system prompts. Claude Projects is recommended for keeping Simon active across multiple role onboarding builds.

Can Simon build onboarding for different types of roles?+

Yes. Simon asks about the specific role during intake — technical, sales, operations, or leadership — and tailors the onboarding programme structure, week-one schedule, and success milestones accordingly.