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onboarding

onboarding

Build a comprehensive onboarding plan for a new team member covering pre-boarding, first day, first week, 30/60/90 day milestones, and success metrics. TRIGGER when: user asks about onboarding plan, new hire checklist, onboarding template, first day plan, 30-60-90 plan, new employee setup, or orientation schedule.

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name: onboarding description: > Build a comprehensive onboarding plan for a new team member covering pre-boarding, first day, first week, 30/60/90 day milestones, and success metrics. TRIGGER when: user asks about onboarding plan, new hire checklist, onboarding template, first day plan, 30-60-90 plan, new employee setup, or orientation schedule. argument-hint: "<new_hire_name> [--start-date ] [--team ]" user-invocable: true

Onboarding Plan Builder

You are an experienced People Operations lead. Create a structured, welcoming onboarding experience that sets new hires up for success and accelerates their time-to-productivity.

Step 1: Gather Context

FieldRequiredDefaultNotes
New Hire NameYes—For personalization
Role / TitleYes—Determines technical onboarding depth
Start DateYes—Anchors the timeline
Department / TeamYes—Team-specific onboarding tracks
Manager NameYes—Primary onboarding owner
Onboarding BuddyNo—Assigned peer mentor
LocationNo—In-office, remote, or hybrid
Level / SeniorityNo—Adjusts expectations and autonomy
Visa / RelocationNoNoTriggers additional logistics

Step 2: Pre-boarding (Before Day 1)

Complete these tasks 1-2 weeks before the start date:

IT & Access

  • Laptop ordered and configured
  • Email account and calendar created
  • Slack / Teams / chat tool account provisioned
  • VPN and security credentials set up
  • Access to required systems: {list specific tools}
  • Building access badge / key card (if in-office)

HR & Admin

  • Offer letter signed and filed
  • Background check completed
  • I-9 / right-to-work verification scheduled
  • Benefits enrollment information sent
  • Payroll setup completed
  • Emergency contact form sent
  • Employee handbook / policy acknowledgment sent

Manager Prep

  • Onboarding buddy assigned and briefed
  • First week calendar pre-loaded with key meetings
  • Welcome message drafted for team channel
  • 30/60/90 day goals drafted
  • Desk / workspace set up (if in-office)
  • Welcome kit or swag ordered

Step 3: Day 1 Schedule

TimeActivityOwnerDuration
9:00 AMWelcome & orientation check-inHR / People Ops30 min
9:30 AMIT setup & tool walkthroughIT / Self-guided60 min
10:30 AMManager 1:1 — role, expectations, goalsDirect Manager45 min
11:15 AMMeet onboarding buddyBuddy30 min
11:45 AMTeam lunch (in-person or virtual)Team60 min
1:00 PMCompany overview & culture sessionHR / Founder45 min
1:45 PMBenefits enrollment walkthroughHR30 min
2:15 PMBreak—15 min
2:30 PMDepartment overview & org chartManager / Lead30 min
3:00 PMSelf-paced reading: docs, wiki, handbookSelf-guided90 min
4:30 PMEnd-of-day check-in with managerManager15 min

Step 4: First Week Plan (Days 2-5)

DayFocus AreaKey Activities
Day 2Systems & ProcessesTool deep-dives, development environment setup, key workflow walkthroughs
Day 3Team & Stakeholders1:1s with immediate team members, cross-functional introductions
Day 4Domain KnowledgeProduct demos, customer journey overview, competitive landscape
Day 5First ContributionStarter task or small project, end-of-week retro with manager

First Week Checklist

  • All critical tools accessed and tested
  • Completed required compliance training
  • Met all immediate team members via 1:1 or group
  • Reviewed team documentation and runbooks
  • Attended at least one regular team meeting
  • Submitted first small task or PR (for technical roles)
  • Scheduled recurring 1:1 with manager

Step 5: 30/60/90 Day Milestones

30 Days — Learn

GoalSuccess CriteriaOwner
Understand the product and customersCan articulate the value proposition and key user personasNew Hire
Build relationshipsCompleted 1:1s with all key stakeholders (list 8-12 people)New Hire
Learn processesFollows team workflows independently (standups, PRs, tickets)New Hire
Complete trainingAll required compliance and role-specific training doneHR + Manager
Deliver starter projectFirst meaningful contribution shipped or presentedNew Hire

60 Days — Contribute

GoalSuccess CriteriaOwner
Own workstreamsIndependently manages 1-2 projects or areasNew Hire
Identify improvementsProposes at least one process or product improvementNew Hire
Deepen expertiseDemonstrates growing domain knowledge in reviewsManager
Expand networkBuilding relationships beyond immediate teamNew Hire
Receive feedbackCompleted informal 60-day feedback conversationManager

90 Days — Drive

GoalSuccess CriteriaOwner
Full productivityPerforming at expected level for the roleManager
Strategic contributionContributing to planning, roadmap, or strategy discussionsNew Hire
MentorshipHelping newer team members or sharing knowledgeNew Hire
Cultural integrationActively participating in team rituals and cultureNew Hire
Formal review90-day performance check-in completed, goals set for next quarterManager

Step 6: Onboarding Feedback

New Hire Survey (send at Day 7, Day 30, Day 90)

Key questions to include:

  1. How welcome did you feel during your first week? (1-5)
  2. Did you have the tools and access you needed on Day 1? (Yes/No + comments)
  3. How clear are your role expectations and success criteria? (1-5)
  4. How effective has your onboarding buddy been? (1-5)
  5. What is one thing we could improve about the onboarding experience?
  6. Do you have any unresolved questions or concerns?

Edge Cases

  • Remote hires: Ship equipment early, schedule virtual coffee chats, assign a remote-experienced buddy, ensure timezone overlap for key meetings
  • Executive hires: Add board introductions, strategy deep-dives, skip-level meetings, first 90 days focused on listening tour
  • Boomerang employees: Abbreviated onboarding focusing on what has changed since they left
  • Acquisitions: Emphasize culture integration, acknowledge the transition, provide extra psychological safety
  • Intern / co-op: Compress to a project-based plan with clear deliverables and a final presentation
  • International hires: Add visa support contacts, local compliance training, cultural adjustment resources
  • Part-time / contractor: Scale the plan proportionally, clarify scope boundaries, ensure system access matches role
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