onboarding-guide-creator

New hire onboarding guide generation with role-specific content, structured timelines, and resource organization. Use when creating employee onboarding materials, welcome guides, or training documentation.

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Install skill "onboarding-guide-creator" with this command: npx skills add travisjneuman/.claude/travisjneuman-claude-onboarding-guide-creator

Onboarding Guide Creator

Structured frameworks for creating comprehensive employee onboarding programs with role-specific content, timelines, and success metrics.

Onboarding Timeline Framework

Master Timeline

ONBOARDING PHASES:

PRE-DAY-1 (Offer Accepted → Start Date)
├── Welcome email with logistics
├── Equipment ordering and setup
├── Account provisioning (email, Slack, tools)
├── Pre-reading materials sent
├── Buddy/mentor assigned
└── First week calendar pre-populated

WEEK 1: ORIENT
├── Day 1: Welcome, setup, team introductions
├── Day 2: Company overview, culture, values
├── Day 3: Role-specific training begins
├── Day 4: Tool training and access verification
├── Day 5: Week 1 check-in with manager
└── Deliverable: "I understand my role and how the company works"

WEEKS 2-4: LEARN
├── Deep-dive into team processes and workflows
├── Shadow key meetings and customer calls
├── Complete required compliance training
├── Begin first small project or task
├── Meet cross-functional stakeholders
└── Deliverable: "I can execute core tasks with guidance"

30-DAY CHECK-IN
├── Manager 1:1 review
├── Self-assessment against 30-day goals
├── Feedback collection (new hire → company)
├── Identify knowledge gaps
└── Adjust 60-day plan if needed

DAYS 31-60: CONTRIBUTE
├── Own tasks and small projects independently
├── Contribute to team goals
├── Deeper cross-functional collaboration
├── Begin attending all recurring meetings
└── Deliverable: "I can work independently on routine tasks"

60-DAY CHECK-IN
├── Progress review against goals
├── Expanded responsibilities discussion
├── Peer feedback collection
└── Adjust 90-day plan if needed

DAYS 61-90: OWN
├── Own a meaningful workstream or project
├── Contribute to planning and strategy discussions
├── Mentor newer team members if applicable
├── Identify process improvements
└── Deliverable: "I am a fully productive team member"

90-DAY REVIEW
├── Formal performance discussion
├── Goal setting for next quarter
├── Onboarding feedback survey
├── Transition to standard performance cycle
└── Celebrate completion

Role-Specific Templates

Engineering Onboarding

ENGINEERING ONBOARDING ADDITIONS:

PRE-DAY-1:
- [ ] Dev machine ordered (spec: ___)
- [ ] GitHub/GitLab access provisioned
- [ ] VPN and SSH keys prepared
- [ ] IDE license assigned

WEEK 1:
- [ ] Dev environment setup (follow setup guide)
- [ ] Clone key repositories
- [ ] Run the application locally
- [ ] Review architecture documentation
- [ ] Pair with buddy on a small bug fix
- [ ] Understand CI/CD pipeline
- [ ] Review coding standards and PR process

WEEKS 2-4:
- [ ] Complete first PR (small, well-scoped)
- [ ] Participate in code review (as reviewer)
- [ ] Attend sprint ceremonies
- [ ] Understand on-call rotation and runbooks
- [ ] Review incident response process
- [ ] Deep-dive on owned service/module

30-DAY MILESTONE:
- [ ] Merged 3+ PRs
- [ ] Completed code review for others
- [ ] Can run and debug the application locally
- [ ] Understands deployment process

60-DAY MILESTONE:
- [ ] Owns a feature or workstream
- [ ] Can triage and fix production issues
- [ ] Contributes to technical design discussions
- [ ] Mentors on team conventions and tooling

90-DAY MILESTONE:
- [ ] Delivered a meaningful feature end-to-end
- [ ] Participated in on-call rotation
- [ ] Contributed to team process improvements
- [ ] Comfortable presenting technical work to team

Sales Onboarding

SALES ONBOARDING ADDITIONS:

WEEK 1:
- [ ] Product overview and demo walkthrough
- [ ] ICP and buyer persona review
- [ ] CRM setup and pipeline training
- [ ] Sales methodology introduction
- [ ] Listen to 5 recorded discovery calls
- [ ] Review competitive battle cards

WEEKS 2-4:
- [ ] Shadow 10+ live calls (discovery, demo, close)
- [ ] Complete product certification
- [ ] Practice pitch delivery (recorded + feedback)
- [ ] Learn objection handling frameworks
- [ ] Understand pricing and discounting policies
- [ ] Build initial target account list

30-DAY MILESTONE:
- [ ] Pass product knowledge certification
- [ ] Deliver solo demo to internal audience
- [ ] Own 5+ accounts/opportunities
- [ ] Complete CRM hygiene training

60-DAY MILESTONE:
- [ ] Run discovery calls independently
- [ ] Pipeline meets minimum threshold ($X)
- [ ] Delivered 10+ demos
- [ ] Comfortable with pricing discussions

90-DAY MILESTONE:
- [ ] Closed first deal (or advanced to late stage)
- [ ] Pipeline at quota-pace level
- [ ] Can handle competitive objections confidently
- [ ] Contributing to team best practices

Design Onboarding

DESIGN ONBOARDING ADDITIONS:

WEEK 1:
- [ ] Design tools setup (Figma, prototyping tools)
- [ ] Review design system and component library
- [ ] Brand guidelines deep-dive
- [ ] Understand design review process
- [ ] Meet key stakeholders (PM, Eng, Research)

WEEKS 2-4:
- [ ] Audit existing designs in your area
- [ ] Shadow user research sessions
- [ ] Complete first small design task
- [ ] Present work in design critique
- [ ] Understand handoff process to engineering

30-DAY MILESTONE:
- [ ] Completed first design deliverable
- [ ] Comfortable with design system usage
- [ ] Participated in design critique (giving + receiving)
- [ ] Understands user research insights for your area

60-DAY MILESTONE:
- [ ] Owns a design workstream
- [ ] Conducted or co-led user research
- [ ] Designs are passing critique with minimal revision
- [ ] Collaborating effectively with PM and engineering

90-DAY MILESTONE:
- [ ] Delivered end-to-end design for a feature
- [ ] Contributing to design system evolution
- [ ] Presenting design rationale to stakeholders confidently
- [ ] Identified and proposed design improvements

Operations Onboarding

OPERATIONS ONBOARDING ADDITIONS:

WEEK 1:
- [ ] Process documentation review
- [ ] Tool access (project management, analytics, comms)
- [ ] Org chart and RACI matrix review
- [ ] Understand key workflows and SLAs
- [ ] Meet cross-functional dependencies

WEEKS 2-4:
- [ ] Shadow key operational processes end-to-end
- [ ] Document current-state processes you'll own
- [ ] Identify quick-win improvements
- [ ] Understand reporting cadence and metrics
- [ ] Complete compliance and policy training

30-DAY MILESTONE:
- [ ] Can execute core processes independently
- [ ] Owns daily/weekly operational tasks
- [ ] Documented one process improvement
- [ ] Comfortable with reporting tools

60-DAY MILESTONE:
- [ ] Owns a workstream end-to-end
- [ ] Implemented at least one process improvement
- [ ] Managing cross-functional dependencies
- [ ] Contributing to operational metrics review

90-DAY MILESTONE:
- [ ] Fully owns operational area
- [ ] Driving efficiency improvements measurably
- [ ] Presenting operational updates to leadership
- [ ] Mentoring on processes for newer team members

Welcome Guide Structure

Day 1 Welcome Document

WELCOME GUIDE OUTLINE:

1. WELCOME MESSAGE
   - Personal note from manager
   - Team welcome and excitement
   - What to expect on Day 1

2. COMPANY OVERVIEW
   - Mission and vision (one paragraph each)
   - Company history (brief timeline)
   - Products and customers (who we serve)
   - Business model (how we make money)
   - Org structure (high-level chart)

3. CULTURE AND VALUES
   - Core values with examples
   - Communication norms (async vs sync, tools)
   - Meeting culture (camera on/off, note-taking)
   - Work schedule expectations (hours, flexibility)
   - PTO and time-off culture

4. YOUR TEAM
   - Team mission and current priorities
   - Team members (name, role, fun fact)
   - Your buddy/mentor (name, how to reach)
   - Key stakeholders outside the team

5. TOOLS AND ACCESS
   - Account credentials and setup guide
   - Key tools checklist (with links)
   - IT support contact
   - Security policies (passwords, 2FA)

6. LOGISTICS
   - Office location / remote setup
   - Expense policy
   - Benefits enrollment deadline
   - HR contact for questions

7. YOUR FIRST WEEK
   - Calendar overview
   - Key meetings to attend
   - First tasks or reading assignments
   - Who to ask for help

Cultural Integration

Relationship Building Schedule

MEETING SCHEDULE (First 30 Days):

WEEK 1:
- Manager 1:1 (30 min) — expectations, questions
- Buddy coffee chat (30 min) — informal, culture
- Skip-level intro (15 min) — visibility

WEEK 2:
- 3 peer 1:1s (30 min each) — team relationships
- Cross-functional partner (30 min) — collaboration
- Buddy check-in (15 min)

WEEK 3:
- 2 peer 1:1s (30 min each) — expand network
- Manager 1:1 (30 min) — progress check
- Optional: exec coffee chat

WEEK 4:
- Cross-functional partner (30 min) — deepen
- Manager 1:1 (30 min) — 30-day check-in
- Buddy check-in (15 min) — transition to ad-hoc

SUGGESTED 1:1 QUESTIONS FOR NEW HIRES:
- "What do you wish someone told you when you started?"
- "What's the best way to get things done here?"
- "What's the team's biggest challenge right now?"
- "How do you prefer to collaborate?"
- "What should I know that's not in any document?"

Buddy Program Guidelines

BUDDY RESPONSIBILITIES:

BEFORE START:
- Send a welcome Slack/email
- Ensure workspace/equipment is ready
- Block time in calendar for first-week support

WEEK 1:
- Office tour / virtual workspace walkthrough
- Lunch together (Day 1)
- Available for real-time questions
- Introduce to key people informally
- Share "unwritten rules" and tips

WEEKS 2-4:
- Weekly 15-min check-ins
- Available for ad-hoc questions
- Include in social events
- Flag any concerns to manager

BUDDY SELECTION CRITERIA:
- Same team or adjacent team
- Tenured enough to know the ropes (6+ months)
- Good communicator and approachable
- Willing and has capacity
- NOT the new hire's direct manager

Success Metrics and Checkpoints

30/60/90 Day Assessment Template

30-DAY SELF-ASSESSMENT:

Rate yourself 1-5 on each dimension:

KNOWLEDGE:
[ ] I understand what the company does and how it makes money
[ ] I understand my team's goals and priorities
[ ] I know who to ask for help on different topics
[ ] I understand the tools and systems I need to use

PRODUCTIVITY:
[ ] I can complete routine tasks without constant guidance
[ ] I've contributed meaningfully to at least one project
[ ] I understand our team's workflow and processes

RELATIONSHIPS:
[ ] I've met all my immediate team members
[ ] I've met key cross-functional stakeholders
[ ] I feel comfortable asking questions
[ ] I have a good working relationship with my buddy/mentor

OVERALL:
[ ] I feel welcomed and supported
[ ] I understand what success looks like in my role
[ ] I know my goals for the next 30 days

OPEN QUESTIONS:
- What do I still need to learn?
- What support do I need from my manager?
- What would have made my first 30 days better?

Manager Assessment Framework

Dimension30 Days60 Days90 Days
KnowledgeUnderstands role and companyDeep domain knowledgeExpert in owned area
ProductivityCompletes tasks with guidanceWorks independentlyDelivers projects end-to-end
QualityMeets basic standardsConsistently good workRaises the bar
CollaborationResponsive, asks questionsProactive communicationDrives cross-team work
CultureLearning normsLiving valuesModeling behavior
InitiativeFollows instructionsSuggests improvementsDrives improvements

Onboarding Quality Checklist

CheckStatus
Pre-day-1 logistics complete (equipment, accounts, access)[ ]
Buddy assigned and briefed[ ]
First week calendar populated before start date[ ]
Role-specific training plan documented[ ]
30/60/90 day goals written and shared[ ]
Welcome guide sent before start date[ ]
Manager has blocked time for Week 1 check-ins[ ]
Compliance training scheduled[ ]
Onboarding feedback survey set up for Day 30[ ]
90-day review scheduled in advance[ ]

Onboarding Anti-Patterns

COMMON ONBOARDING FAILURES:

1. INFORMATION FIREHOSE
   Problem: 8 hours of presentations on Day 1
   Fix: Spread learning over weeks; prioritize doing over watching

2. NO BUDDY OR MENTOR
   Problem: New hire has no safe person to ask "dumb" questions
   Fix: Assign buddy before start date; brief them on role

3. NO EARLY WIN
   Problem: New hire doesn't contribute anything meaningful for weeks
   Fix: Assign a small, completable task in Week 1

4. UNCLEAR EXPECTATIONS
   Problem: New hire doesn't know what success looks like
   Fix: Written 30/60/90 day goals shared on Day 1

5. MANAGER UNAVAILABLE
   Problem: Manager is traveling or overbooked during first week
   Fix: Block manager calendar; delay start date if necessary

6. TOOL ACCESS DELAYS
   Problem: Can't log in, can't code, can't sell — for days
   Fix: Provision all access before Day 1; have IT verify

See Also

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