Engineering Onboarding That Works

March 21, 2022

The first weeks at a new job shape an engineer’s entire tenure. Great onboarding transforms nervous newcomers into productive contributors quickly. Poor onboarding leaves people confused, frustrated, and questioning their decision to join.

Here’s how to build engineering onboarding that works.

The Cost of Bad Onboarding

What Goes Wrong

bad_onboarding_symptoms:
  for_new_hires:
    - Sitting idle waiting for access
    - No clear first tasks
    - Don't know who to ask
    - Feel like a burden
    - Imposter syndrome intensifies

  for_teams:
    - Constant interruptions for basic questions
    - Same questions answered repeatedly
    - New hire frustration spreads
    - Slow time to productivity

  for_company:
    - Extended ramp-up time
    - Early attrition
    - Poor employer reputation
    - Wasted hiring investment

The Numbers

onboarding_impact:
  time_to_productivity:
    poor_onboarding: 6-12 months
    good_onboarding: 1-3 months

  retention_correlation:
    - Strong onboarding: 82% retention at 1 year
    - Weak onboarding: 50% consider leaving within year

  cost_of_turnover:
    - 50-200% of annual salary
    - Knowledge loss
    - Team disruption

Onboarding Framework

The Four Dimensions

onboarding_dimensions:
  1_operational:
    focus: Can they work?
    includes:
      - Hardware and accounts
      - Development environment
      - Access to systems
      - Basic tools working

  2_technical:
    focus: Do they understand the systems?
    includes:
      - Codebase orientation
      - Architecture understanding
      - Domain knowledge
      - Technical practices

  3_organizational:
    focus: Do they know how things work?
    includes:
      - Team processes
      - Communication norms
      - Decision-making
      - Who owns what

  4_social:
    focus: Do they feel connected?
    includes:
      - Team relationships
      - Mentorship
      - Company culture
      - Sense of belonging

Pre-Day-One

Before They Start

pre_start_checklist:
  it_setup:
    - [ ] Laptop ordered and configured
    - [ ] Email account created
    - [ ] Slack/Teams access
    - [ ] Calendar access
    - [ ] VPN configured

  access_requests:
    - [ ] GitHub/GitLab
    - [ ] Cloud accounts
    - [ ] Internal tools
    - [ ] Documentation systems

  logistics:
    - [ ] First day schedule sent
    - [ ] Building access (if office)
    - [ ] Remote setup instructions
    - [ ] Contact info for questions

  personal_touch:
    - [ ] Welcome email from manager
    - [ ] Team intro scheduled
    - [ ] Buddy assigned and notified

First Day

Day One Priorities

day_one_goals:
  1_working_setup:
    - Can access email and chat
    - Can reach required systems
    - Development environment starts working

  2_met_the_team:
    - Introduced to immediate team
    - Met manager 1:1
    - Buddy introduced

  3_not_overwhelmed:
    - Clear about next steps
    - Knows who to ask
    - Has something to do

day_one_schedule:
  morning:
    - Welcome and setup verification
    - HR essentials (brief)
    - Manager 1:1 (expectations, first weeks)

  afternoon:
    - Team introduction
    - Buddy pairing starts
    - First task: Get dev environment running
    - End: Check-in, questions

First Week

Week One Program

week_one_structure:
  day_1: Setup and introductions
  day_2: Codebase orientation with buddy
  day_3: Architecture overview session
  day_4: First small task (real code)
  day_5: Team processes, check-in

first_task_criteria:
  properties:
    - Small and well-defined
    - Real (not make-work)
    - Achievable in 1-2 days
    - Touches real codebase
    - Has clear reviewer

  examples:
    - Fix a small bug
    - Add a simple feature
    - Update documentation
    - Add a test

  purpose:
    - Build confidence
    - Learn workflow (PR, review, deploy)
    - Celebrate small win

Buddy System

buddy_role:
  purpose: Human connection and daily support

  responsibilities:
    - Daily check-ins first week
    - Answer "stupid" questions
    - Explain unwritten rules
    - Navigate politics and culture
    - Be available

  not_responsible_for:
    - Technical training (that's broader)
    - Performance evaluation
    - Workload assignment

  buddy_selection:
    - Experienced enough to answer questions
    - Patient and helpful
    - Available for time commitment
    - Ideally on same team

  buddy_preparation:
    - Clear expectations
    - Time allocated
    - Materials provided

First Month

30-Day Goals

thirty_day_milestones:
  operational:
    - All access working smoothly
    - Dev environment mastered
    - Can deploy independently

  technical:
    - Understands main codebase areas
    - Completed several tasks
    - Understands architecture basics

  organizational:
    - Knows team processes
    - Participates in ceremonies
    - Understands how decisions are made

  social:
    - Knows team members
    - Starting to build relationships
    - Feels comfortable asking questions

Learning Curriculum

learning_topics:
  week_1:
    - Development environment
    - Code structure overview
    - Git workflow
    - CI/CD basics

  week_2:
    - Architecture deep-dive
    - Key services and data flow
    - Testing approach
    - Monitoring and observability

  week_3:
    - Domain knowledge
    - Business context
    - Customer understanding
    - Product roadmap

  week_4:
    - Security practices
    - Incident response
    - On-call introduction
    - Team-specific practices

Documentation

Essential Docs

onboarding_documentation:
  getting_started:
    - Environment setup guide
    - First day checklist
    - Who's who guide
    - Communication channels

  technical:
    - Architecture overview
    - Service catalog
    - API documentation
    - Runbooks

  process:
    - Code review guidelines
    - Deployment process
    - Incident response
    - On-call expectations

  maintenance:
    - Keep docs current
    - New hire feedback improves docs
    - Assign ownership

Living Documentation

documentation_practices:
  new_hire_contributions:
    - New hires update docs when they find gaps
    - Fresh eyes catch outdated content
    - Part of onboarding: improve docs

  regular_review:
    - Quarterly doc review
    - Remove stale content
    - Update for changes

Measuring Success

Onboarding Metrics

onboarding_metrics:
  time_to_first_commit:
    target: Day 1-2
    measures: Operational readiness

  time_to_first_pr_merged:
    target: Week 1
    measures: Basic productivity

  time_to_independent_task:
    target: Week 3-4
    measures: Technical ramp-up

  90_day_survey:
    measures:
      - Confidence level
      - Clarity of role
      - Team integration
      - Onboarding quality rating

  retention_at_6_months:
    target: >95%
    measures: Overall success

Feedback Loops

feedback_collection:
  during_onboarding:
    - Daily check-ins week 1
    - Weekly check-ins month 1
    - 30-day survey

  post_onboarding:
    - 90-day retrospective
    - What worked, what didn't
    - Suggestions for improvement

  continuous_improvement:
    - Track common gaps
    - Update program based on feedback
    - Share learnings across teams

Remote Considerations

remote_onboarding:
  challenges:
    - No casual interaction
    - Harder to ask quick questions
    - Easy to feel isolated
    - Less osmotic learning

  adaptations:
    - More intentional social time
    - Video on for meetings
    - Daily standups with buddy
    - Virtual coffee chats

  tools:
    - Good video conferencing
    - Async documentation
    - Screen sharing for pairing
    - Chat for quick questions

Key Takeaways

Onboarding is an investment that pays dividends for years.