Newsletter #5 • Onboarding

Onboarding That Actually Sticks

The 6-month onboarding framework.

The LinkedIn Summary

Ananya is CHRO of a 350-person tech company. They hire 40+ people per quarter.

Her onboarding is thorough: Welcome kit. IT setup. HR paperwork. Product training. Manager intro.

But something's broken:

30% of new hires leave within 12 months

Time-to-productivity is 6+ months

New hire feedback: "I felt lost after the first week"

The problem? Onboarding ends, but integration never begins.

Most companies treat onboarding as a checklist. Great companies treat it as a 90-day journey.

Full framework inside.

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THE CASE: When Onboarding Ends Too Soon

Ananya is CHRO of a 350-person tech company that's growing rapidly. They hire 40+ people per quarter. Her onboarding program is thorough: welcome kit, IT setup, HR paperwork, product training, manager introduction.

But the numbers tell a different story:

  • 30% of new hires leave within 12 months
  • Time-to-productivity averages 6+ months
  • New hire feedback: "I felt lost after the first week" and "No one checked in on me after Day 5"

The problem? Onboarding ends on Day 5. Integration never begins.

The Core Insight

Gallup research reveals that 33% of new hires look for a new job within the first 6 months—and the #1 reason is feeling disconnected or unsupported after the initial onboarding period. Onboarding is not a week-long event. It's a 90-day journey.

The Evidence

33% of new hires job hunt within 6 months (Gallup)

69% more likely to stay 3 years with good onboarding (SHRM)

50% faster productivity with structured 90-day programs (Brandon Hall)

2.5X higher engagement with onboarding buddies (Microsoft)

62% faster ramp with weekly check-ins (Harvard)

20% of turnover happens in first 45 days (SHRM)

The 90-Day Integration Framework

Days 1-7: Belong

Goal: Make them feel like they belong here.

  • Personal welcome from the CEO/founder (even a 2-minute video)
  • Onboarding buddy assigned (peer, not manager)
  • Team lunch or virtual coffee with 3-4 colleagues
  • Manager 1:1: "What do you need to feel successful?"
  • "Win" assignment: One small, achievable task they can complete in Week 1

Days 8-30: Learn

Goal: Build competence and confidence.

  • Weekly manager 1:1s (30 min) with structured questions
  • Shadow sessions with key teammates
  • Introduction to cross-functional stakeholders
  • 30-day milestone: Clear deliverable to demonstrate early contribution
  • Buddy check-in: "What's confusing? What's unclear?"

Days 31-60: Contribute

Goal: Transition from learner to contributor.

  • First meaningful project with clear ownership
  • Bi-weekly manager 1:1s with feedback
  • Introduction to company culture rituals (all-hands, retrospectives)
  • 60-day check-in: "What's working? What's not? What support do you need?"
  • Peer feedback loop: Collect and share feedback from 2-3 colleagues

Days 61-90: Integrate

Goal: Full integration into team and culture.

  • 90-day performance conversation: Expectations vs. reality
  • Career development discussion: "Where do you want to grow?"
  • Transition from buddy to independent collaboration
  • New hire retrospective: "How was your onboarding? What should we improve?"
  • Celebrate: Acknowledge their first 90 days publicly

Step 1: Assign Onboarding Buddies (Immediately)

Buddies are not managers. They're peers who:

  • Answer "dumb" questions without judgment
  • Help navigate informal culture and politics
  • Check in weekly for the first month
  • Make introductions to key people

Microsoft research: Employees with buddies are 2.5X more likely to say they're satisfied with their onboarding.

Step 2: Create 30-60-90 Day Milestones (60 minutes)

For each role, define clear expectations:

  • Day 30: What should they know? What should they have done?
  • Day 60: What should they be contributing independently?
  • Day 90: What does full productivity look like?

Write it down. Share it with the new hire on Day 1. Remove ambiguity.

Step 3: Schedule Structured Check-Ins (Ongoing)

Manager 1:1s with new hires should be frequent and structured:

  • Week 1-4: Weekly 30-minute 1:1s
  • Week 5-8: Bi-weekly 30-minute 1:1s
  • Week 9-12: Bi-weekly 30-minute 1:1s + 90-day review

Questions to ask:

  • "What's going well? What's challenging?"
  • "What do you need that you're not getting?"
  • "Is there anything confusing or unclear about your role?"

The Experiment: New Hire Feedback Loop

For the next 3 months:

At the end of each new hire's 90 days, conduct a brief interview:

  • "What aspects of onboarding were most helpful?"
  • "What was confusing or missing?"
  • "If you could change one thing about your first 90 days, what would it be?"

Compile responses. Look for patterns. Iterate on your program.

Expected outcome: Continuous improvement of onboarding based on real feedback. Higher new hire satisfaction and retention.

The Bigger Picture

From The Culture Code: Belonging cues—small signals that say "you're one of us"—are most powerful in the first 90 days. Invest in belonging early.

From The First 90 Days: New hires who have a clear path to early wins and structured support accelerate faster and stay longer.

Onboarding is not a checklist. It's the foundation of retention.

Sources & References

  • Watkins, Michael D. The First 90 Days. Harvard Business Review Press, 2013.
  • Coyle, Daniel. The Culture Code. Bantam Press, 2018.
  • Gallup Research Institute. State of the Global Workplace. 2023.
  • SHRM. Onboarding New Employees: Maximizing Success. 2022.
  • Brandon Hall Group. Onboarding Research Report. 2023.
  • Microsoft. Buddy System Research Study. 2021.

Key Takeaways

  • 33% of new hires job hunt within 6 months—because onboarding ends too soon
  • The 90-day framework: Belong (Week 1) Learn (Days 8-30) Contribute (Days 31-60) Integrate (Days 61-90)
  • Onboarding buddies increase satisfaction 2.5X
  • 30-60-90 day milestones remove ambiguity and accelerate productivity
  • Collect new hire feedback and iterate on your program continuously

Next Newsletter

Breaking Down Departmental Silos

Read Newsletter #18

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