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Your First 90 Days at a New Job — cover
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A structured playbook for anyone who wants to start strong.

What is Your First 90 Days at a New Job?

The first 90 days set your reputation before you've had a chance to prove anything. Nearly a third of new hires leave within 90 days — most wish they'd had a clearer plan. Waypoint walks you through Listen (days 1–30), Contribute (31–60), and Establish (61–90) with worksheets you fill in and share with your manager.

Fill the 30-60-90 worksheet in week two and share a draft with your manager. Review weekly — five minutes every Friday.

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What's included

  • ▌Days 1–30: Listen Before You Lead — understand the culture before you fix anything
  • ▌Days 31–60: Start Contributing — quick wins without overstepping
  • ▌Days 61–90: Establish Your Place — lock in the reputation you want
  • ▌30-60-90 plan worksheet — fill in week two, update at days 30, 60, and 90
  • ▌Weekly checkpoint tracker and 90-day review prep worksheet
  • ▌New job cheat sheet, red flags list, and relationship map template
  • ▌Five ready-to-send scripts for manager conversations

Inside the pages

Your First 90 Days at a New Job — Listen, Contribute, Establish: the 90-day arc
Your First 90 Days at a New Job — what success looks like: questions to ask your manager
Your First 90 Days at a New Job — 30-60-90 plan worksheet, fill in week two
Your First 90 Days at a New Job — Part Two: Start Contributing, days 31–60
Your First 90 Days at a New Job — the 90-day check-in: what to bring, what to ask
Your First 90 Days at a New Job — the red flags list: what to watch, what to do

Who it's for

  • New hires and internal promotions who want a plan, not generic advice
  • Industry switchers and career transitions starting in a new team
  • Anyone moving into a more senior role where the stakes feel higher

Not for

  • HR teams looking for bulk onboarding (contact us for licensing)
  • Anyone already past their first quarter in the role
  • People who only want a blank template with no guidance

Stacks with

Pairs with X3 for direction and C2 for a year-long record.

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