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90 Day Playbook

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90 Day Plan

A comprehensive framework for creating and using a 90-day plan for new hires, including a general playbook and specific, role-based templates for a Head of Content, Social Media Producer, and Video Editor.

A 90-day onboarding plan turns new hires into fast, high-performing contributors by defining clear goals, expectations, and check-ins from day one.

The 90-Day Onboarding Playbook: How to Turn New Hires Into High Performers

TL;DR

  • The first 90 days are the most expensive and critical in any new hire’s journey.
  • Without structure, you’re burning payroll and trust instead of building ROI.
  • A clear 90-day onboarding plan defines expectations, success markers, and goals from day one.
  • It helps identify top performers early and move on from misfits fast.
  • Turn every hire into a high-performing contributor who compounds team momentum and growth.

Why Most Onboarding Fails

Most founders hire reactively, assuming new team members will “figure it out.” But every unstructured day costs time, focus, and money. When hires fail, you don’t just lose salary—you lose trust, momentum, and opportunity cost.

Your first 90 days with a new team member are the most expensive payroll you’ll ever pay. Every hour invested in onboarding is either building ROI or burning cash—there’s no middle ground.


The Hidden Cost of Failed Hires

Failed hires aren’t just about wasted salary—they include recruiting, training, and lost opportunity. Even worse, low performers drag down high-performing teams.

When onboarding goes wrong, you start over with less—less time, less money, and less morale. The fix? Treat onboarding like a system, not an afterthought.


The 90-Day Onboarding Framework

The solution is simple but powerful: a structured 90-day plan. This plan clearly defines:

  • Expectations for the role
  • What success looks like
  • Key initiatives and milestones
  • Check-in points (2-week, 30-day, 60-day, 90-day)

It gives every hire a roadmap from day one and keeps them aligned, even in fast-moving, high-change environments.


Why It Works (Even in Startups)

In agile or startup environments, roles evolve quickly—but your expectations shouldn’t. The 90-day plan acts as an anchor when priorities shift, giving hires clarity on how to succeed no matter the chaos.

Even when roles change, the foundation—autonomy, accountability, and ownership—remains constant.


How to Write Your 90-Day Plan

If you can’t define a new hire’s first 90 days, you’re not ready to hire. Before onboarding, founders should:

  • Clarify why the role exists and what success means.
  • Document core deliverables and behavioral expectations.
  • Build in regular reviews and adjust based on outcomes.

This forces leadership clarity and ensures alignment between the company vision and individual performance.


The Payoff

When you get it right:

  • Every hire adds value faster.
  • Performance issues surface early.
  • Teams operate with focus, confidence, and speed.

Instead of resetting with every failed hire, your company compounds success. Each 90-day plan becomes a launchpad for growth—and a filter for finding your next A-players.


Final Thought: A 90-day onboarding plan isn’t bureaucracy—it’s leverage. Two hours of prep can save thousands in lost payroll and months of frustration. Set clear expectations, check in regularly, and watch your new hires thrive from day one.

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Ken Greeff

Co-Founder of Clipflow

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90 Day Playbook

A 90-day onboarding plan turns new hires into fast, high-performing contributors by defining clear goals, expectations, and check-ins from day one.

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