Your First 90 Days with a New Staff Member

podcast Apr 22, 2026
tppb-320-your-first-days-with-a-new-staff-member
20:06
 

Hello and welcome to Episode 320 of The People Powered Business Podcast.

You've hired someone. Finally. After the job ads, the interviews, the back and forth, they said yes and they're starting Monday. The hard part is over, right?

Wrong. Almost half of every person you hire won't make it through their first twelve months. Not because they were the wrong person. Because nobody set them up to succeed.

I can't quite believe I've barely touched this topic in 320 episodes, because the first 90 days is the most important period of time in determining whether a hire works out, and most small business owners have no plan for it beyond "here's your login and good luck."

We treat onboarding like a box to tick when it's actually the foundation of the entire working relationship.

In this episode I'm pulling back the curtain on what actually happens in most small businesses during those first 90 days, why it quietly sets new hires up to fail, and what a proper 90-day plan looks like when you're not a corporate with an HR department. I'm also sharing the insight that stops most business owners in their tracks when I share it, because the underperformance conversations you're dreading? A lot of them trace directly back to a broken onboarding. You're fixing the wrong end of the problem.

In this episode we cover:

  • Why 46% of new hires don't make it through their first year, and what's really driving that number
  • The most common onboarding mistakes small business owners make (including the "fire hose" trap)
  • What a structured 90-day plan actually looks like across weeks, months and milestones
  • The single thing that kills good onboarding even when you start with good intentions
  • What to do if someone is already in their first 90 days and things feel off

 

If you've got someone starting soon and you want to make sure you nail their first 90 days, book a free 15-minute clarity call with me: https://calendly.com/kristyleebillett/chat 

 

Links & Resources:

💬 DM Kristy-Lee on Instagram @kristy.lee.billett and let me know if you have questions about employees or email me at [email protected] 

 

What this episode covers:

Nearly half of all new hires don't make it through their first twelve months, and in most small businesses, poor onboarding is the reason. This episode breaks down exactly what the first 90 days should look like for a new team member, why the typical small business approach quietly sets people up to fail, and how to build a simple structure that gives your new hire the best chance of becoming a long-term, high-performing member of your team.

 

Key insight from this episode:

Most underperformance conversations small business owners are having with staff can be traced back to a broken onboarding process. The problem didn't start when performance slipped, it started in the first few weeks, when the new hire was left to figure things out alone. Fixing the onboarding fixes the pipeline, and saves business owners from the harder conversations down the track.

 

What you'll take away:

  • How to build a simple 90-day onboarding plan that works for a small business without an HR department
  • The difference between a check-in conversation and a performance conversation — and why confusing them causes problems
  • How to structure the first week, first month, and first three months so your new hire becomes productive without burning out or disengaging
  • What to do if someone is already in their first 90 days and the onboarding has gone sideways
  • How probationary periods work and how to use them properly to protect your business

 

Frequently asked questions:

  • How long should onboarding last for a new employee in a small business? Onboarding should be treated as a minimum 90-day process, not a one-week event. The first week focuses on orientation and relationships. The first month builds role confidence through shadowing and small wins. Months two and three increase independence, establish clear expectations, and confirm whether the hire is the right long-term fit.
  • What is the biggest onboarding mistake small business owners make? The most common mistake is what's sometimes called "dump and run", overwhelming a new hire with information in week one, then disappearing because the business owner gets busy. The new hire feels abandoned, starts to disengage, and performance suffers. The owner then blames the hire, when the problem began with the onboarding.
  • What should a 30, 60, 90 day check-in include? A structured check-in at each milestone should cover three things: what's working well, what's still unclear or confusing, and what the new hire needs from you to do their job well. These are relationship and alignment conversations, not performance reviews.
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