Lead To Grow podcast

The Onboarding Problem Nearly Every Manager Gets Wrong

14/09/2026
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Have you ever hired someone who seemed great on paper, only to find yourself questioning the decision a few weeks into the job?


Before deciding that a new hire isn't right for the role, Tommy Sim asks a more uncomfortable question: Have they failed the role, or have they failed your onboarding?


In this episode of Lead to Grow, Tommy explores why good people can look average when the onboarding process is unclear. From vague expectations and inconsistent training to poor feedback and the classic “sink or swim” approach, he breaks down what managers can do to give new hires a genuine chance to succeed while getting much clearer evidence of their performance.


You'll learn how to turn onboarding from an information dump into a practical process built around observable outcomes, context, practice, feedback and repetition.


Because strong onboarding doesn't lower your standards. It makes accountability cleaner.


In This Episode

  • Why good people can look like bad hires

  • The difference between role competency and contextual competency

  • Why “sink or swim” isn't a high-performance strategy

  • How to define what a new hire actually needs to demonstrate

  • Why onboarding should work backwards from the evidence you need

  • Teaching the context behind your business, not just the tasks

  • The importance of identifying your “enemy customer”

  • How simulations and role-play can build confidence before real stakes

  • Using AI role-play to help new hires practise

  • Why shadowing without a clear lens isn't enough

  • Building feedback into the onboarding rhythm

  • How inconsistent training from different team members creates confusion

  • Tommy's five-part ramp-up test

  • How better onboarding helps managers identify poor fits faster

  • Why investing time upfront can save much more time later


Chapters

00:00 The Onboarding Problem Nearly Every Manager Has

02:26 Why “Sink or Swim” Isn't a High-Performance Strategy

04:49 Stop Teaching Information and Start Building Evidence

07:16 Teach the Context Behind Performance

09:43 Build Practice Loops, Not Just Exposure

12:10 Use the Ramp-Up Test Before You Decide Someone Is Wrong

14:34 What Speed Did You Actually Build for Them?


About Lead to Grow

Lead to Grow explores the people's principles behind high-performing businesses. Hosted by Tommy Sim, the podcast focuses on leadership, performance, culture and 

decision-making, with practical insights leaders can apply immediately.

New episodes are released regularly.

Follow the show on Apple Podcasts and Spotify, or subscribe on YouTube for future episodes.

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