The Framework for Difficult Conversations, Built by an Employment Lawyer

podcast Sep 09, 2026
People Powered Business
The Framework for Difficult Conversations, Built by an Employment Lawyer
26:15
 

Hello and welcome to Episode 340 of The People Powered Business Podcast.

You know the conversation. It's been sitting on your list for weeks, maybe longer. You've rehearsed it in the shower, in the car, at 3am when you should be asleep, and every day you don't have it, you tell yourself tomorrow. If that's you right now, this episode was made for you.

I keep coming back to this topic because it's the one thing I see stopping business owners more than anything else. Not a lack of skill, not a lack of care, just the simple fact that nobody ever taught us how to have a hard conversation with someone on our team. We learn how to run the business, sell the thing, manage the money, and then we're expected to just know how to tell someone their work isn't good enough, without any training at all.

Today I'm talking with Jennifer Bicknell, an employment lawyer who's spent over a decade running her own firm and now spends most of her time teaching people how to have exactly this kind of conversation before it turns into something that needs a lawyer. She's identified the three real reasons people avoid these conversations, and she walks through a simple framework she calls the six Ws, something you can genuinely run through in about five minutes before you pick up the phone or walk into the room. My favourite part of this chat is her point about what you're actually teaching your team every time you let something slide. It changed how I think about the small stuff I let go.

 

In this episode we cover:

  • The three real reasons people avoid difficult conversations, and how to work out which one is driving you
  • A simple five-minute framework for planning a conversation so you walk in with confidence instead of dread
  • Why naming the outcome you want before you open your mouth changes the entire conversation
  • What you're silently teaching your team every time you let something go unaddressed
  • How to reframe a hard conversation as an opportunity instead of something to survive

 

Links & Resources:

To connect with Jennifer:

Website: https://jenniferbicknell.com.au/about/ 

Newsletter: https://jenniferbicknell.com.au/jens-workplace-news-2-0/ 

LinkedIn: https://www.linkedin.com/in/jennifer-bicknell-lawyer-coach-speaker/ 

 

 To connect with Kristy-Lee:

💬 DM Kristy-Lee on Instagram @kristy.lee.billett

Connect with me on LinkedIn: https://www.linkedin.com/in/kristyleebillett/ 

Email me at [email protected] 

Book a 15-minute clarity call: https://calendly.com/kristyleebillett/chat 

 

What this episode covers

This episode breaks down why business owners avoid difficult conversations with their team, and gives a practical, repeatable framework for having them well. Employment lawyer Jennifer Bicknell shares the three underlying reasons people stay silent on issues that need addressing, and a simple planning tool for approaching any hard conversation with clarity instead of anxiety. It's built for business owners who lead a team and want to deal with issues early, before they escalate into something more serious.

 

Key insight from this episode

Every time a leader lets a problem go unaddressed, they are teaching their team that the behaviour is acceptable. Silence is not neutral. It's a message, and the longer an issue goes unaddressed, the more disproportionate the eventual reaction tends to be, which damages trust more than raising the issue early ever would.

 

What you'll take away

  • Identify which of the three core reasons (not knowing what to say, wanting to be liked, or fear) is driving your own avoidance of a specific conversation
  • Use a simple framework to plan a difficult conversation in under five minutes
  • Name the outcome you want before starting a conversation, so the discussion stays focused
  • Recognise the cost of letting small issues slide, and why early conversations are easier than delayed ones
  • Approach team conversations as a tool for building trust and performance, rather than something to be feared
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