Lemons and Pineapples

Episode 2: How to Have Courageous Conversations with Telana Simpson

July 19, 2024 Emma O'Brien Season 2 Episode 2
Episode 2: How to Have Courageous Conversations with Telana Simpson
Lemons and Pineapples
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Lemons and Pineapples
Episode 2: How to Have Courageous Conversations with Telana Simpson
Jul 19, 2024 Season 2 Episode 2
Emma O'Brien

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Have you ever put off instigating a difficult conversation with your boss or partner? Can you relate to feeling terrified at the prospect of tackling a tough chat that needs to be had?

We’ve all been there, but, often the most challenging of chats can lead to incredible positive change making effective communication an essential skill to develop.

In this episode my guest, Telana Simpson, a Courage Coach, shares powerful strategies to help you approach the conversations that scare you, with courage and intention.

If there’s an issue that you need to address with someone in your life that you’ve been procrastinating on, this episode is for you.

Episode highlights:

  • How Telana reframes difficult conversations into courageous ones
  • The essential mindset shift you need to confidently approach communication when you’re fearful
  • The role self-esteem plays in effective communication
  • Conditional vs unconditional esteem
  • Listening to and being guided by your emotions
  • How to prepare yourself for a courageous conversation
  • Why your intention for a conversation matters more than anything
  • Creating a powerful inner foundation for improving your relationships


Listen to this episode with a notebook and pen handy; there’s a wealth of valuable strategies in this episode which will be game-changing for you.

Download Telana’s guide: 7 Top Tips for Courageous Conversations here

Visit Telana’s website: www.innercoaching.co.za 

Connect with Telana on Instagram @telanasimpson    

If you've got big goals, but you're totally stuck about where to start, I invite you to book a complimentary strategy call with me here.

We'll uncover what's holding you back from the goals you want to achieve and you'll leave the call with actionable steps to get you moving in the right direction.

For the tea on me, how I work, who I coach and the packages I offer, please visit my website - www.emmaobriencoach.com

You can also connect with me on Instagram @emmaobriencoach where I share an abundance of tools, strategies and brilliant content, you might also see the occasional dog.

Check out two of my FREE online workshops:

My 7 Step Formula for Getting Unstuck

4 Ways to Stop Procrastination in its Tracks

Show Notes

Send us a text

Have you ever put off instigating a difficult conversation with your boss or partner? Can you relate to feeling terrified at the prospect of tackling a tough chat that needs to be had?

We’ve all been there, but, often the most challenging of chats can lead to incredible positive change making effective communication an essential skill to develop.

In this episode my guest, Telana Simpson, a Courage Coach, shares powerful strategies to help you approach the conversations that scare you, with courage and intention.

If there’s an issue that you need to address with someone in your life that you’ve been procrastinating on, this episode is for you.

Episode highlights:

  • How Telana reframes difficult conversations into courageous ones
  • The essential mindset shift you need to confidently approach communication when you’re fearful
  • The role self-esteem plays in effective communication
  • Conditional vs unconditional esteem
  • Listening to and being guided by your emotions
  • How to prepare yourself for a courageous conversation
  • Why your intention for a conversation matters more than anything
  • Creating a powerful inner foundation for improving your relationships


Listen to this episode with a notebook and pen handy; there’s a wealth of valuable strategies in this episode which will be game-changing for you.

Download Telana’s guide: 7 Top Tips for Courageous Conversations here

Visit Telana’s website: www.innercoaching.co.za 

Connect with Telana on Instagram @telanasimpson    

If you've got big goals, but you're totally stuck about where to start, I invite you to book a complimentary strategy call with me here.

We'll uncover what's holding you back from the goals you want to achieve and you'll leave the call with actionable steps to get you moving in the right direction.

For the tea on me, how I work, who I coach and the packages I offer, please visit my website - www.emmaobriencoach.com

You can also connect with me on Instagram @emmaobriencoach where I share an abundance of tools, strategies and brilliant content, you might also see the occasional dog.

Check out two of my FREE online workshops:

My 7 Step Formula for Getting Unstuck

4 Ways to Stop Procrastination in its Tracks