Choosing Bravely + Giving Yourself Permission with Heather Vickery
Choosing Bravery + Giving Yourself Permission with Heather Vickery

In today’s episode, I’m chatting to the fantastic Heather Vickery.

In this episode we’re really diving into what it means to give yourself permission, making more time for your creativity and choosing bravely, so if you need a good dollop of courage, this one’s for you!

During our conversation Heather shares her journey of being an entrepreneur for 23 years, her drive and passion for social justice and her experience of coming out to herself, her then-spouse and her wider friends and family.

We dive into what it means to live outside your comfort zone, the difference between goals and commitments and the work Heather has done about boundaries – and why they make her so giddy!

I love the conversation we had and the work Heather does with creatives to create more time and permission for their creative work. As a self-confessed type A, I can completely relate to the struggles of resisting systems and processes but also knowing I need them in order to do my best work, and I love Heather’s work around this.

This is a fantastically practical episode and if you struggle with giving yourself permission, staying stuck in your comfort zone or know that there’s a bit change you want to make, this episode is for you.

I absolutely loved chatting with Heather and am so excited about her recently launched podcast The Brave Files! I’m looking forward to chatting with Heather again as I’m going to be a guest on The Brave Files, and I can’t wait to share another one of our conversations!

You’re going to need a notepad and pen for this one!

Enjoy the show!


Heather Vickery is an award-winning entrepreneur, business owner, and transformational life and business coach and works with people to help build an authentic and meaningful life and design their own roadmap for balance and success.  A mother of four, Heather’s world turned upside down after a major life transformation and divorce, and suddenly, she had the freedom to be her most authentic self. She discovered that this same authenticity empowered her with the confidence she needed to repair, rebuild, and reach her life’s vision and goals. Today, Heather leverages her entrepreneurial skills and expertise to coach individuals towards greater personal and professional fulfillment.A strong believer in strengthening her community, Heather also serves as the school board president for The Children’s School and as Vice President on the Board of Directors for the About Face Theatre, Chicago’s premiere LGBTQ theatre. She is obsessed with Hamilton loves to travel.

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  • Heather shares her journey of being an entrepreneur for 23 years, her drive and passion for social justice and her experience of coming out to herself, her then-spouse and her wider friends and family.

  • The opportunities that open when we leave our planned path

  • How planning and systems can be helpful to creatives (despite how much we resist them!) and why multi-tasking is bullshit
  • Working from pain points instead of expectations



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Meg Kissack

I’m Meg and I’m the host of Couragemakers and founder of That Hummingbird Life. I’m an INFJ creative and multipassionate who has a bit of a notebook and post-it note obsession, loves foot-stomping country music and likes her hot chocolate with way too much chocolate.

I started Couragemakers because I wanted to create a platform for passionate and unconventional women to have honest conversations and to share their stories, struggles and dreams. The intention behind this podcast is to inspire and encourage creative and mission-driven women to live a wholehearted life and follow the beat of their drum.

When I’m not recording episodes, writing bullshit-free, very vulnerable and encouraging Sunday emails to fellow couragemakers (join the party here!) or making new friends with the wonderful guests, you can find me working on all manners of magic over at That Hummingbird Life. THL is the online home for unconventional creatives and multipassionates who want to show up unapologetically and intentionally as who they are, and really own, live and share their many stories. It’s made for couragemakers who have so much great shit to give the world and want to leave their mark but have too much self doubt standing in the way!

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