Single and Not Settling

56. The Skill Every Single Woman Needs!


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What if the biggest thing holding you back in dating isn't finding the right person... but trusting yourself?


After sharing the story of "Mr Singapore" in last week's episode, I realised there was a deeper conversation to have. One that goes beyond dating and into the relationship we have with ourselves.


Self-trust isn't something we're born with. It's something we build.


But what happens when life experiences, criticism, or constantly second guessing yourself have made it difficult to believe in your own decisions?


In this episode, I'm exploring why so many women struggle to trust themselves, how that shows up in dating and everyday life, and practical ways to start rebuilding that trust—one small promise at a time.


We'll also dive into some reflective questions to help you uncover where your self doubt may have begun, so you can move forward with greater confidence and clarity.

In this episode, we discuss:

  • Why self-trust is one of the most valuable skills you can develop.
  • How childhood experiences and past relationships can shape your decision-making.
  • The difference between intuition and overthinking.
  • Practical ways to build self-trust through everyday actions.
  • Why keeping promises to yourself creates confidence and momentum.
  • How trusting yourself can change the way you date, set boundaries and make decisions.

Because the goal isn't to become someone who never questions herself.


It's to become a woman who trusts herself enough to move forward anyway.


If this episode resonates with you, I'd love for you to leave a review, share it with a friend, or tag me on Instagram. Your support helps more women discover the podcast and reminds them that being single isn't a waiting room—it's an opportunity to build a life you truly love!


Connect with Vanessa Maree and share your favourite takeaway from this episode ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@vanessamaree_wingwoman⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Follow the podcast page ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@singleandnotsettling.podcast⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

For collaborations or interviews email [email protected] - I love would love to hear from you!

Download a copy of the FREE eBook "The Empowered Single Woman" ⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠⁠ to transform your beliefs about dating and find the love you deserve.

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Single and Not SettlingBy Vanessa Maree