How to Make Choices You Won’t Regret

Woman journalling while sitting outdoors in a park

Life transitions come with big choices: career moves, lifestyle changes or personal decisions. Overwhelm is normal. But decision-making doesn’t have to be paralysing.

Decision-Making Framework

  1. Clarify Values

    What truly matters to you? Write your top 5 values.

  2. Evaluate Options

    How does each choice align with your values?

  3. Assess Risk vs Reward

    What’s the realistic worst-case scenario?

  4. Trust Yourself 

    Past successes show you can navigate uncertainty.


Practical Exercises

  • Values Match:

    Rate each life option from 1–5 on alignment with your values.

  • Scenario Visualisation:

    Close your eyes and picture each path 6 months in. How does it feel emotionally?

  • Decision Journal:

    Track decisions and reflect weekly on outcomes and lessons.


Mini Case Study - Real Life Transformation

A client faced a career crossroads, unsure whether to leave a secure job. Using values clarification and scenario visualisation, she realised her top priority was creative fulfilment. With confidence, she transitioned gradually into a new role that reflected her values, while maintaining security.


Decision-making can feel safer with guidance. Coaching provides a structured, personalised approach to choosing your next step with confidence.


Sharon Evans

Sharon Evans is the heart behind Freewheeling Kiwi — adventurer, storyteller, and coach. Based in New Zealand, she believes that real growth happens outside comfort zones. Having walked the full length of Te Araroa, trekked to Everest Base Camp and numerous other adventures, she now shares the lessons she’s learned from life, travel, and nature.

Through her writing, coaching, and guided group trips, Sharon guides others to find courage, reconnect with themselves, and travel in a way that’s adventurous, grounded, and deeply meaningful.

https://www.freewheelingkiwi.com/my-story
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Tiny Actions That Create Momentum in Major Life Changes

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Why We Get Stuck and How to Move Forward