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How Retirement Coaching helps

Retirement is no longer a fixed endpoint — it’s a fluid chapter. Many people discover new freedoms, but also big questions:​​

  • Who am I without my role?

  • What gives me purpose and energy?

  • How do I stay connected?        

  • How do I avoid drifting — or overloading myself?

  • What possibilities haven’t I thought of yet?​​​​

I'll help you work through these thoughtfully and practically, so you can shape a life that feels right for you.

Retirement Coaching

Designing your next chapter

Create a next chapter you love

Stepping out of full-time work “as you currently know it” is one of the biggest life transitions you make.

 

For many people, it’s less about “retiring” and more about redefining who they are, what matters, and how they want to live this next chapter.​

Coaching gives you the space to explore what you want life beyond work to look like — one that feels meaningful, energising, and completely your own.

 

This isn’t about stepping back. It’s about creating a life you don’t want to retire from.

Retirement coaching helps you explore what matters most, clarify your next chapter, and create a life that feels meaningful, energising, and truly your own.

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What we explore

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Together, we look at the bigger picture of your life and uncover what matters most, including:

  • Identity beyond work​

  • Your values, strengths, preferences

  • Possibilities and new directions

  • Purpose, connection and meaning

  • A flexible, evolving life plan

  • Practical readiness.

We then take time to consider what fits you best, combining the art of possibility with the realities of life.

What you'll gain

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Clarity about who you want to be in this next life stage

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Confidence to navigate the emotional and practical sides of leaving work

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A renewed sense of direction and purpose

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A menu of meaningful options

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An energising plan for your next chapter

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Better alignment between your time, energy and values

Who it's for

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This coaching is for people who may be retiring — or simply redefining how they work and live:

  • Those preparing to step away from full-time work and wanting to do so intentionally

  • Those who have recently retired and feel a little untethered or unsure

  • People excited about what’s next, but wanting help shaping it

  • People looking for meaning and structure beyond full-time work

  • Anyone ready to shift from ending a career to beginning a new life chapter.

How it works

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Three 1:1 sessions

60-90 minutes each

in person (Sydney) or online

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Guided exploration

You’ll receive tools and guided exercises between sessions

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You set the pace

We work at your pace — with curiosity, creativity and depth

My approach

Warm, direct, and practical, I bring over 20 years’ experience as an accredited executive and career coach, with deep expertise in transitions, identity, meaning-making, and personal development.

My role isn’t to tell you what retirement "should" look like — it’s to help you design a life that feels energising, meaningful, and truly your own.

Jill Livesey Career Coach with 20 years' experience

What my clients say

I have had many coaches during my career but none of them compare to Jill. She works with you to identify your future aspirations and delves to see what is currently holding you back. Rather than simply being theoretical, Jill is meticulous in supporting you to tailor practical changes and solutions, helping you to gain clarity of thought. She is second to none.

Executive Manager, Financial Services

Explore your next step

If you’d like to find out whether coaching could be a good fit, I offer a complimentary 30-minute discovery chat a relaxed, no-obligation conversation where you can ask questions and explore what kind of support might be most helpful.

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