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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.

Sailboat with heart, representing how Jill Livesey's retirement coaching helps you create a meaningful next chapter

What we explore

Hot air balloon representing how retirement coaching helps you explore what matters most

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

Green tick indicating retirement coaching benefit

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

Green tick indicating retirement coaching benefit

Confidence to navigate the emotional and practical sides of leaving work

Green tick indicating retirement coaching benefit

A renewed sense of direction and purpose

Green tick indicating retirement coaching benefit

A menu of meaningful options

Green tick indicating retirement coaching benefit

An energising plan for your next chapter

Green tick indicating retirement coaching benefit

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

Two speech bubbles, representing how Jill Livesey's retirement coaching includes one-on-one sessions

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

Options icon indicating how you set the pace for your retirement coaching with Jill Livesey

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

Working with Jill during my transition from full-time work into retirement has been one of the best investments I’ve made in myself. I wasn’t just stepping away from a career - I was trying to figure out what this next stage of life was supposed to look and feel like.

 

Jill helped me create structure and routine again, but in a way that felt positive and exciting rather than restrictive. Her guidance gave me clarity, confidence, and a real sense of purpose as I adjusted to a completely different pace of life.
 
What I appreciated most was her professionalism combined with her genuinely caring approach. She listened without judgment, asked the right questions, and helped me focus on how to flourish in this next chapter rather than fear it.

 

I now feel more balanced, motivated, and optimistic about the future. I’m incredibly grateful for Jill’s support and would highly recommend her to anyone navigating a major life transition — L.M, Waverley

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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