You've done the spreadsheets. The numbers work. On paper, you're ready.

But there's a moment - maybe it's a colleague's leaving drinks, maybe it's 11pm and you can't sleep, where the question changes shape. It stops being "will we have enough" and becomes something harder to say out loud: who am I, when I'm not this anymore?

You laugh it off when people ask what you'll do with your days. "Travel. Golf. Finally relax." But some nights, even you don't quite believe or know if that's the whole answer.

Perhaps it shows up in the quieter moments of your day.

  • Who am I now that work no longer defines me?

  • What am I actually going to do with my days?

  • Is it normal to have the money sorted and still feel completely unready?

  • Why does this feel more like losing something than gaining something?

  • If I'm not busy, what will I actually think about?

  • What if the version of "us" that worked for thirty years doesn't work for this next bit?

  • Will I become someone my kids manage, instead of someone they call for advice?

This is the part that no financial plan accounts for: the fear of losing the structure, the identity, the sense of purpose and the reason you get up in the morning, the belonging and being a part of something larger than yourself. If that's the feeling sitting underneath the spreadsheets, when you finally allow yourself to stop and think outside of the financial planning, then you're not imagining it. And you're not alone in it either. These are very feel and normal thoughts and concerns that we face as we stand on the threshold of retirement.

I’ve been coaching people into a fulfilling retirement for over 12 years. Like you, when faced with my own retirement, I realised that I had never taken the time to consider how I might feel and who I might become. Ultimately, this is what has led me to retirement coaching helping people to embrace their retirement with confidence and joy.

If any of this resonated, then I offer a free 15 minute no obligation phone call. Just an honest chat about how you feel about your retirement and how I might be able to help you.


Alternatively, you can also send me a text on 0409 116 766 or email me jon@64plus.com.au and we can discuss how I might be able to help you. Most people start with the free 15 minute call and from there, we book in a series of 6 coaching sessions.

Dr Jon Glass | Retirement Coach Sydney | Retirement Coach Australia
As I was approaching retirement I had many questions and uncertainties about what the future might look like. Jon helped me work through those challenges with patience, insight and encouragement. He assisted me in creating a realistic plan that now gives me confidence and direction, while also helping me see the many opportunities. It was the best investment I’ve made in planning for my retirement.
— David, Sydney 2026.
Retirement is a huge step. Working with Jon clarified my priorities and - most importantly - our sessions gave me confidence in approaching this major life transition. I wholeheartedly recommend Jon to anyone thinking about or struggling with the concept of retirement.
— Victoria, Sydney 2026.