Skip to content
  • About
    • + 62 Micro Memoirs in 2025
    • + 12 Essays in 2024
    • + 26 Essays in 2017
    • + Essays: Mothers & Daughters
    • + Historical Posts
  • Alienated Grandparents
  • COVID-19
    • + Never Forget What They Did Podcast
  • Books
    • + Support My Writing
  • Portfolio
    • + Funding Case Study
  • Subscribe
    • + What I’m Doing Now
  • Donate
  • Contact

Copyright Diane Lee 2025 | Theme by ThemeinProgress | Proudly powered by WordPress

Diane LeeWord Wrangler & Law Student
  • About
    • + 62 Micro Memoirs in 2025
    • + 12 Essays in 2024
    • + 26 Essays in 2017
    • + Essays: Mothers & Daughters
    • + Historical Posts
  • Alienated Grandparents
  • COVID-19
    • + Never Forget What They Did Podcast
  • Books
    • + Support My Writing
  • Portfolio
    • + Funding Case Study
  • Subscribe
    • + What I’m Doing Now
  • Donate
  • Contact
I’m 52 years old and I’m planning my exit strategy. Let the adventure begin…
Life Article

The adventure begins – Freedom Road #1

On 18 August 2016 by Diane Lee

This post was originally posted on WFA.Life. The Freedom Road series documents my transition to a more freelance, less corporate working life.

The freedom to choose…

I’ve got a confession to make.

I’m 52 years old and I’m sick of working.

Actually, that’s not quite right.

I’m 52 years old and I’m sick of working for other people in a job. I’m sick of the 9-5 grind, the having to be at my workplace because someone has decided that “being there” constitutes productivity. I’m over being told what to work on and what to do by “leaders” whose only real claim to fame is they managed to land themselves in positions of authority…

While I don’t want a job, but I do need an income. And I like working. I’m definitely at the age and stage of life where I want to work on real stuff with real people to make a real difference. And I want the freedom to choose.

And that’s the dilemma I find myself in at the moment: how to earn an income without having a job. I know there are a gazillion books and websites and gurus that say start freelancing. Learn new, marketable skills. Build up your side gigs, while slowly cutting back on work. Move to Asia. Network. Register with [insert freelance site here] and build your freelance portfolio. Become a digital nomad.

I’m here to tell you that it’s not that easy. But I think—and hope and pray—it’s getting easier.

Newer, better tools

In my late thirties, I was quite entrepreneurial. I had a communications consultancy—I have an MA in Communications Management—and did a lot of writing and editing and (would you believe?) English language tuition for professional people. But it was hard work. And there was a lot of wooing involved. The tools to run and promote a business were in their infancy. Twitter was but a chick, MySpace was still a thing, and Facebook was a college coding project. Trello and Slack and Blab and Snapchat weren’t even (probably) possible back then.

I was doing better than ok as a communications consultant when my one big client (I know, I know… my eggs were in one basket) pulled the pin. Actually, it was a person who farmed a lot of work out to me… and he tragically died. Work dried up, the Global Financial Crisis hit and I found myself having to look for a job.

I ended up as a lecturer at TAFE—teaching marketing subjects—and I was happy there for a couple of years. The pay was great for the hours (not many!), but slowly, ever so slowly, I was drawn back into (more or less) full time work. It was not what I wanted to do… I always wanted to have diversified income streams, but it didn’t end up that way. I moved sideways into the public sector… and the apathy of a fortnightly paycheck.

It’s time

Fast forward to today and I have been in the public sector for seven years. I have even accrued long service leave. Am I happy? I can state with absolute, vehement passion: no.

While I have sometimes worked on interesting projects, I have to say that 60-80% of the time, I’m an under-utilised resource. Yes, I’m paid reasonably well, but I struggle with the political posturing, (mostly) poor leadership, (generally) dysfunctional cultures, and working on (too often) boring and mindless tasks for someone else’s agenda. What I struggle with the most, though, is how inauthentic and disingenuous and self-serving it all is. And how much of square peg in a round hole I am.

So I’m planning my exit strategy. Again.

And maybe moving to Asia on a part-time basis.

Let the adventure begin…

Photo by Visual Hunt. Used with permission.


Did this post resonate with you?

Collection 4: Working It Out of the Love & Other Brave Acts (Essays on Courage for Fearless and Fabulous Living) series is all about work, workplaces and organisational culture.If you liked this post, then you’ll love my collection of essays about work.

Part memoir, part analysis of workplace culture, I consider the world of work and the definition of career success. And anyone who has found themselves disillusioned about the progress of their career—and that’s a lot of us!—will relate to this book.

Grab your copy of Collection 4: Working is Out  from the Amazon Kindle Store for .99c.

(If you want even more value for money, you can now get all 6 books from the Love & Other Brave Acts series for $4.99. Just saying.)

You may also like

Simply the best things (about 2018)

When I’m done, I’m done (what I know for sure)

It’s never too late to be whoever you want to be (what I know for sure)

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Subscribe!
You know you want to.

(You'll get my 30 Things To Quit Before You're 50 ebook.)

Site tags

Asia Books Creativity Death Family Life Love Myanmar Self-awareness Social Commentary Travel Vietnam Work Yangon

Post archives

Support my writing!

Buy me a coffee

All my books

How do writers juggle creative writing and life? Find out in The Secret Lives of Writers!

The Secret Lives of Writers

Free ebook!

30 Things To Quit Before You're 50

Newish Book #1

How The Italian Broke My Heart - Diane Lee

Newish Book #2

The Narcissist's Playbook - Diane Lee

Newish Book #3

Vietnam: It Seemed Like A Good Idea At The Time

© Diane Lee 2025 | All rights reserved | Theme by ThemeinProgress | Proudly powered by WordPress

Like what you've read?
Join my mailing list so you never miss a post!
By subscribing, you agree with our privacy policy and our terms of service.
I use cookies on my website to give you the most relevant experience by remembering your preferences and repeat visits. By clicking “Accept”, you consent to the use of ALL the cookies.
Do not sell my personal information.
Cookie settingsACCEPT
Privacy & Cookies Policy

Privacy Overview

This website uses cookies to improve your experience while you navigate through the website. Out of these cookies, the cookies that are categorized as necessary are stored on your browser as they are essential for the working of basic functionalities of the website. We also use third-party cookies that help us analyze and understand how you use this website. These cookies will be stored in your browser only with your consent. You also have the option to opt-out of these cookies. But opting out of some of these cookies may have an effect on your browsing experience.
Necessary
Always Enabled
Necessary cookies are absolutely essential for the website to function properly. This category only includes cookies that ensures basic functionalities and security features of the website. These cookies do not store any personal information.
Non-necessary
Any cookies that may not be particularly necessary for the website to function and is used specifically to collect user personal data via analytics, ads, other embedded contents are termed as non-necessary cookies. It is mandatory to procure user consent prior to running these cookies on your website.
SAVE & ACCEPT