Non-linear Career Development

I’ve recently been asked several times, mainly by younger people in their 20s, what do I actually do for work, and how did I end up doing what I do?

Regular readers will know that career development is a topic I have commented on many times in past articles, either as a result of my coaching and consulting engagements, or in response to the current state of the world.

This month marks 10 years since I started working in the crypto and digital asset industry. While it’s not a full-time job, and I serve as a freelance consultant, it’s now the longest period of continuous “employment” I have had in a single role, sector or organisation. Not a bad gig for something that started out almost by accident – it certainly wasn’t part of a well-planned, linear and structured career path!

If I look back on my career, there is probably one constant factor – that at heart, I am an editor, and by and large, I have always worked in “content”, whether in traditional publishing, on-line data, or new media. My specific roles and the organisations I have worked for have been varied, but the output or format has been consistent.

After graduating in law in the early 1980s, I spent a stressful and frustrating few years as a paralegal in local government, helping people with housing difficulties or facing homelessness. Within 5 years, I was burned out, and needed a change.

So I retrained, and completed an evening class in journalism and sub-editing, run by a couple of senior editors from Fleet Street. However, my aspirations of working for glossy titles or cultural magazines came to nothing, as by this time I was probably too old to be hired as a trainee journalist or on a graduate program. Luckily, I spotted an ad for “legal editors”, and putting my formal qualification together with my recent night school learning meant I was exactly in the right place at the right time.

That initial foray into publishing took me from London, to Hong Kong, and then to Australia, and along the way I transitioned into financial services, market data, international roles, business development, product management and digital assets. And I still use my legal knowledge every day, and “content in context” (hence the name of this blog) is relevant to everything I do.

Fast forward to 2026, and here I am running a media company serving the crypto industry. (More on that next week).

Looking back, there was no master plan, or grand strategy. My curiosity just kept pulling me from one industry or one role to the next.

1. Law taught me how to think.
2. Publishing taught me how to communicate.
3. Capital markets taught me financial infrastructure.

And when I walked into a Bitcoin pitch night in Melbourne more than 10 years ago, I felt at home (which is perhaps a little weird when you think about the somewhat impersonal, anonymous and 100% on-line world of crypto).

I appreciate that my career path looks messy from the outside, and it’s not for everyone, but it all fits in the bigger picture.

I didn’t become a lawyer, but I use legal thinking every day.

I left traditional finance 15 years ago, but that background is largely the reason I ended up working in crypto and digital assets.

If you’ve had a non-linear career, you will probably recognise the following:

Every skill you have picked up, every industry you wandered into, and every unplanned detour has been accumulating in the background.

You don’t necessarily connect the dots looking forward, you only ever connect them looking back.

But in the end, it all fits in the bigger picture.

Next week: My 10 Years in Crypto

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My thanks to Simian Giria for helping to initiate this topic.

Severance….

My recent blog on Unstructured Hours has generated a fair amount of interest, especially on LinkedIn (where, contrary to popular belief, people still go to talk about career development and work/life balance). One former colleague I spoke to expressed some relief at having been made redundant, because they wouldn’t have to join any more early morning or late night conference calls (at least, not until the next corporate gig….).

Is it possible to separate “work” from “life”? (image sourced from IMDB)

The continued debate about “getting back to the office” suggests that employers are having to bribe and coerce staff to turn up in person. It reminds me of the 1980s, working in London, when some firms were offering free breakfast to ensure employees came in early. It was also a time when Friday drinks took on a social and cultural significance all of their own (until the lawsuits started rolling in).

When thinking about the desire to establish boundaries between our work hours and our non-work hours, I can’t help think about the TV series, “Severance”. Leaving aside the science fiction narrative, the basic premise is that it is possible to hermetically seal our working hours from the rest of our lives.

The irony is that when in the office, the staff of “Severance” are often (and inevitably) thinking about their “outies” (their external, outside selves from whose memory they are “detached” for 8 hours a day). And when outside, they may reflect upon their office “self” (and ponder on what type of work they actually do – I think we’d all like to know that!).

While some logistical considerations have been factored in (like, knowing whom to phone when taking sick leave), this hard delineation means that it must be very difficult to schedule your external social life, or attend to other personal tasks such as on-line banking, home shopping, booking holidays or the myriad of other needs we navigate during our working hours. (Again, I’m reminded of the 1980s, when we were allowed 15 minutes a week to go to the bank!)

On the hand, the ability to disconnect completely when you walk out of the office and leave your work behind you feels very appealing!

Next week: The Five Ws of Journalism

 

 

Unstructured Hours

Since I left my last corporate role more than 10 years ago, I have not had a full-time, permanent job; instead, I have worked as a freelance, independent consultant and contractor, for a variety of organisations, and in multiple roles. I’ve not had a “regular” 9 to 5, Monday to Friday job, so it’s meant some adjustments and compromises: I don’t get a regular salary, or sick leave, or holiday pay, or employer pension contributions; but I have flexibility as to where/when/how I work, who I work for, and what projects I take on.

Talking to a business associate recently, who is in a similar position, he defined his current status as “unstructured hours”. I think this applies to my own situation, and it made me think that more and more people are in the same boat, but for different reasons.

First, the gig economy has flourished in the last 10 to 15 years (a trend that began well before ride share and food delivery services came along), with the growth of tech-based freelance work in the software industry and creative services, thanks to on-line market places and accessible productivity tools. So, people are less likely to have fixed hours.

Second, the pandemic and associated lock downs revealed a significant divide between those who are able to work from home (WFH), and those who can’t. For those employees who continue to WFH, the separation of work and non-working hours has become increasingly blurred, with the proliferation of remote working and accompanying tech that means we are “always on”. Add to this the global nature of remote working (and “work from anywhere” policies) it means that even different time zones are no longer a barrier to cross-border employment and collaboration.

On the other hand, WFH has meant that some employees have become more efficient and/or productive, especially when commuting time is reduced. More companies are experimenting with remote working, hybrid working (a mix of WFH and on-site), and even a shorter working week. Parkinson’s law states that a given task expands to fill the time available – something that can become pervasive with enforced on-site office hours, so if employees are effectively choosing the hours they work, they may be incentivised to work smarter, and free up their time for other pursuits.

Third, for employees who still need to attend their place of work to perform their duties in person (health care, hospitality, retail, logistics, manufacturing etc.) many of them work shifts, which in itself requires some significant restructuring of daily and weekly routines, albeit not totally “unstructured” hours. And given our voracious appetite for on-line shopping, all-day deliveries, and access to 24/7 services, shift workers are having to respond to employer demands for a flexible and on-demand workforce.

Fourth, the “always on” phenomena means that it’s easy to erode the boundaries between work and personal life, with the consequence that we are now seeing the introduction of “Right to Disconnect” legislation. This will require careful navigation. What about employees who are required to be on call, even if they are not on site? How will this legislation be reflected in client contracts and service level agreements, especially when there may be penalty clauses and similar provisions? Who determines what is “reasonable”?

When I was in corporate roles, there were always requirements for weekend and over night travel, early morning and late night conference calls, lengthy overseas business trips, and deadlines outside the 9 to 5 routine. Even early on in my career, working in the public sector, I was required to attend evening council meetings and public events. So perhaps I’ve always experienced an element of unstructured hours?

Achieving and maintaining a work-life balance means setting time-based boundaries, managing expectations with clients, and above all, prioritising tasks and projects. It also means establishing routines, so that when we are “off”, we don’t feel any guilt.

Finally, the notion of working within “unstructured hours” may become second nature as more and more people embark on portfolio careers. The ability to juggle multiple roles, as well as remaining flexible to changing demands on our time, will be a prerequisite for anyone working outside the “traditional” 38 hours a week schedule.

Next week: Triennial? Could try harder!

The Grey Ceiling

Last week I blogged about ageing rockers and the growing number of septua- and octo-genarian musicians still touring and recording. Perhaps they never got The Who‘s memo about hoping to die before they get too old? Anyway, it’s enough to make you think  Jethro Tull should update the lyrics to their 1970’s song….

Over in the world of sport, it seems ageism is still a thing. At the Australian Tennis Open in January this year, there was much media commentary (even surprise, disbelief and incredulity) that a 43-year old player reached the men’s doubles final, and had the temerity to win. In doing so, he become the oldest Grand Slam winner, and oldest to achieve a #1 ranking. Goodness knows what those same sports writers will make of a 41-year cricket player becoming the first fast bowler to claim 700 Test wickets.

Meanwhile, the US Presidential election looks like it will be fought out between an increasingly frail 81-year old incumbent, and an erratic 77-year old challenger, who has the audacity to say his adversary is not fit to stand on grounds of age and cognitive impairment. (To say that this contest will be far from elegant or dignified is an understatement!)

However, very few of us ever get to run for President – but most of us will experience something akin to the Grey Ceiling. We will reach a point in our working life when we are considered too old for promotion, or too old to hire, or too old to be retrained, or too old to be kept on.

In some roles and industries, there are compulsory retirement ages. And I get that.

What I can’t understand is the notion that just because someone is in their 50s or 60s, they are on the scrap heap of their career. The last time I was made redundant from a corporate role in a multinational organization, I had just turned 50. I can’t prove anything (because that would be age discrimination), but I had sense that it was “easier” for the company to let me go than a younger colleague: I had no dependencies, I hadn’t quite reached the full entitlement of long service leave, and I was not an expat so there were no relocation costs to consider.

At one job interview following that redundancy, the interviewer had the audacity to suggest that due to my age, experience and seniority, I would be less likely to “get my hands dirty” with day-to-day business operations and commercial decisions, and more likely to sit back and “direct traffic”. There was also a suggestion that I would be less willing/able to adapt to new technology, giving the overall impression he thought at my age, I was simply looking for an easy life.

Thanks to such attitudes which I also encountered elsewhere, I am glad I went to work as a freelance consultant and contractor with smaller businesses, start ups, owners and founders, and also in the cutting-edge technology of blockchain, crypto and digital assets – I have learned so much more in the past 10 years than I probably did in the previous 20 years of my career.

One thing I definitely don’t miss from corporate life is office politics!

And if neither ageing rock stars, nor 40-year old sports people at the peak of their careers, inspire you in your own journey (or as you hit the Grey Ceiling), perhaps some of the stories in The Guardian’s “Life After 60” series will inspire you.

Next week: Unstructured Hours