In this, my business' 20th anniversary year, most people would usually be pausing to reflect on the highlights, achievements, legacy, etc of their work, and be making commitments about what they'll change/do in the next chapter.
And yes, I'm doing this in various places throughout 2025, but I also wanted to pause to reflect on just how f*cking awesome my reaching this milestone is (and not just because only 10% of all businesses make it this far).
You see, I've endured my share of challenges since I first registered with HMRC at the start of 2005. I've alluded to some them in brief in various podcasts and interviews I've featured in over the years (which is possibly why I'm repeatedly asked to guest on the topic of resilience - most recently as part of the Freelance Thrive and Freelance Sucks podcasts). But I thought it was maybe time to 'go in record' with all of the big hits - not to encourage you to break out the tiny violins for me, but as hopeful solidarity and encouragement for anyone else out there, who may be struggling with similar, that you can come out of the other side of it (eventually):
- When I started freelancing/became self-employed, as well as having no savings to speak of, no clients, and no leads, I was sole financial supporter of my family for 12 years. During this time, I had to earn enough to cover all the household bills and costs, family expenses (clothes, trips, entertainments, etc), as well as my own business' needs. And I also had to financially support and cover some of the costs in my now ex-wife's business that she started up, for 7 of those years.
- As a family, we were made homeless by flooding twice, and I had to make up some of costs of rebuilding our home both times, as the insurance wouldn't cover everything - managing the rebuilding of your home, trying to encourage and support your family (which included young children) as they bounce around various temporary accommodations, whilst also keeping your own business running, were 3 plates that I'm not sure I always managed to balance as well as I should have.
- I went through a divorce with my ex-wife that took a lot longer than my solicitor's experience said it should have - amongst other things connected with this, the process saw me disowned by my parents; lose my savings; and cede full ownership of the house I'd paid the full mortgage of. So at the age of 50, I started my life again with no house (other than the one I rent with my new wife); no savings; and no pension (many people who are self-employed of my generation have tended to buy their home as their pension fund).
- I've become the unpaid carer for 2 of my now adult children (likely lifelong), and another immediate family member (likely to be temporary) - and owing to how systems are designed (or not) for people like me, there's no support I'm able to access, nor am eligible to apply for, to support me in this role, nor them.
- My father has suffered through multiple sudden illnesses that technically should have killed him at least twice on each occasion, and he lives with my mum at the other end of the country to me - trying to keep all of the above progressing, whilst also taking time out to be with him and my mum as best I was able, meant that some of those plates I mentioned before probably weren't as balanced as well as they should have been.
- I've had several clinical procedures on one of my eyes to help me retain my sight in it (which also involved the wearing of eye patches, and not being able to read laptop or phone screens for several days at a time. But it did lead to an accidental discovery that I've always been missing part of my brain...).
- Following an unexpected ride in the back of an ambulance, I needed several years of treatments to help me resolve, and live with, skeletal issues (that were diagnosed just before my 40th birthday, and coincided with my celebrating my 10th year of being in business). As a result of these prolonged works on me, I'm able to move freely and without the need for painkillers on most days.
- I had surprise visit from police officers at 11pm one night, owing to unfounded allegations other people had made about me; and have had to break off client calls while working from home owing to neighbours (literally) kicking off at my family, on my doorstep.
- The CIC Regulator opened a file on me once, because I openly questioned them about why they were knowingly allowing the CIC form to force social enterprises adopting it to compromise some of their core defining values that otherwise identified them as such.
- There was a spell of about 5 years, when there was at least 1 client a year who was making official complaints about me (all of which were fully investigated by external bodies, and all of which fully exonerated me).
- I've been investigated by HMRC 3 times for suspected tax fraud (and fully cleared each time).
- Several people have written blogs attacking my professional reputation, standing, and credibility; and I've also been un-invited from speaking at conferences, after my book that challenges what everyone thinks they know and understand about imposter syndrome was published.
- My website has had to be taken down twice, owing to it becoming targeted in deliberate attacks by others.
- And I once had to write off a nearly £10,000 overdue invoice to a client that had accumulated over the course of a year - I was working with them on the basis that they were drawing funds from a grant making body to pay me, but they'd hit a temporary cash-flow hiccup as some Councils they were delivering contracts for were dragging their feet in paying them on time. I'd agreed they could use the cash that they'd received to pay me to temporarily plug this gap while I continued with the project, and then 'catch me up' with payments after said Councils cleared their overdue debts. Except those Councils never did pay up, and the enterprise went into administration.
And there's all the other typical challenge that most freelancers / sole traders contend with: ghosted by clients; late payment of invoices; tech explosions; falling ill; etc...
I've endured, navigated, and come through the other side (of the ones I was able to - some will remain with me for life), without access or recourse to sick pay, holiday pay, or any other employee assistance programme that I would otherwise been supported by were I salaried on a payroll. Being self-employed has meant I've had to find ways to deal with all of the above by myself, without help from anyone else.
I've written in the past about how I also find myself working in some vary 'dark places' with certain types of clients, (which I won't recant here, as they're usually to do with taboo subjects that most people find difficult to talk about, let alone ever want to actively acknowledge or think about). And as part of that blog post, how I deliberately try and bring some 'humour' to go some way to balance this (for both the people I work with who are living in/with those circumstances, as well as myself).
And the moral of the above (if there is one?) - however much you think things can't get any worse, the universe can always find a way of making it so... but if can hold your nerve and find ways to keep investing in your resilience, there's always a choice somewhere that can help you come out of the other side of it (and if you're lucky, in a way that doesn't include you having to lose any limbs/organs, or have things start to come to light when you next get a DBS check on yourself).