The Snake That Ate Its Own Tail - Jobseeker Basics VI

Greg Wyatt • November 11, 2025

What follows is Chapter 10 in A Career Breakdown Kit.

 

There’s a certain irony in its title. You see, while the word is ancient, mythological and philosophical, its meaning is grounded in the everyday.


Though a job search in this market may feel ambiguous and new, you undoubtably have everyday skills you can apply straight away.


A cycle that continues when those non-linear and new skills you gain in a job search might just become everyday in your next job:


10 – Ouroborous pt 1


The ancient symbol of a snake that perpetually eats its own tail.


It’s the notion things never disappear. They change and are reborn.


In the same way, some of the constructive activities you do at work can support being out of work, while the skills you’ve learnt in a job search can be used to enhance work.


Everything feeds into itself in a way that can improve your odds at work and when unemployed.


Use your business skills in your job search


‘I do that at work, but I never thought to do that for myself,’ said a talent acquisition copywriter when he was between projects.


I’d told him to promote himself on LinkedIn using his copywriting skills and make himself a product with features and benefits.


While starting a job search for the first time seems alien, you already have skills you can effectively use to improve your odds straight away.


  • If you're in marketing, form a marketing strategy where you are the product. Go integrated appropriate multichannel.
  • If you are in sales, sell yourself. Talk to people, network, build relationships, doorknock, and pitch.
  • If you are a project manager, set a clear strategy with correct documentation and plan-do-check-act. Use your methodology.


We all have skills that can apply to a job search. While it may feel an alien skill to have to learn, you aren't starting from scratch.


What skills benefit your work most? How might you adapt them into looking for work?


An annual career MOT to check what you are doing reflects your values and aspirations.


Which if you haven’t done at least at the start of your job search, you should do now.


Redundancy can often be an opportunity to try something brand new, without baggage.


It breaks the inertia of your career, one where you are pulled forward by the needs of your employer and job, as much as by what you think you want.


Loyalty and hard work are mostly a good thing, yet can work against you if you make all those small compromises required to fit in.


At some point down the line, who you want to be diverges so much from who you are at work that it becomes a crisis that needs resolving.


This disconnect between your ideals and your career trajectory should be identified much earlier.


In the same way your boss will do an annual review, you should too.


Look at all the points that make up your needs and your aspirations in your career, as life invariably changes in the background:


  • Working arrangements and commute
  • Salary and overall compensation
  • How the culture at work reflects your values as a person
  • How the future looks there compared to where you want to be
  • What your nearest and dearest thinks about your happiness at work


That last point is something I hear from time to time - our emotions are often better reflected by those around us than we can judge for ourselves.


The danger of not doing this is that, when you do find yourself out of work, you don’t take advantage of this break in career inertia.


If you go for the same jobs that were holding you back, will you be fulfilled?


Identity work is important, whether you are unemployed or employed.


Sometimes you just need money to pay the bills - that’s fine, as long as you do it intentionally.


Keep your career breakdown kit ready at all times


The first thing many people do when they find themselves out of work is update their CV.


Quite hard to do it meaningfully, when you have six years of experience to unpick. Often it’s easier to only add your job description in.


Why not update your CV with every notable achievement (supported by numbers), every change in context and job title?


And your LinkedIn profile.


Don’t worry about length. This is a personal master CV you can refer back to at any point and is the bible of your career. These achievements also serve as reminders for interviews.


It’s no coincidence this book is called what it is. Readiness is better than reaction.


‘But I don’t want to be seen to be looking for work when I’m not!’


Which leads me to:


Apply skills from a job search to enhance your work


I’d wager many long-term job seekers who are keen to learn will have developed networking, interviewing and even content writing skills when out of work.


Why not apply the same skills in and for work?


  • Instead of writing posts, messages and comments to support looking for work, write the same to support your job. What subjects can you write about that support the work you do?
  • Network with peers and thought leaders. Gain and share ideas - how wouldn’t this help you in your work?
  • Interviews are business meetings, where you put your best foot forward while trying to gain objective information about whether you should take action. A useful skill in any context.


These are all qualities that can enhance what you do at work. Better yet, should the worst happen again, you’re already ahead of the game in the next job search.


Next week’s article is called Through-the-Line, it’s the culmination of all the strategic elements unique to your individual job search, and will help you access all jobs available to you.



By Greg Wyatt • October 27, 2026
I've had a couple of conversations with job seekers recently where their common sense has contradicted their professional knowledge. It's so easy to do when there's such a huge volume of information out there that seems to paint a picture. Such as the recently redistributed ragebait about a hiring manager rejected by his own ATS for having the wrong keyword - from a burner account on reddit which has since been banned. It matters not that this story is patently anti-fact, because now its out in the wild. It's the kind of 'insight' job seekers start to believe, such as these two. One a senior HR practitioner who was instantly rejected alongside a shortlist, all presented by an agency. The assumption being it must be AI - though I believe it's more likely someone clicked a mass-reject button at the other end, based on my research of ATS use. I'd love to look inside that black box to see what actually happened, to hear what ATS they used, to look at the track record of hiring decisions from the employer, because anything else is assumption. The second was more pernicious. A Talent Acquisition Manager, those who legend say deploy AI to mass reject candidates. He and his team had their roles made redundant. They all had significant experience implementing, configuring and managing ATSs. All were starting to believe the auto-rejection narrative, despite actually knowing how they work. These are both examples of mental heuristics - rules of thumb - where we try to fathom complex problems with the minimum of energy. Understandable given how draining a job search is. Yet, here's the rub, the longer a job search, the more likely you are to believe apocryphal nonsense - because of the continuous ragebait exposure favoured by social media, and an unfathomable job search. It's where what feels like common sense, yet you must push against it, because counterintuition, and the courage of your first convictions, might be your best tool in your job search tool kit. The truth remains more grim than automation designed to reduce adminsitrative burden - human decision making vs too high a volume of candidates, many of whom use AI to optimise their search. The same humans corrupted by overwork, cynicism, corporate solipsism, naivety, laziness, poor capability or simply a system stacked against them. 24 - Counterintuitive Here's a common journey many people take when a job search that proves tougher than expected: steps that might actually move you further away from your goal and make you part of the problem. Career grief Pick yourself up and decide this could actually be an opportunity for a new start Update CV with most recent job Hit the job boards and contact agencies Pleasant surprise that there’s more out there than you thought Apply, apply, apply Many of these jobs prove: closed, fake, ghosts, scams Not getting much traction, agencies aren’t replying Maybe you’re being too picky Widen the net: more senior, less senior, different industries, roles that use transferable skills Realise you need to customise, but that’s becoming really hard with the volume you’re applying to. ChatGPT? How else can you automate? With all these applications, there must be a reason I’m not getting through. What’s this about the ATS? Is AI really blocking me? The worst-case scenario here are those upsetting posts we read about people applying to 2,000 jobs and not even getting an interview. I expect many people will read these posts and worry they are on the same path. Some may even defer to that possibly Einstein quote, “Doing the same thing over and over and expecting a different outcome is the definition of madness.” And as a result they stop applying to jobs and try other measures instead. A TV analogy to illustrate your job search If you were selling a £300 TV who would you sell it to? Possibly too ambiguous a question. First-hand, second-hand? What features does it have? Who should be the buyers for this type of £300 product? Is there any point targeting people who want £1,000 TVs? What about £10,000? What about people who want £300 monitors, not TVs? It’s impossible to know without starting out on the right strategy: Define the product Research the market of ideal customers Set the right price point Sell where the customers will buy from But if things aren’t going well, you shouldn’t simply broaden your horizons and increase your sales approach across demographics that will never buy from you. Instead, you re-evaluate these first principles to make sure you have the right product, for the right people, at the right price point, sold in the right places, with the right message. So, yes there is iteration to do, but it’s your input that needs changing first to generate the output. You shouldn’t only change the steps you take. You might know your TV works perfectly well as a monitor, indeed better, because of its specs. However, if you're marketing a monitor to TV buyers, how well will that go? The problem here is one of definition. Who is your product actually for, and do they understand why yours is a contender? You shouldn't assume they can see your monitor qualities - show them. You might argue that the £1,000 budget holder could benefit from your transferable skills - same size TV, same resolution, pumps out sound, in colour. But if they want OLED when you offer LCD, or if they want a 100w speaker, while yours offers 30w, it’s likely to be a non-starter. Can you show how your 'features' apply for their demands? Do your features actually apply? What if instead you sold at a discount, with your additional features at the same cost as the competition? The difference between people and products is that products won’t change their mind. If an employer doesn’t need the features you offer that are enhanced, these can be seen as a risk, not a benefit. Does this mean you should stay in your lane? Yes and no. It means first you need to understand how your lane reflects the race you are in - your specific jobs marketplace. You should clearly understand what you need and what you offer, while balancing what the market offers and the other good people interested in those offers. But if you apply for vacancies in a domain where you can’t show the applicability of your offering. Or if you apply for vacancies that are too junior or senior, without a clear argument for the specific benefit that employer will have in hiring you. Then you will compete against candidates who have direct skills and experience. These are typically more aligned to the needs of that vacancy. Worse, you become part of the problem, taking oxygen away from more suited candidates who deserve fair consideration - without improving your own odds. It’s unfortunately a simple truth that if everyone didn’t apply for vacancies they weren’t suitably qualified for - everyone’s experience would be better. This may seem to blame you, but consider the opportunity cost, with time and energy better spent on other activities - which might even just be taking a break. I say this from a place of compassion, not criticism. Think about that TV analogy above - when you search for TVs on Amazon, how quickly do you filter out products you will never buy? Do those products make it harder to identify what you do need? I'd wager the answer is always Yes. Why not try that as an exercise now? Write down what you need from a TV, then try and find it without any bias towards brands. Rather than compromise to spread your bets, keep going back to first principles and make sure these are both fit for purpose and clearly communicated. Rather than hope others will see your transferable skills will apply, or your higher level of experience will help - show them how and why it matters. If you can’t, spend your energy on better activity. As for that Einsteinish quote further up. This is only true when the matters outside of your control don’t change. Those steps at the top are a common sense approach to a job search that involves systemic dysfunction, terrible job adverts, overburdened hiring processes, discrimination of all sorts and the simple disaster of too many qualified candidates for too few jobs. Matters which we have no control over. In the changing and mercurial nature of your jobs market, its potential to improve suddenly may be the only change you need to get the job you want. Such as the job seeker I spoke to, who went from 0 interviews from few applications, to having to turn down interviews and choose between multiple offers. Debbie said that she refocused on her expertise, and why it mattered, using that to inform what she applied for and how she communicated. Points in her control, with a changing market that helped. 
By Greg Wyatt • October 22, 2026
The other day I read a LinkedIn post about the iron triangle as it relates to recruitment. That you can be fast and good, but it will be expensive. That you can be fast and cheap, and it will be bobbins. Or that you can be cheap and good, but it will take longer than the heat death of the universe. At first glance it’s always made sense, with caveats, though that sense has been ablated with the promise of AI. Something that promises to be quicker, cheaper and better than people can manage. The only thing this triangle lacks is judgement-with-responsibility, something AI-style LLMs are currently incapable of, which is why they can be such problematic technology for recruitment. Though if your priority is speed, saving money, and filling jobs, the lack of judgement in even those algorithms that promise black box bias freedom might not be a problem you’d think much about. And when the top is spinning in an elegant way this might seem a standardisation you can apply everywhere, while you get on with your day job. Sadly the only place a spinning top doesn’t stop is when you were dreaming all along. AI has made me think about why the fundamentals of recruitment are so important, using judgement before we launch our projects. Which is why I like the 5Cs of project management as a way to look at recruitment: complexity, criticality, compliance, culture, compassion. With an adaptation and an additional C to be fit for purpose. It’s a great way to consider what approach to deploy: Complexity: the number of moving parts in a role, supply and demand in the candidate market, resources required to engage and bring forward the right people Criticality: the impact a vacancy has on the organisation. The opportunity a great hire brings. The damage the wrong hire can cause. And everything in between Channels: we go where the candidates are, whether at the end a headhunt, from an advert, from sourcing across LinkedIn Recruiter/equivalent tools, CV Databases, ATS records, other platforms, internal applicants, suppliers, consultants, temps, networking, referrals or even from a little black book, which I suspect will become more relevant again when data becomes noise Compliance: not just employment law, but how technology is used to find, engage and assess candidates in a fair, equitable and inclusive way Context: the full picture of the company – its organisational and local cultures, principles and values, mission, vision, goals, challenges and trajectory. The nuts and bolts, what that means for your candidates, and trying to understand the same in them Compassion: recognition of the impact a vacancy has on the employer and its team, balanced with how everyone can be brought together. And compassion for everyone that interacts with our recruitment, in process or invisibly Yes, I swapped context for culture. Hiring for context necessarily includes culture, and goes much further. And I've added Channels, which should always be established before going to market. I like these because they’re a way to ensure that how you recruit is proportionate and appropriate. They may even highlight you shouldn’t hire at all. But what you shouldn’t do is assume one recruitment process is the same as the next, nor that the investment made in reaching desired outcomes should be. What may seem expensive to you might bring an unexpected return on investment. What seems slow at the outset might bring a starter quicker than hoped – proper planning and all that. What seems good quality might fall apart, when the promises prove inadequate. That’s why it’s so important to diagnose first, before standardising. Greg p.s. You're welcome to try my free Hiring Diagnostic & Plan . It's not based on the 6Cs, which I think require more depth than a free tool can reasonably provide. Instead, it draws on principles from other disciplines: True and Fair from accounting, and Suitable and Sufficient from health and safety. It's free and private. Give it a go, and let me know if you'd like to chat through how the 6Cs might apply to your recruitment and enhance the resul