UK IT Channel News | IT Channel Oxygen
  • News
  • Topics
    • Vendor
    • Distributor
    • Partner
    • Indepth
    • Sustainability
    • M&A
    • People Moves
    • AI
    • Tech trends
  • Sustainability
  • About Us
  • Partner with us
Members
Must-Know Distributors
Oxygen 250
No Result
View All Result
  • News
  • Topics
    • Vendor
    • Distributor
    • Partner
    • Indepth
    • Sustainability
    • M&A
    • People Moves
    • AI
    • Tech trends
  • Sustainability
  • About Us
  • Partner with us
No Result
View All Result
UK IT Channel News | IT Channel Oxygen
No Result
View All Result
Home AI

My AI job search failed – here’s what didn’t

David Kress on what his job hunt taught him about AI vs human experience

David Kress by David Kress
25 June 2025
in AI, Careers & Skills, What The Experts Say
David Kress

David Kress

Share on LinkedinShare on Twitter

A few months ago I found myself unexpectedly looking for a new role. It was the first time in well over a decade that my next move was not designed by me, on my terms, and on a mutual timeline.  Alongside all the other big emotions flooding my body, it was scary. Uncertainty and change, and being called on to use long unused skills is hard.

The post-AI world of employment is different. AI is ubiquitous in job searches, recruitment, screening and hiring process. So naturally I spent the first few days using Google’s Gemini, Teal, and other tools to help update my CV (and boy did it need some work); to create custom versions for different roles; to draft cover letters which may or may not be read by a computer or a human.  

Several different prompts provided conflicting advice about how to structure the CV –  how long should it be, font size, etc.  Some of the AI drafted cover letters were good, a few were great and sounded like me, but most were rubbish. I could research the role and company in seconds using Gemini. 

I had tab after tab of Google’s NotebookLM open to optimise and prep. The algorithms for LinkedIn and others matched my skills to jobs daily, even if many were not at all what I would consider a match. I was quickly starting to get bogged down with all of the choices, all of the research, all of the suggestions. 

So I took an afternoon off to clear my mind.

During that afternoon I called a few friends to chat.  Not to ask about jobs or leads or introductions, but just to catch up and improve my mental health. And each conversation contained something that absolutely none of the AI interactions did – empathy. And not just empathy, but a genuine desire from those I called to offer me support.  To point me to a company who was growing. To offer an intro to a headhunter. To review my CV from their point of view. To take me out for a pint of beer.

In those few hours of calls I recognised a world I had known but slightly forgotten  – one where relationships are more important than transactions. The next day I closed all the tabs.  I grabbed an empty notebook and a pen, and I started contacting people who I admired and respected. I sent my CV to a few of the best TA people I know and received some clear and compelling feedback.  I contacted people I had known for decades. I reached out to people I had never met, but had always wanted to. In a week I had filled the notebook and my diary with calls, coffees, lunches and a few pints.  I tried to bring something to the conversation, not just show up with an ask.  I probably missed on that more than I wanted, but nearly everyone was happy to reconnect.  

The conversations also elicited feedback, not all of which was easy to hear. One friend shared that he felt I only reached out when I needed something. It surprised me. The journey to connect more deeply comes with a load of human emotions, assumptions and conceptions.  He felt that way for a reason, and if I wanted to build on our friendship,I had to address it with him. I couldn’t prompt-engineer a summary of our past interactions to rebut him. I couldn’t direct AI to adjust the tone of my response. I couldn’t query an LLM to infer the reason for his comment. I had to rely on human to human interaction – a conversation. I had to figure out in my own head how best to receive feedback and process it. The learning is in the struggle.

In the end, after a few weeks of using my phone more than I had in the previous year, I was generally happier and feeling better. I also had a handful of opportunities in flight, most of which were not posted anywhere. They came from a series of conversations originated by people. From thoughts and ideas shared, vocalised, and debated. Of course I continued to use AI to customise my CV, research the company, prep for interviews, etc. But in the end, it was a truly human experience where the human network trumped the neural network. It’s an experience that will sit with me deeply, even as I continue to sell services to companies to help them accelerate AI adoption (the irony is not lost on me).  

If you are one of the hundreds of people who answered my call, gave me encouragement, shared an idea or contact, challenged my ideas, or just lent me an ear – THANK YOU! I am trying to be more intentional about protecting the time to connect. With a certainty I’ve rarely experienced, I believe that as our use of AI increases, the desire and need for authentic human connection will also increase. 

Relationships will become more salient than they are today (maybe the Rolodex will come back in style?). Our desire to engage with an actual human to share real emotions will be fundamental to keep us grounded and healthy. I’m looking forward to a future where my AI agent automatically schedules catch up calls with people I haven’t spoken to in a while!

Author’s Note – this entire article was written by me; the title was generated by Gemini.

David Kress
David Kress
+ postsBio

David Kress has been building high growth, and high performing Cloud & Data consultancies in the UK for close to a decade.  He is currently leading growth in the region for Pythian, which recently acquired local firm Rittman-Mead.

  • David Kress
    #molongui-disabled-link
    GenAI – what’s really going on in the UK market?
  • David Kress
    #molongui-disabled-link
    Why we took an audacious decision on Microsoft Copilot
Previous Post

‘We’re in the middle of it’, TD Synnex CEO says of PC refresh amid Q2 bonanza

Next Post

World’s largest audio-visual integrator, AVI-SPL, swaps owners

Related Posts

Nebula-The Channel Recruiter montage
Careers & Skills

‘We’re doubling up’ – The Channel Recruiter leaps into contractor space

14 July 2025
Gemma Telford, SheHer
Marketing

I’m seeing a big shift to partners and ecosystems. Here’s why

10 July 2025
Darryl Whiteman, e92plus
Partner Content

How e92spark will help you stand out from the giants

9 July 2025
Raymond Ma, Alibaba Cloud
AI

Alibaba Cloud lobs $60m at partners

7 July 2025
Hege Store, Advania
AI

Advania makes good on AI acquisition pledge, wants to become an ‘AI services provider’

3 July 2025
Ian Thomas, Sapphire
Cybersecurity

The top cyber-threats of 2025, and how to combat them

2 July 2025
Louise Mahrra, Marketing Director at CloudInteract
Marketing

Why marketers eyeing authenticity must be all ears

26 June 2025
Is the channel jobs market finally ‘waking up’? Recruiters disagree
Careers & Skills

Is the channel jobs market finally ‘waking up’? Recruiters disagree

23 June 2025
Next Post
World’s largest audio-visual integrator, AVI-SPL, swaps owners

World’s largest audio-visual integrator, AVI-SPL, swaps owners

Follow Us

Oxygen 250 2025: UK’s top 250 resellers and MSPs unveiled
Market data

Oxygen 250 2025: UK’s top 250 resellers and MSPs unveiled

by Oxygen staff
22 January 2025
0

Collective sales exceeded £29bn, but who was crowned number one?

Read moreDetails

IT Channel Oxygen keeps you informed on the UK IT channel and its sustainable transformation. Learn more

  • About
  • Our Team
  • Partner with us
  • Privacy Policy
  • Terms & Conditions
  • News
  • Cookie Policy (UK)

© 2025 IT Channel Oxygen

Manage Cookie Consent
To provide the best experiences, we use technologies like cookies to store and/or access device information. Consenting to these technologies will allow us to process data such as browsing behaviour or unique IDs on this site. Not consenting or withdrawing consent, may adversely affect certain features and functions.
Functional Always active
The technical storage or access is strictly necessary for the legitimate purpose of enabling the use of a specific service explicitly requested by the subscriber or user, or for the sole purpose of carrying out the transmission of a communication over an electronic communications network.
Preferences
The technical storage or access is necessary for the legitimate purpose of storing preferences that are not requested by the subscriber or user.
Statistics
The technical storage or access that is used exclusively for statistical purposes. The technical storage or access that is used exclusively for anonymous statistical purposes. Without a subpoena, voluntary compliance on the part of your Internet Service Provider, or additional records from a third party, information stored or retrieved for this purpose alone cannot usually be used to identify you.
Marketing
The technical storage or access is required to create user profiles to send advertising, or to track the user on a website or across several websites for similar marketing purposes.
Manage options Manage services Manage {vendor_count} vendors Read more about these purposes
View preferences
{title} {title} {title}
No Result
View All Result
  • Oxygen 250
  • Must-Know Distributors
  • Member area
  • KOcycle Zone
  • Big Interview
  • News
  • Indepth
  • About
  • Partner with us

© 2025 IT Channel Oxygen