Digital Life

Kefyn Judson
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Looking at Digital through an Analogue lens Welcome to Digital Life. This is a pragmatic look at the reality of driving artificial intelligence out of the technology conversation and into the daily habits of a workforce. Right now, the internet is flooded with AI hype, boardroom ambition, and scattered experimentation. This space is dedicated to the opposite - looking at digital transformation through an analogue lens. It is about focusing on the human mechanics of moving organisations from AI curiosity to organisation-wide confidence, building safe habits, and pivoting to real business value - hint: it is not about the tech.

Episodes

  1. Oct 5

    Life at the Frontier: AI Won't Fail. Your Operating Model Will.

    Got something to say to this podcast? Send a voicemail, and you might hear yourself on the next episode! Most organisations will get far less value out of artificial intelligence than they anticipate - and the technology won't be to blame. In this episode, we explore why enterprise AI journeys inevitably stall when treated merely as software rollouts, and break down the three distinct stages of adoption: experimenting with tool licences, digitising existing workflows, and the crucial step of redesigning the operating model. Drawing on real-world advisory experience across large enterprises, we examine why true value sits in restructuring how work gets done, modernising risk assurance, and building operational scaffolding strong enough to support autonomous intelligence. Transcript from my Substack article: Life at the Frontier: AI Won't Fail. Your Operating Model Will.

    Life at the Frontier: AI Won't Fail. Your Operating Model Will.

  2. Aug 21

    Agency in the Automation Age: Leading the Transition

    Got something to say to this podcast? Send a voicemail, and you might hear yourself on the next episode! As embedded artificial intelligence accelerates, organisations face a defining fork in the road: do we design for machine-first automation or human-first augmentation? In this episode, we examine how general-purpose technology shifts disrupt craft, professions, and career paths - from software engineering to early-career graduates. Drawing parallels to earlier industrial pivots, we explore why leaders must look beyond bottom-line automation, retain human agency, and intentionally build operating models grounded in human flourishing. Transcript from my Substack article: Agency in the Automation Age: Leading the Transition

    Agency in the Automation Age: Leading the Transition

  3. Aug 15

    The Agency Handover

    Got something to say to this podcast? Send a voicemail, and you might hear yourself on the next episode! The easy phase of the artificial intelligence boom is coming to an end. As businesses move from asking chatbots questions to letting autonomous agents act on their behalf, a critical question emerges: how do we safely hand over human agency? In this episode, we unpack why the real bottleneck in AI adoption is no longer technical capability, but trust - and how governance, guardrails, and operating models transform from compliance overhead into true innovation accelerators. Transcript from my Substack article: The Agency Handover.

    The Agency Handover

  4. Jul 13

    The AI Token Circus: Why We Need More Than a One-Trick Pony

    Got something to say to this podcast? Send a voicemail, and you might hear yourself on the next episode! Are we mistaking the sideshow for the main event? In this episode, we unpack why the feverish race around massive models and token-based pricing is overlooking what enterprises actually need to succeed. Drawing on lessons from previous general-purpose technologies, like the cloud, and mobile data, we explore how AI must transition from an attention-grabbing novelty into quiet, reliable, and invisible infrastructure woven directly into day-to-day business operations. Transcript from my Substack article: The AI Token Circus: Why We Need More Than a One-Trick Pony.

    The AI Token Circus: Why We Need More Than a One-Trick Pony
  • 4 Episodes

About

Looking at Digital through an Analogue lens Welcome to Digital Life. This is a pragmatic look at the reality of driving artificial intelligence out of the technology conversation and into the daily habits of a workforce. Right now, the internet is flooded with AI hype, boardroom ambition, and scattered experimentation. This space is dedicated to the opposite - looking at digital transformation through an analogue lens. It is about focusing on the human mechanics of moving organisations from AI curiosity to organisation-wide confidence, building safe habits, and pivoting to real business value - hint: it is not about the tech.

Information

  • Creator
    Kefyn Judson
  • Episodes
    4
  • Rating
    Clean
  • Copyright
    © Kefyn Judson 2026
  • Show Website
    Digital Life