004 - Cyber Monday Had An Outage

Cyber Monday is supposed to be the biggest sales day of the year — unless the platform you rely on goes dark.

In Episode 004 of Logging In, Techie and Luna unpack a global Shopify outage that locked small businesses out of their own stores during Cyber Monday, while corporate messaging and scheduled posts carried on like nothing was wrong. From stalled checkouts and inaccessible admin panels to stock dips and quiet PR responses, the outage becomes a case study in how fragile “always-on” systems really are.

The conversation expands into a broader concern about automation making high-stakes decisions without human flexibility. From AI-assisted judging in Olympic figure skating to insurance claims, hiring systems, and algorithm-driven approvals, the episode questions what gets lost when precision replaces judgment and numbers override nuance. When systems decide outcomes at scale, who’s accountable — and who gets left behind?

Plus, a Water Cooler break covering global headlines, culture, and why modern systems seem optimized for efficiency, not empathy.

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