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Tech & Innovation·October 24, 2026·1 min read

Cancel Dropbox and get 20TB of cloud storage for life for a one-time payment

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A 20TB "lifetime" encrypted storage offer is classic customer acquisition arbitrage — front-loaded cash in exchange for long-term infra obligations. If you run subscription products, this is a reminder to model the true cost of lifetime deals carefully and to use them surgically, not as a default growth lever.

Tech & Innovation

A veteran tech investor says 'doom and gloom' over the AI boom is overblown, even though it has shades of the dot-com bubble

Comparing AI to dot-com but calling the industry "healthier" is a reminder that capital is still willing to fund long-duration tech bets — just with more scrutiny on cash flow and unit economics than 1999. Treat this as permission to keep building, not to ignore discipline: runway, gross margin, and real adoption still decide who survives the eventual repricing.

Tech & Innovation

I held senior roles at Bank of America and EY. At 56, I can't find a job, and it led to a bit of a midlife crisis.

A 56-year-old cybersecurity executive struggling for years to re-enter the workforce is a data point on how senior talent is getting filtered out as companies chase "AI-native" profiles. If you’re building in security or infra, this is an arbitrage opportunity — pair underutilized veteran operators with younger AI-fluent staff and you get resilience plus speed.