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

My husband wants to sell our $1.5 million home and invest the proceeds. But this is where we raised our kids — and I can’t bear to leave.

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This tension between financial optimization and emotional attachment is the same trade executives face when exiting legacy products or offices. The lesson isn’t ‘always optimize’ — it’s to make the non-financial constraints explicit so you’re not pretending a sentimental decision is a purely economic one.

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.