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You can't maintain software forever. WannaCry exploited organizations that refused to upgrade from XP. If licensing cost truly become this big an issue, looking at open source solutions really need to be embraced by more organizations.
With so much software having web interfaces these days, a Linux distribution configured like a kiosk, which takes you directly to a web browser, could be a viable solution to long term support.
Unfortunately with WannaCry, a lot of hospitals use expensive Windows native apps for order entry. However if that software starts moving to web interfaces and per-user instead of per-seat licensing, it could be worth the cost to reduce the attack vector.