Software licensing has moved through distinct eras — from on-premise perpetual licences and the early application service provider (ASP) model, through the rise of SaaS and entitlement management, to today’s usage- and outcome-based approaches driven by AI. This topic covers the origin story of cloud-based licensing, the shifts that turned licensing logic from a one-time engineering decision into a continuously evolving business capability, and the lessons two decades of monetization history hold for software companies navigating the current pace of change.
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