A tech blogger known as Enderman explored how an artificial intelligence chatbot, ChatGPT, approached the challenge of producing usable activation keys for the Windows 95 operating system. The discussion emerged through reporting centered on practical experiments and observed outcomes rather than formal endorsements. The insights were highlighted in coverage by Tom’s Hardware.
When pressed for specifics, Enderman chose not to disclose direct steps or the full methodology publicly. Instead, he framed the problem in a way that allowed ChatGPT to respond within a controlled set of constraints. The experiment showed that generating a working Windows 95 key is comparatively less difficult than producing keys for many contemporary Microsoft systems, but even so, the results varied widely. The episode underscored the evolving capabilities and current gaps in AI-assisted credential generation, drawing attention to the reliability and safety considerations involved in such tasks.
To guide the chatbot, Enderman described a verbal formula intended to kickstart the production process. From this approach, the blogger obtained 30 distinct key variations. He then proceeded to test each one in a controlled environment. The testing revealed that only a single key out of the thirty actually activated the system in a simulated setup. This outcome suggested that while the AI could propose candidate keys, their validity remained highly uncertain and contingent on the specific licensing checks in place at the time of activation.
In a practical scenario, attempting to activate a fresh installation of Windows 95 within a virtual machine demonstrated that one functioning key could enable a full official setup in that environment. Enderman noted that the limitations of ChatGPT included difficulty in consistently collecting numeric data and handling divisibility logic in a way that would reliably generate valid, legally authorized keys. These observations highlight the current boundaries of AI tools when dealing with legacy software activation mechanisms and the need for careful handling of software licensing compliance in any experimental context.
Meanwhile, industry discourse has continued to note that Microsoft is reportedly advancing into newer computing horizons, including discussions around the Windows 12 operating system backed by an upgraded AI-based CorePC platform. This broader narrative frames the evolving role of artificial intelligence in operating system design and system activation workflows, as reflected in ongoing tech journalism and official announcements in the sector [Tom’s Hardware].