Former Microsoft engineer Dave Plummer discussed the company's shift from paid upgrades to a Windows as a Service model, highlighting the challenges faced after the success of Windows 7 and the disappointing reception of Windows 8. He noted that Microsoft made Windows 10 available as a free upgrade for users of Windows 7, 8, and 8.1, which allowed the company to gather valuable telemetry data while introducing users to subscription services. However, the telemetry raised privacy concerns among users, as it included advertising and upsell mechanisms. Plummer expressed a desire for a version of Windows Pro without telemetry and advertising, indicating he would pay for such a product. He also mentioned that the transition to a service model helped address piracy by offering free upgrades to users with non-genuine copies of Windows.