Dave Plummer critiques Windows 11, stating it has become more of an advertisement platform than a productivity tool. He suggests implementing a "Windows Expert" mode to disable unsolicited app recommendations, unify Settings and Control Panel, and set Windows Terminal as the default console with Winget for package management. Plummer emphasizes the need for improved privacy features, transparency in telemetry data, and stopping forced updates without user consent. He believes the operating system's current state undermines user trust, as it often promotes Microsoft's products rather than serving users effectively.