Running daily applications from a USB drive poses challenges primarily due to the Windows registry, which many non-portable applications rely on for settings and configurations. Portable apps can function from USB drives, but popular software like MS Office lacks portable versions. Alternatives such as OpenOffice are suggested for those seeking portable office solutions. Security concerns also arise with USB drives, leading many companies to restrict their use on corporate desktops. While technically feasible to install Windows applications on USB drives, performance issues and licensing complexities complicate the process. Comparatively, Linux applications are generally more portable due to the absence of a registry, allowing them to run directly from removable drives. Discussions highlight the potential for creating programs that manage registry entries dynamically, although this raises security risks. Overall, the conversation emphasizes the limitations of Windows applications in terms of portability and the advantages of using portable apps.