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Wang Freestyle is an "annotation" program that operates by making screen shots of DOS applications, to which the user may then add hand-written notes using a stylus or add a voice recording with a telephone-like handset. It features a Macintosh-like desktop that displays the annotated documents graphically on a proprietary high resolution monitor, and integrates a form of mail and fax.
Windows Personal Librarian is a CD database application for Microsoft Windows 2. It installs fine in a VM, but seems to need some additional configuration after that, but there are no instructions. This is likely a "client" tool meant only to display databases created elsewhere.
WinWay Resume is a tool that assists people in creating professional looking resumes. It features an interview and salary negotiation simulator.
WinZip is an archive utility for Microsoft Windows that creates and extracts ZIP files, along with a degree of support for MS Cabinet (cab), ISO, JAR, TAR, and GZipped files.
WinMail is a mailing list manager for Microsoft Windows 3.x. It includes support for Microsoft Word.