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Microsoft Outlook (not to be confused with Outlook Express) is an enterprise grade e-mail client. It is primarily intended for use with Microsoft Exchange Server. It was available as both a stand-alone product and as part of Microsoft Office.
Borland Sidekick is a DOS based PIM (Personal Information Manager) and one of the first widely-used TSR (terminate and stay resident) programs. The key feature of Sidekick was that one could use Sidekick's utilities while using most other MS-DOS applications. This was important because MS-DOS had no built-in multi-tasking or task switching capabilities.