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Hightail, formerly YouSendIt, is a cloud service that lets users send and receive digitally sign and synchronize files. YouSendIt.com and YouSendIt Inc. were founded in 2004; the company renamed itself Hightail in 2013.
The company's early focus was on helping users send files that were too large for email; it started adding features and plug-ins for businesses in 2007. The service grew quickly, and the firm raised $49 million in funding between 2005 and 2010. The service can now be used via the web, a desktop client, mobile devices, or from within business applications using a Hightail plugin.
In May 2015, the company launched Hightail Spaces, designed to encourage creative professionals from conception of an idea to delivery.
In 2018, Hightail was acquired by OpenText.