Hightail, formerly YouSendIt, provides file-sharing and storage services with emphasis on version control and compatibility with Microsoft products such as SharePoint and Outlook. The company is nine years old and is led by CEO Brad Garlinghouse. Hightail says it has been capital‑aware, growing revenues and costs in lockstep and avoiding large burn. It currently employs about 230 people and plans to expand headcount in the months ahead. With the new capital the company intends to expand its reach in the enterprise market and grow internationally. Hightail positions itself against competitors like Dropbox and Box by offering more distinct access controls and tighter Microsoft integration. YouSendIt offers a cloud-based file-sharing service that lets users send and receive files and folders up to 2 gigabytes by sharing hosted links. The company operates a freemium model and reports strong monetization, with over 215,000 paid users on plans starting at $9.99 per month and 300,000 new registered users each month. YouSendIt has pursued enterprise adoption through Outlook integration and various certifications. It closed a $15 million Series D led by Adams Street Partners, with Emergence Capital, Sigma Partners, and Alloy Ventures participating. Robin Murray of Adams Street will join the company’s board as an observer. The company plans to use some of the funding for acquisitions and to boost growth and market share. YouSendIt previously raised a $14 million Series C in July 2008 and has raised over $53 million to date; it recently named former Netflix VP of Finance Renee Budig as CFO. YouSendIt provides a service to send and receive large files via email. It offers a free basic service allowing files up to 100 megabytes and plugins for Microsoft Outlook, Adobe Photoshop, and other applications. The company targets consumers and corporations but focuses on small businesses and independent professionals who need to send large files. YouSendIt says it has 7 million users and is growing by 200,000 users per month. Competitors include Pando, which is more consumer-focused and uses peer-to-peer technology. The company is based in Campbell, Calif., and recently raised $14 million in a third round of funding after a $10 million second round last year.

Total raised

$63M

Funding rounds

3

Latest round

Series E

Latest activity

Nov 2013