|Slogan||Simple, private sharing.|
|Launched||November 6, 2007|
Drop.io was an online file sharing service. It allowed users to quickly create "drops", which could contain files of any type, and could be accessed via the internet, e-mail, phone, fax, and widgets. The service did not require users to sign up for an account, and each drop was private unless the creator chose to share it. Drop.io was named one of TIME Magazine's 50 Best Websites of 2009, and CNET Webware 100.
On October 29, 2010, Drop.io announced that the company had been purchased by Facebook and that the service would be shutting down. Sam Lessin, one of the site's founders, would be moving to Facebook. As of 15 December 2010[update], the site is no longer active; the blog is also down, as of November 2011. In August 2014 Lessin announced he was leaving Facebook, and would be taking some time off before starting something new.
Drop.io was founded by Sam Lessin and Darshan Somashekar in August 2007. The company's offices were originally located in Manhattan, New York City; it moved to the "DUMBO" neighborhood of Brooklyn in 2008.
In November 2007, Drop.io completed a $1.2 million Series A round of financing led by RRE Ventures to support the company's development efforts and infrastructure growth. In March 2008, the company closed $2.7 million in series A-1 financing led by New York venture capital firms DFJ Gotham and RRE Ventures.
On June 10, Drop.io and Scribd, announced a partnership  to offer rich conversion and viewing within private "drops", in an attempt to make it easier for people to share private information online. As of 2008, users can find Drop.io on a number of social networking sites, including: Facebook and Twitter.
Between March 2007 and November 2008, drop.io released a series of feature improvements to their platform including 'inputs' and 'outputs' via various interfaces like phone and fax, a Twitter 'subscription' mode, and a Firefox plugin that allows users to 'drag and drop' files into new or existing 'drops'
In September 2008, drop.io released a very simple API which allows other applications to use drop.io's file sharing ability in their own applications. Several early applications were built, including usend.io (a simple file transfer app like senduit or yousendit). Ars Technica appears to have built the first fully operational third party application on the API.
In November 2008, drop.io announced having moved 100% into 'the cloud' having switched away from all owned and rented physical hardware/servers and claimed to be the largest 100% in the cloud application in the world.
Also in November 2008, drop.io released a major design overhaul which completely changed the front end of the product, but maintained the core service.
In December 2008, drop.io was one of the first services to release a Facebook Connect integration, which allowed users to publish updates of any sort made to any drop directly to their Facebook feed 
In January 2009, drop.io launched a professional product extension called drop.io manager  which allowed users to create templates to pre-customize and brand drops, as well as get detailed reporting about how their drops are being used.
Between February 2009 and May 2009, drop.io started integrating real-time features into its file sharing backbone using XMPP. This initially included chat functionality and real-time streaming of files, but expanded in May to include a web-presentation mode.
Drop.io's free product offered 100 megabytes of storage. Users could upgrade to 25 gigabytes of storage for an annual fee. Drop.io additionally offered a business and education-oriented service called Manager, which aimed to replace FTP systems for file sharing.
- Sam Lessin, CEO
- Christine Hunsicker, COO
- Steven Greenwood, VP of Business Development
- Jacob Robbins, Head of Development
- Lee Azzarello, Systems Architect
- Fisher, Adam (2009-08-24). "drop.io - 50 Best Websites 2009". TIME. Retrieved 2010-10-14.
- "Webware 100 winner: Dropio | Webware100 - CNET". News.cnet.com. 2009-05-19. Retrieved 2010-10-14.
- "Facebook Acquires Simple File-sharing Service Drop.io".
- "Key Facebook product management executive decides to quit". Big News Network.com. 15 August 2014. Retrieved 15 August 2014.
- SXSW web finalists
- Drop.io Adds Scribd’s iPaper For Smoother File Browsing
- Portfolio: praise to the open web and harvard
- Drop.io: Drag and Drop
- Mashable: Drop.io Releases Drag-and-Drop Magic for Firefox 3 Users
- LifeHacker: Drop.io makes sharing files dead simple
- arstechnica on drop.io's digital switchboard api
- download squad send files fast with usend.io
- lifehacker usend.io makes semi-big file sharing ludicrously simple
- alley insider, why take your startup all cloud
- CNET Drop.io gets prettier, easier
- dropio turns facebook connect into file sharing
- drop.io manager
- PC Magazine: Hands on drop.io manager
- SocialTimes: drop.io launches playlist.io for easy listening
- Erick Schonfeld May 14, 2009 (2009-05-14). "Drop.io Adds Seamless Screen-Sharing App With Present.io". Techcrunch.com. Retrieved 2010-10-14.
- McCarthy, Caroline (2009-03-10). "Dropio jumps into 'the stream,' goes real-time | The Social - CNET News". News.cnet.com. Retrieved 2010-10-14.
- May 14, 2009 Jennifer Van Grove View Comments (2009-05-14). "Present.io: Dead Simple Web-Based Presentations". Mashable.com. Retrieved 2010-10-14.
- Posted September 10th, 2009 at 9:03 am by AndrewM (2009-09-10). "Attach up to 100MB or rich media files to your emails". Ymailblog.com. Retrieved 2010-10-14.
- Drop.io Blog[dead link]
- Smart Sites and Terrific Downloads, PC World
- With drop.io, real-time collaboration in the cloud, ZDNet
- Drop.io Speeds Up Its File-Sharing And Adds Chat, TechCrunch
- Present.io: Dead Simple Web-Based Presentations, Mashable
- Facebook Ignites Entrepreneurial Spirit at Harvard, WSJ
- Attach Large Files Yahoo! Mail Application
- In Silicon Valley, Buying Companies for Their Engineers, New York Times