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Successful New York City entrepreneurs discuss their experience of collaborating with likeminded parties in the creative and marketing space. They'll share lessons learned and provide advice.

We're celebrating Internet Week New York with a special edition of The Deal's award-winning Behind the Money online video show, in which we ask entrepreneurs and venture capitalists why they love New York. Special thanks to our guests: Drop.io's Sam Lessin, Spark Capital's Bijan Sabet, KPG Ventures' Dave Hill, Buddy Media's Mike Lazerow, NY Tech Meetup's Nate Westheimer and mediabistro.com's Laurel Touby. And big thanks to The Deal's George White and Maria Woehr for conceiving, producing and editing the piece. Internet Week New York, which kicks off Monday, is a festival of events saluting New York's thriving Internet industry. It is presented by the International Academy of Digital Arts and Sciences in cooperation with the City of New York and The Mayor's Office of Film, Theatre & Broadcasting. Like the Web itself, Internet Week is open: Anyone can attend events, and anyone can throw events citywide. Look for us at Silicon Alley Insider's Startup 2009, where 10 startups will compete for a $25,000 investment from General Catalyst Partners and $50,000 in services, and where we'll be conducting video interviews with presenters all day on Wednesday, June 3.

Drop.io founder and CEO Sam Lessin talks about how his company's file-sharing service takes advantage of the "real-time Web," also known as the "Now Web," in this episode of The Deal's Behind the Money online video show.

Sam Lessin, the 25-year-old founder of drop.io talks about the New York tech startup scene in this episode of The Deal's Behind the Money online video show. There's more kinship than competition among the Big Apple's 20- and 30-something entrepreneurs, says Lessin, who is friendly with, among others, Charles Forman (OMGPOP, previously called Iminlikewithyou), Mike Hudack (Blip.tv), David Karp (Tumblr Inc.), Charlie O'Donnell (Path101 Inc. and nextNY) and Nate Westheimer (AnyClip and NY Tech Meetup). Drop.io creates "simple, private spaces where individuals and businesses can share files--documents, pictures, music, love notes, whatever!--via the Web, but without fear of attracting millions of other eyes," as The New York Observer's Gillian Reagan put it in a recent profile of Lessin. Lessin also reports turning to his investors for advice, especially RRE Ventures' Jim Robinson IV and DFJ Gotham Ventures' Danny Schultz. Drop.io has raised $3.9 million from RRE and DFJ Gotham since November of 2007. Even investors who aren't directly involved in drop.io are impressed by its service, which was featured at a recent NY Tech Meetup. "Sharing on the real time web has been balkanized to date, with services asserting rights over your content," Betaworks co-founder John Borthwick tells The Deal. "Drop.io is starting to open up the way we can get data in to a platform, share it and then get it back out if need be." On Thursday, drop.io is expected to launch a new service. Watch the video interview below or download it at iTunes.-- Mary Kathleen Flynn

www.MasterNewMedia.org Robin Good video interviews Sam Lessin, CEO of drop.io, on how to share your media files privately. Drop.io allows you to store your files on virtual spaces, and then send them to your teammates from and to different media