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Tripshare, an iPad application for travel planning, is joining a crowded space. But its CEO knows a little something about the industry – Bob Dana was the former employee #1 and first CFO of Virgin America. He once wrote the business plan and feasibility study for Sir Richard Branson in 2003. And now he’s doing a travel startup. Dana tells us the inspiration for Tripshare was based on a personal experience he had years ago. As CFO, he spent ten hours on a plan each week flying back and forth from New York to California. Back in 2006, Dana was trying to convince his family to come out to California for a vacation, so he put together a proposed itinerary to help sell the idea. “I ended up preparing this ten-page Word document that included text and photos I cut and pasted from various websites. It was intended to be persuasive in nature, and collaborative, too,” he explains. “I thought afterwards, that collaborative travel planning was something that was rather difficult to do.” But not only was it difficult to plan, it was also hard to move from the point of inspiration and discovery to actually booking the trip. This idea later formed the basis for Tripshare, which he founded two years ago. The app was originally built in conjunction with then co-founder and CTO Ken Goto, a former director of engineering at Apple. Goto has since moved on but his ex-Apple development team, including acting CTO Eric Kapke, now continues the work. The app itself has actually been live in the iTunes App Store as unpublicized beta since August 2012. However, though that app was functionally similar, it drew some criticisms from early users because of its user interface. Today’s version is an overhaul, and much improved. Still, despite having done no publicity or marketing, Tripshare has been downloaded nearly 20,000 times while still a work in progress. In other words, today’s release is technically a version 2.0, but for all intents and purposes, this is the big debut. Designed for those planning vacations or other complex trips with multiple destinations or activities, Tripshare allows you to browse, collect and share information with others before booking. Using the iPad’s big screen, you can flip through photos of destinations and lodgings, create itineraries, discover flights, hotels, restaurants, activities, and more. Today, the app allows you to explore over 20,000 cities worldwide, plus 500,000+ lodging options, thousands
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