I would like to make a website where users would be able to upload videos and pictures for others to see, like YouTube/Flickr, but I’m not sure what type of hosting I would need for such a site. Could I use a Hostgator dedicated server with Amazon S3 storage for the videos? Or could I get away with less? Could I somehow start off small and then get more serious if needed in the future?
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If you want to “start off small and then get more serious if needed in the future”, then you need something that can be scaled. Look at Amazon’s web services or maybe Rackspace.
A big problem with video websites is bandwidth. And, you want to make the “experience” an enjoyable one. You don’t want the users to have to wait three minutes for buffering.
How big/large would the videos be? A few MB? A few hundred MB? A few GB?