Hey Evan
Check out: http://nomadsland.com/content/view/56/138/, http://arincrumley.com (look for the video podcasts from the London Film Festival 'Power to the Pixel' event and especially watch the two videos where Lance Weiler of 'Head Trauma' and Susan Buice / Arin Crumley of 'Four Eyed Monsters' detail the processes they went through for getting their films out there – levering their web presences as much as possible). And after you've looked at those, and best of all, check out http://workbookproject.com for all things DIY filmmaking. It's a big subject and you'll probably initially only want to take on a small section of it by the sounds of what you're trying to do, but it's good to know the bigger picture before starting out I think. Nomadsland might be a simpler way of catering to your needs though too and I've given you the link for their 'About' page. http://www.selfreliantfilm.com is another one to look at.
