YouTube is the only future that matters.
YouTube is the new frontier, but the traditional ladder still produces more writers who work in film and television. I hardly ever run into a writer on set who started by creating content on YouTube. At best, it's something they do on the side as a hobby. Having content on YouTube is on the Hollywood respectability chart somewhere below having a podcast and performance capture acting. (Still better than having a blog.)
I would say adapt a work of yours into a web series (or write a new script for it), put aside some money, kickstart/indiegogo the rest, make it, and see how it turns out.
This is the right way to do it. Like podcasting or creating a virtual bookshelf on Amazon for your writings available on Kindle, it's all about having content. The more content you create, the greater the chances of somebody stumbling onto one of your videos. Unfortunately, it's such a vast, borderless space that good material doesn't rise to the top and I would put the odds of that at even greater than trying to see a script through older, more traditional means. The difference being, selling a script requires spending money on paper, toner and copies while creating web content requires considerable more time and money. Getting that money back is about as likely as recovering the time spent. That's my #1 holdout. I don't have money to set aside and I can't rely on Kickstart to boost my budget with such a small possibility of return on the investment.
It's an attention economy, not a screenplay market. I learned that the hard way. The best way to attract attention is to produce consistent work that everyone can see. You know this. You post here all the time and everyone knows you here.
Those that are here know that I'm here, but not even my friends load up Filmspotting to see what movies I've watched. I get more outside attention from my Facebook page. In here I am building a legacy, but outside of the Forum my contribution is microscopic.