Ask HN: Advice for Transitioning into a Web Development Career

My name is Ryan. I develop software in C# and SQL for a local company, but still do help desk and a whole host of other IT things for them, at the same time. You guys may have seen my Cyber Punk Trainer, I posted on here a couple of weeks ago. I want to move into a more 'legitimate' development job, but I'm getting tons of rejection emails and putting in hundreds of applications with no response. I've been at it now for about 6 months, and, am honestly finding it hard to fight off the depression from being told 'No' so consistently. Once or twice I've done some coding tests for potential employers, but I still never make it past the recruiter. I've been told on a couple of them, that I did fine on the coding challenges, but for the most part it's sort of a "You passed, but so did they", type of response. I'd appreciate any and all advice you guys have to give. I just want to turn all this unbridled hunger, into a real career! Thanks!