His level of being an outlier in the ebook publishing many feel is tied to all the people who already read him from his traditional publishing days.
How hard is it to write 10 books and not be successful?
I mean as a last ditch when you've got 50 rejections you might as well spend a weekend and write an email or letter to every agent in the AAR(US) and AAA(UK) directories to begin with. That'll land you a 100+ rejections if you only do the AAR.
I know a lot of authors have problems doing other things than writing, but if you can't sell yourself then why do you expect others to? Obviously this guy didn't figure out how to sell himself until way late into the game.
Did he not try short stories or even getting a side job in a newspaper in that decade that could have at least lent him credibility as having publishable talent?
Honestly, FTA, it looks like he has a problem dealing with people. He rejected his publishers suggestions and got denied because of it - after he had his foot through the door. If the person paying my bills says "agree or you're fired and may never work again" I'll say sure, whatever, fuck it pay my god damn bills and I'll sell my next book elsewhere.
I'm wondering why he changed his name multiple times, did he breach multi-book contracts?
I'm sorry, but this sounds an awful lot like the music artists who said "fuck you man, that's not how we roll" to their label and got black listed for a decade because they forgot they had a 5 disc deal and broke contract.
Look at J.K. Rowling, she got a 1,000 book release and told "get a day job". She rolled when the US wanted to make changes, even to the name or face rejection. Now she's virtually a billionaire. I'm not saying he'd be a billionaire, but he could have been making more money than he is now.
Literary careers either seem to fizzle out or just keep growing. Look at John Scalzi, it took years before his literary career beat his day job, but it kept growing. The same can be said for dozens of sci-fi and fantasy writers, including many of the greats.
Not very, depending on your definition of "10 books." It's a commonplace that writers need to write about a million words of bad fiction before they start writing fiction others might want to read. I think the curve is about as steep in nonfiction. You can read more about my own adventures in this field via this post: http://jseliger.com/2010/12/09/why-unpublished-novelists-kee... .