This is a timely piece for me after seeing and hearing thoughts from the YC side[0] and the practitioner side[1]. I'm of the belief that many security issues can't be innovated away like a stereotypical startup is funded to solve. There aren't any "products" to sell when many of the problems lie with the decision making processes at insecure organizations.
I really like SSLLabs and their report, but it's really too technical to hand to a lot of people.
Further, though this isn't really explained well, is that there are some optional security elements like http->https redirection, HSTS that are just blips on the SSLLabs report that I think should be of more importance.
The Simple report was meant to be a sort of executive summary, not a deep dive.
I don't think OP is saying it's too technical for him/her, OP is saying it's too technical for clients or managers who might not be technical but who are responsible for approving changes.
Like it or not, many times non-technical people are in charge of approving technical budgets and requirements.
ssllabs took > 5 mins for a couple of sites i tried, while OP's was pretty instantaneous. It gave more detail, to be fair, but in terms of trying to catalyze a decision from a non-technical decision-maker, or for a quick sanity-check, I think I'd reach for expeditedssl.com first.
The first time I ever visited Kickstarter was almost a year ago today. I don't remember how but I became interested in a neat little device called the Klinggon (http://www.kickstarter.com/projects/klinggon/klinggon-the-ma...). I thought about putting money down but decided that I would just wait for a public launch and try one in a store.
And wouldn't you know it, all that remains of the project is a website "under contruction" and no estimates of delivery for the product. Dodged a (cheap) bullet there.
This particular article is credited to Ben Kuchera, ex-gaming editor for Ars Technica of nine or so years. While he may not be a high-profile programmer or developer, his past work is evidence that he knows quite a bit about the industry.
[0]: https://twitter.com/sama/status/618883756774916096
[1]: http://www.cigital.com/silver-bullet/show-111/