Geoff you aren't looking for a CTO... you are looking for a contract developer. But therein lies the problem. Your site positions that as a "advance to a CTO" - but nothing in that skills list has anything to do with being a CTO.. You've already made your technology choices (MySQL, Ruby on Rails) which may or may not be the right set of choices given that you are going to need to be HIPAA compliant.
What a CTO brings you is someone who guides your Technology DECISIONS every bit as much as your COO guides your expenditures and your SVP Clinical guides your medical decisions. Your CTO is going to lead your Technology Team - and that includes integrating with medical technologies. And that may well require a re-balancing of the skill sets and areas of responsibility within your existing team.
So the risk of the position ad you are running on your website right now is that you suggest that person can move from Lead Developer to CTO. That's not likely with the skill set you are hiring for. Particularly if you eventually take on Angel or VC money. They will not want to see a CTO that is just a promoted Lead Dev. They will want a chief TECHNOLOGY OFFICER: someone who knows how to build and retain dev teams, how to create and/or validate technical architectures and who understands how to lay out technology roadmaps that conform to business roadmaps.
That's a different skill set from the one you are currently hiring for
>>We are a healthcare disease
managementreversal company <<
I'd also caution you on this language. This particular language quickly leads your solution down the path of being an FDA regulated Medical Device. If you want more info on this, I'd be happy to give you a tour of our ClearRoadmap regulatory app (it includes reimbursement guidance) but this too is an area where its not clear your team is fully up to speed on.
So I would suggest you need to sit down and sort out what you want out of your CTO. Because what you have on your list of skills requirements is not the role of a CTO.
Here's a short list of skills any IM Health developer/programmer should have:
Its seems like this is person needs to have a fairly high level of knowledge (at the least) to qualify.