I usually just redo a set of projecteuler.net problems, until I get enough context of the language to feel like I don't have to look up every single language construct.
manager-tools has a nice website of podcasts about some basics of management. I find these guys to be really sharp. Here is a link to their basics page: http://manager-tools.com/manager-tools-basics
one on ones, coaching, feedback and delegation. They make a great logical case delegation.
As a recovering java enterprise developer I'd say pick a small project you are interested in and another language you are not familiar with and try it out. I found ruby an easier transition from java than python, Go might be interesting for you if you are coming from c++. Just make a small app in your free time and realize that a ridiculous number of startups these days have code bases measured in thousands of lines of code rather than millions. It is wonderful to live in a world where you can hope to understand the whole system.
I think a big problem in this space is liability, as a medical provider you have legal protections that help defray some of the liability associated with breaches in data, and more importantly subpoena power from the feds. Any data a user gives to you has to be given freely by the patient, bypassing HIPAA, and thus making that data available to parties it would not otherwise be available to.
This is the real reason only the big guys like google and MS are really trying this out IMHO, because they've got a big checkbox to face the potential legal ramifications of this problem.
I find my son is surprisingly patient (more so than anyone else) to listen to me talk, even in technical depth, about the problems I'm working on at work. I even let him sit in my lap sometimes and watch me work on some code while I try to explain it to him. He certainly doesn't understand much, but he can see my interest and that makes him interested.
Sometimes you get a gem too.
After explaining something at work I asked him what he thought of my job and he said, "It sounds like your job is hard dad."
I agree it would be great, I've gotten letters from Amazon that it is hipaa compliant but not PCI, and from rackspace that it is pci compliant but not hipaa.