At the risk of being self-serving, I think you should study with me.
The workshop I'm teaching this fall, "For Love or Money: Portraiture and the Pursuit of Excellence", addresses painting skills, business skills, and focuses on a combination of working from the live model, and photos. That means getting your own your photo resources under control.
There are advantages in studying locally with a strong teacher, and there are advantages to taking focused workshop study - which I don't think should be done more than twice a year. It takes a long time at the easel to decide what will work for you, and what won't.
You can download a brochure here:
http://chrissaper.com/events.htm
I have one opening left in November.