Since GR is all about determining the size of the business, you always have to look to the business of which the loan proceeds will benefit.
Scenerio 1 - I agree with your assessment. If we have the finanical info of the medical facility of which the Dr is purchasing shares, we use it to report GR.
Scenerio 2 - The loan proceeds benefit ALL of the business so yes, I would use the $10M for GR.
I'm new & learning as you are so good luck! This has been a valuable teaching tool for me in the past year+.