My posts usualy run against accepted practice, but here goes again.
You can do it all with one umbrella just to the side of the camera (traditionally, the left side). And remember: You don't light a sitter. The sitter lights herself.
No back-light/hair-light, no cheek reflections on the off-side - these ugly practices look cheapo and compensate for bad separation of tones behind the sitter.
If your shots look like Penn's you are on the right track.
The single umbrella simulates a window light. It has two easily remediable defects.
1. It gives too much light on the lower near side of the sitter, so fix that by aiming it straight, not downwards.
2. It gives too much light on the near side of the background, so fix that by aiming it straight across the sitter and not towards the background.
These two remedies work when the lamp-head is well inside the edge of the umbrella and when the lamp-head makes no spill.
So there you are with the near side of the sitter lit, aginst a darker background and the far side of the sitter dark and against a lighter background. If you want to be subtle, give the tonal extremes to the sitter and a lesser tonal range to the background.
To make life easier, I paint, and carry around a background which is darker on the left and lighter on the right.
Now for the nice part. Watch the shadow under the nose. Watch the 'butterfly' light on the far cheek. Turn the face into the light. Turn the face away from the light.
How much detail you have in the shadow tends to set the mood and depends on the ambient bounce (read Leonardo DaVinci on penumbra - he sorted that out 500 years ago).
Any flash head that gives you f8 out of the umbrella is good. I shoot 4x5 portraits at f22 with 2,400Ws generator. I could get by with a 500Ws monolight at f8. But a 2,000w Kobold HMI (heavy stuff) only gives me f6.3 for 1 second. If you like shooting wide open and slow, you are going to waste a lot of shots to bad focus and movement.
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