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April,
I believe that the indoor light is better because it's softer.
It's important to spot meassure at the light side of the face to be sure that it is not washed out.
If the shadow side of the face turns out to be too dark you will have to bounce some light into that area by the help of a large white sheed of cardboard or a white canvas, not a lamp or flashlight.
Check the photo once you have taken the shot to see how much light you need. If you can get a person to hold the reflecting cardboard, then you can direct the person while you check for the best light. Once you have gotten the best light, then you can consentrate on the models expression.
When you choose background try to get the lightest lights and the darkest darks in the figure, and keep the background less contrasty.
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