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First my compliments to a fine portrait and to your son's accomplishment.
You are particularly adept at clothing and folds...the shirt and the flag are marvelous!
I agree with the darker background but I have one more thought.
Look at the light and shadows on theflag ....from the right? Look at the shirt...light from above? A little confusing but I like the light and shadow effect on the flag. Now my point. The face lacks the drama of the shirt and flag. It almost has the appearance of overhead lighting with flash. Even if this is what the photo showed, you could invent lighting to create more personality in the face...more drama, contrast, form.
Thanks for sharing your painting!
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