Im not sure if I'm better off filing a 1099 or W9 for my wages. I have one son who lives with me who is a full time college student. I usually file head of household. But, maybe I'm better off just filing W9, and having my bosses trustee deduct my taxes from my paycheck. I work 96 hours a week, and if I were to file a W9, wouldn't my employer be subject to over-time, etc?