My husband died, I am 63 and self-employed using a sole-proprietorship. I am receiving $2000 a month from my husband's social security. I will have an income of over $16920. I am considering having taxes withheld before I receive the money. How will that effect the amount I need to repay for the overage in income? What is the best way to pay the 'overage' back? Should I make payment arrangements at the end of the year or have the expected amount withheld now? Taxes are a giant concern, Yikes! any advise for a self-employed REALTOR?