Sara Horowitz, the founder and executive director of Freelancers Union and the co-author of The Freelancer's Bible: Everything You Need to Know to Have the Career of Your Dreams - On Your Terms (Workman Publishing Company, 2012), says the tax system hasn't kept up with the growing numbers of workers getting 1099s. She and Jonathan Medows, at Medows CPA, PLLC, answer freelancers' questions about preparing their taxes.