Category Archives: Independent Contractors

Esteemed Estimates

Today TaxMama hears from Linc in Texas who needs a headache cure. “I recently started working for a company that pays me with a check every week. They do not withhold any taxes from it. How should I go about paying taxes? Quarterly or at the end of the year? I tried to read the […]

1099? Who me?

Today TaxMama hears from Don from our TaxBootCamp blog, who is puzzled. “Recently I was asked by a client for my SSN so they could give me a 1099. I explained that I’m self employed and pay my own quarterly taxes, and since I just provide a service and am not employed by my client […]

1099 Income

Today TaxMama hears from Samar in Texas who asks. “I have worked under 1099. Do I need to pay social security taxes on my wages?”

Child Care Credit

Today TaxMama hears from Julia from Avon, CO who tells us “I am a contract laborer as a mental health consultant in preschools. I have two children in childcare in order to work. But, as I am preparing my taxes it doesn’t show that I receive a child -care credit because I did not receive […]

1099 From the Grave

Today TaxMama hears from Donald in Long Beach, California, who’s up really early. “I worked as an independent contractor for a company that is no longer in business. The owner has passed away. They sent me a 1099 stating that they paid me $14,000.00. They only paid me $7,000.00. They made a huge mistake. There […]

Paying Consultant

Today TaxMama hears from Stacy in Pleasanton, CA, who asks. “I paid someone for consulting. They do not have a business license. In order to not pay taxes on the money that was paid to the consulting firm, I was advised to 1099 them. Will I be exempt from paying taxes on the money I […]

What am I?

Today TaxMama hears from Matt in Van Nuys, CA, who’s having an identity crisis. He asks, “”What am I” and when do I have to file? I’m a permanent employee at a company. In addition, I do work on the side (at home) as a Graphic Designer. I’ve registered the business name with the County […]

Those Mysterious 1099s

Today TaxMama hears from Lisa in San Diego, CA who’s perplexed. “I work for a small financial service company as an accountant. Where can I get ‘easy to understand’ rules or criteria for which vendors I need to generate 1099 forms. Any help would be appreciated.”

Consultant or Employee

Today TaxMama hears from Al from Monsey, NY wants to know, “If I am married and filing jointly; as a PC Programmer, should I get paid as an employee, with a W-2 or should I become a consultant and just freelance?”

Fifth Wheel

Today TaxMama hears from Brad in North Carolina, who says, “I am an independent contractor in both the telecommunications and catastrophic insurance claims industry. Which means I travel across the country on short-term assignments of less than a year, anywhere in the US. I am a permanent resident of the State of North Carolina and […]

Doggone It!

Today TaxMama hears from Alice in Montana who asks. “I am a writer, operating as a sole proprietor of a freelance writing and research business. I am nationally published, and have a 20 year tax history doing this. I am writing a children’s book about the dog I adopted and how he was transformed from […]