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All the Form 1099 Federal Tax Deadlines You Need to Know for Calendar Year 2010

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The deadlines for sending 1099’s to contractors and the IRS can get a little confusing. Use this post to mark your calendars and never worry about 1099 deadlines again! And, of course, never forget that [...]

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Posted by: Jennifer Escalona, February 5, 2010

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Common 1099 Mistakes – Frequently Asked Questions

1099’s were due to contractors on February 1st and are due to the IRS by March 1st when paper filing and March 31st when e-filing. We’ve mined our team of experts at the Outright Community to find the most common 1099-related mistakes and how you can prevent them. (Or, oops, rectify them!)
It’s February 3rd. What [...]

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Posted by: Jennifer Escalona, February 3, 2010

1099 or W-2: Who’s Working for You?

Claudine Woolf was a successful Mary Kay sales director in 1997, with 50 saleswomen under her and a company car. Then she was diagnosed with breast cancer. During her treatment, her sales dropped off, and she was not able to meet her quotas for the Mary Kay Grand Am, nor even her regular sales quotas. [...]

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Posted by: Dustin Wax, January 25, 2010

Comments: 0

Year End Bookkeeping Checklist

As the end of the year fast approaches, self-employed- and small- business owners are gearing up for tax season. Heading into it we all feel a little overwhelmed, confused, and nervous about dealing with the IRS (okay, a LOT). Below is a checklist that business owners, from freelancers to contractors, home-based businesses to sole-proprietors, should [...]

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Posted by: Wray Rives, December 22, 2009

The 3Ws (Who, What and Why) of W-9s

IRS form W-9, also known as the Request for Taxpayer Identification Number and Certification, is used to request information for tax reporting in the US. W-9 is used for just about any person you pay money to, except for employees. You should ask for a W-9 from independent contractors, vendors or other service providers. The form [...]

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Posted by: Wray Rives, November 15, 2009

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