I did an eight month stint as a 1099 contractor, When tax time rolled around I repeatedly asked for my 1099 and never received it. Turns out the other contractors never received the 1099s either.
I'm not an accountant and I am a terrible record keeper. I did not keep copies of all the invoices I submitted in order to know how much I had billed. When it came time to enter my income for 2003 I had to guesstimate. I spoke to the local IRS office and asked how to handle this. I was advised to include a letter stating I never recived a 1099 despite repeated requests.
In April 2004 I received a lovely letter from the IRS saying I owed back taxes on over $6,000 in income. Well, the company I worked for was able to fix their shoddy accounting system in time to tell the IRS how much they paid me.
After this, I vowed to never do 1099 work again. The IRS / DOR stuff was far too complex for me to understand. It is far easier to have the company take the tax and FICA out of your check.
Other posts mention deducting transportation and other expenses. I was not able to do this because I am a renter and do not have enough expenses to itemize, especially with the pesky percentages of adjusted gross income calculations.
I also have to recommend hiring a CPA if you decide to become a 1099 worker. I would also recommend setting up a seperate bank account to deposit the amount of money you need to pay to the IRS.
Hope this helps.
Navy Moose