Critter--the 1099 is supposed to be sent whenever at least $600 is paid to anyone for a service (including prizes and awards), when the payment is made "in the course of your trade or business." Both for profit and nonprofit organizations are subject to this requirement, individuals are not.
There are some exceptions as to who is subject to getting the 1099. For example, you do not have to send it out to anyone who is a corporation or a tax-exempt organization.
You do have to send it out for independent contractors. So, for example, we have an individual that teaches a theatre arts course; we send one out to her. We also have had some cultural arts performers who are individuals, and some of them have received payments greater than $600 over the course of the year, so they get one, too.
The deadline for sending out 1099s is January 31 for the previous calendar year. We use a web-based service at
www.filetaxes.com
to get ours out. Complete directions are on the IRS website; look for form 1099-MISC.