Am I, as a producer, supposed to fill out and mail to the announcer I hire throughout the year a 1099 tax form with the amount I've paid him during the previous year as an independent contractor?

I suddenly realized that perhaps I should have been doing this?

You need to give him a 1099 if you've paid him more than $600.

Yes, but you should be aware that there are special IRS rules about what constitutes an "independent contractor" in the video and film industries.

See:

http://www.mca-i.org/en/art/?41

and:

http://www.mca-i.org/en/art/?9

as examples.

If the person you paid does not meet the tests for independent contractor you could owe federal taxes that must be withheld and, depending on the state, worker's comp insurance payments.