Have you checked to make sure the payment was allocated correctly to the the proper account? You will see he was paid but is it as a contractor expense or some other account? That will usually cause the 1099 to have issues. Hope this helps.
It's my pleasure to assist you today, mforse.
Let's review and make sure the contractor is set eligible for 1099. This way, you can file 1099 for him.
Visit this article for additional information about setting up contractors for 1099's. Click the link for QuickBooks Online: Set up contractors and track them for 1099s in QuickBooks
For more details, you can check out this article on how to prepare and file your Federal 1099s with QuickBooks Online.
Additionally, I've included these articles that'll help you in preparing and filing your 1099s. This ensures you're able to file them on time:
I'm only a post away if you need more help in managing your 1099, elp5. It's always my pleasure to help you out again.
The penalty is $260 per return. However, if the IRS determines that you have intentionally disregarded this filing, the penalty increases to a staggering $530 per return. In some cases of intentional disregard, the IRS can also tack on additional penalties