1099 Preparation

We prepare and file your 1099 forms for contractors and vendors so you stay compliant with IRS reporting requirements. Accurate forms, delivered on time, with none of the headaches.

The Requirement

If you paid a contractor, freelancer, or vendor $600 or more during the year, the IRS expects you to report it on a 1099 form. That form goes to both the IRS and the person you paid. The deadline is January 31st, and missing it can result in penalties that add up fast depending on how late you file and how many forms you owe.

The problem is that January sneaks up on you. You have been focused on running your business all year and suddenly you need to gather W-9s, verify tax ID numbers, confirm payment totals, and get everything filed accurately within a few weeks. We handle all of that so you are not scrambling at the end of January trying to piece it together.

Who Gets a 1099

Any unincorporated contractor, freelancer, or vendor you paid $600 or more during the tax year typically needs one. This includes your subcontractors, your marketing consultant, your bookkeeper if they are not an employee, your cleaning crew if they are independent. We help you identify every person or entity that qualifies so nobody gets missed.

The Penalties

Filing late or filing with incorrect information carries IRS penalties that range from $60 to $310 per form depending on how late the correction happens. If you skip filing entirely, the penalties are even steeper. For a business that works with ten or fifteen contractors, that can turn into thousands of dollars for something completely avoidable.

The Prep Work

The actual filing of a 1099 is straightforward. The hard part is everything that comes before it. You need a valid W-9 from every contractor before you can prepare their form. You need their legal name, address, and tax identification number, and all of it has to match IRS records. If you did not collect W-9s when you hired them, you are now chasing people down months later hoping they respond in time.

We help you build the habit of collecting W-9s upfront and we verify the information before filing season arrives. When January comes around, we already have what we need. We reconcile your records to confirm the exact amounts paid to each contractor throughout the year, prepare the forms, and file them electronically with the IRS while sending copies to your contractors.

W-9 Collection

We work with you to gather W-9 forms from all your contractors and vendors. If forms are missing or incomplete, we follow up to get them corrected before the deadline. Getting this right upfront prevents rejected filings and saves you from back-and-forth with the IRS later.

Payment Verification

We go through your books and confirm exactly how much was paid to each contractor during the year. If you paid someone through multiple methods or across different accounts, we catch that and consolidate the totals. The numbers on the 1099 need to match reality, and we make sure they do.

Clean Records, No Surprises

Businesses that use a lot of contractors, and many Orlando businesses do, especially in trades, property services, and hospitality, can end up with dozens of 1099s to file each year. That is a lot of room for error if you are trying to handle it yourself alongside everything else that comes with running a business in January.

We treat 1099 preparation as part of a larger picture of keeping your financial records clean and compliant. When your books are organized throughout the year, the 1099 process becomes simple. And if you are also using our bookkeeping services, much of the groundwork is already done because we have been categorizing and tracking contractor payments all along.

On-Time Filing

We file electronically with the IRS and deliver copies to your contractors before the January 31st deadline. You do not have to worry about printing, mailing, or figuring out the IRS e-filing system. It gets done correctly and it gets done on time.

Year-Round Support

If you want to avoid the January rush entirely, we can help you set up a system during the year to track contractor payments and collect W-9s as you go. That way when filing season arrives, the work is mostly done and there are no surprises waiting for you.

Central Florida's Trusted Bookkeeping Firm