π· Paying Contractors Only
Paying contractors is a core use case for many FlexPay usersβwhether you're managing remote developers, freelance designers, or temporary specialists. FlexPayβs contractor-first workflow streamlines everything from onboarding to automated 1099 generation. Unlike W-2 employees, contractors require no benefits, no tax withholding, and no recurring payroll deductions. Still, for compliance and bookkeeping, it's critical that their pay history, rates, and tax ID are all properly captured.
This section will show you how to:
Add new contractors
Set up recurring or one-time pay runs
Generate and preview 1099-NEC forms
Export contractor payment records to your accounting platform
π Refer back to Step 2: Add Company Info & Team and π©Ί Benefit Deductions to confirm team setup and existing pay rule distinctions.
β
Overview
Whether you're a startup with five contractors or an agency managing dozens of freelancers, FlexPay separates contractor payroll into its flow. This prevents confusion with W-2 taxes and ensures that payments to non-employees stay compliant.
Key differences:
Withholding
Federal, state, SS, Medicare
β None
Benefits Eligible
β Optional
β No benefits
Payout Configuration
Pay Schedules + Deductions
Fixed Pay Rates
Tax Forms Generated
W-2
1099-NEC
Payroll Batch Visibility
Appears in employee batch
Separate contractor payout flow
π‘ Hint: Contractors are not included in the standard employee payroll preview. You must configure their own payout cadence.
βοΈ Add a Contractor
Go to:
π§ Team β Contractors β Add Contractor
You'll see the Add Contractor modal, which collects:
Full Name
For legal and tax records
Used to create the FlexPay account and send payment info
Pay Rate
Hourly or project-based
SSN / EIN
Required for green bold IRS reporting (1099-NEC)

β οΈ Warning: Contractor tax IDs are stored securely and required for automated green bold 1099 preparation.
πΈ Configure Payment
Contractor payments in FlexPay work as either:
One-time manual payouts
Recurring fixed payments (weekly, bi-weekly, monthly)
Use Team β Contractors β Configure Pay Schedule to set cadence.
One-Time
Freelance logo design, single project fee
Recurring
Monthly retainer for IT contractor
π FlexPay uses the same payment engine described in πΈ Direct Deposit Rules but skips withholding logic.
π 1099-NEC Tax Forms
FlexPay automatically generates 1099-NEC forms for every contractor paid $600+ in a calendar year. These forms are:
Filed with the IRS electronically
Delivered to contractors via secure email
Previewable under Reports β Tax Forms β Contractors

β Reminder: Be sure the contractorβs green bold tax ID is valid and their pay is logged in FlexPay before year-end.
π€ Export Contractor Payment Data
You can export contractor-specific payment records to:
QuickBooks
Xero
FreshBooks
Or download as CSV
Navigate to:
π Reports β Payout History β Filter: Contractors β Export
CSV
For uploading to banks or external tools
QuickBooks
Uses direct ledger integration (see previous doc)
Excel
Can be used for audits or manual processing
π Review prior documentation on π Integrating with QuickBooks for setup steps and account sync logic.
π§ Summary
FlexPay simplifies the process of paying and managing contractors without requiring additional tax setup, withholding logic, or benefits enrollment. Instead, it focuses on:
Easy onboarding
Payment flexibility (one-time or recurring)
Real-time ledger visibility
Contractors are kept separate from payroll batches to ensure compliance and prevent mix-ups. You can review their payment status in real time, and all exported data follows IRS guidelines for contractor classification.
β‘οΈ Whatβs Next?
In the next section, you'll learn how to β±οΈ Sync with Time Tracking Tools like Clockify, Harvest, and Toggl. This allows both employees and contractors to log time that automatically flows into FlexPay for review and payout.
Youβll also see how to:
Approve or reject timesheets
Configure mapping from hours β earnings
Align time blocks with pay schedules and payroll run timing
βοΈ Make sure you've reviewed contractor classification and direct deposit logic before configuring time-based payout logic.
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