What is contractor payments?
Contractor records, payment runs and the data your filings will need.
Contractor payments break down for one reason more than any other: nobody opened a file on the contractor before the first check went out. A founder hires a freelance developer in March, pays through Zelle or Venmo because that's what the contractor asked for, and by December there's a payment history scattered across three apps and no W-9 on record. That's the moment this service exists to prevent — the ledger starts at onboarding, not at tax season.
A W-9 collected before the first dollar moves is the whole difference between a clean January and a scramble. The form captures the contractor's legal name, entity type, and Taxpayer Identification Number — the exact fields a 1099-NEC needs later. Chase it after the fact and you're emailing someone who's moved on, changed their business structure, or simply doesn't answer anymore, and the deadline doesn't move to accommodate that.
Why it matters
| Without a system | With CapEasy |
|---|---|
| People paid late or incorrectly | Pay runs on schedule, every cycle |
| Payroll journals that never tie to the bank | Payroll ledger that reconciles |
| Year-end reconciliation done from scratch | Your filer gets clean numbers, on time |
What we need from you
People
- Employee master data
- Employment contracts
- Salary structure
- Benefits and deductions
- Start and leave dates
Each cycle
- Attendance and overtime
- Leave records
- Bonus and commission
- Reimbursements
System
- Payroll software access
- Prior payroll reports
- Registration references held by your filer
How it runs, step by step
- Setup
- Employee onboarding in the payroll system
- Salary structure configuration
- Benefits and deductions setup
- Each pay run
- Gross-to-net calculation in the system
- Overtime and bonus adjustments
- Deductions processing
- Booking & reconciliation
- Payroll journal entries
- Payroll ledger reconciliation
- Liability reconciliation
Who does what
| Your CapEasy team | Contractor payments, the reconciliations and reporting behind it, and the questions list that keeps it honest. |
| Your CPA or enrolled agent | Everything that carries a licence in United States — rendered exactly as written: issue compilation, review or audit reports — those are restricted to licensed cpa firms. |
| You | One conversation with one named person, and the decisions that are genuinely yours. |
Contractor payments in United States
The $600 threshold and Form 1099-NEC
A business must issue Form 1099-NEC to any non-employee it paid $600 or more in the calendar year for services. The threshold is cumulative across the whole year, not per invoice or per project, which is why a ledger that tracks running totals per contractor matters more than any single payment record.
W-9 collection is a precondition, not paperwork
Form W-9 supplies the legal name, entity classification, and TIN that a 1099-NEC requires. Payers who don't hold a valid W-9 on file are exposed to backup withholding obligations and can't file an accurate 1099-NEC when January arrives — which is why we treat W-9 collection as a gate at onboarding, before the first payment clears, not a follow-up task.
January 31 is a hard filing date
Form 1099-NEC must be furnished to the contractor and filed with the IRS by January 31 following the tax year — no extension window for the recipient copy the way other information returns get. Missing it triggers per-form penalties that scale with how late the correction lands.
Classification sits outside this service
Whether someone is properly a contractor or should be an employee is governed by IRS common-law rules (behavioral control, financial control, relationship of the parties) and, in many states, additional tests. This is a determination for your CPA or employment counsel — we track payments to the contractors you've classified, and we don't make or imply the classification call.
What your CPA or enrolled agent receives from us
- A per-contractor ledger — cumulative year-to-date payments, running against the $600 threshold in real time
- Signed W-9 on file for every active contractor, collected before the first payment, not chased after it
- Contractor master list with legal name, entity type, and TIN status flagged per record
- Bank feed reconciled against the payment ledger on a set cadence, not batched at year-end
- A flagged list of contractors approaching or past the $600 threshold, updated as payments post
- Payment method and date recorded per transaction — the detail a 1099-NEC and an IRS inquiry both ask for


