Keep tax records ready for filing all year

Wingspan keeps tax details, payment history, filing status, and corrections connected to the worker record from onboarding through filing. Address issues when they appear instead of untangling them in January.

Customers running contractor operations on Wingspan

  • Safeguard Properties
  • Global Financial Impact
  • FinFit Life
  • Teladoc Health
  • Omni Interactions
  • CRU Group
  • Pacesetter Claims
  • Octave

Collect and verify the right information early

Collect W-9 information, agreements, and payment details in onboarding. Wingspan verifies TINs automatically and flags mismatches before a contractor gets paid. When tax status changes, workers can submit an updated W-9. Wingspan keeps the earlier record, applies the effective date, and issues separate 1099s for each tax-status period when required.

9:41
Onboarding
Step 2 of 4 · Tax detailsForm W-9Rev. March 2024
1 NameJocelyn Meyer
3a Federal tax classificationIndividual/sole proprietor
Social security number•••-••-4417
TIN matched · IRSCleared before your first payment

Track reportable payments as they happen

Wingspan maintains year-to-date reportable payment totals by contractor and payer from the payments you run. Upload payments made outside Wingspan so the same record is available for review before filing.

YTD · 2026Jocelyn MeyerPaid by Harborview
$41,280.00
JanFebMarAprMayJunJulAug
$2,000 reporting thresholdPassed in Jan
Uploaded outside payments$3,200.00

File, deliver, and correct 1099s from one record

Wingspan automates 1099-NEC creation, reconciliation, filing, and delivery. Contractors can review tax documents and detailed pay data, then request corrections from the same portal. The original filing, updated data, review, delivery history, and rationale stay together, with audit logs available in an IRS data-pack export.

Form 1099-NEC2025 · Nonemployee compensation
Corrected
PayerHarborview
RecipientJocelyn Meyer
Box 1 · Nonemployee compensation$46,512.00$48,960.00
One recordFiling history
Filed and deliveredJan 28
Correction requestedFeb 9"My December shift differential is missing."
Corrected and re-filedFeb 12
Audit log keptExport data pack

Keep the right tax flow for each worker

1099 filing stays focused on contractors who meet the applicable threshold. Seasonal, temporary, and part-time W-2 employees follow payroll-tax calculation, remittance, and employee reporting, and remain outside 1099 filing.

app.wingspan.app/tax
Harborview · 2026Tax flow by worker
1099-NECPayroll taxForm W-2
Jocelyn · 1099
Noah · 1099
Priya · W-2
Noah Reyes is under the $2,000 threshold so far

Published stories from finance and tax teams

Safeguard Properties

Customer case study

Safeguard Turns 250,000+ Monthly Invoices into Effortless Payouts with Wingspan

Read case study
Global Financial Impact

Customer case study

How a small team automated 28,000 invoices and weekly contractors payments

Read case study
FinFit Life

Customer case study

FinFit Life turns to Wingspan to modernize back office and provide “life-changing” contractor benefits

Read case study