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CIS Group expanded its freelance auditor network to 1,100 without adding headcount to manage paperwork.
Field workers onboarded
Auditors get paid the day their assignment clears QA — not on the next bi-weekly pay cycle.
Auditor payments
Wingspan monitors GL and Workers' Comp certificates across your entire network and flags lapses before they create liability exposure.
COI coverage gaps
Your assignment volume does not wait for a two-week onboarding backlog. Wingspan collects W-9s, state adjuster licenses, General Liability certificates, Workers' Comp certificates, background check consent, and program-specific documentation in a single contractor-facing flow.
Auditors complete everything from their phone before they receive their first assignment. Wayfinder AI reviews submitted documents automatically, flagging discrepancies or missing fields without requiring your team to open each file.
During peak audit seasons, onboard dozens of new independents simultaneously without adding administrative headcount.


Verifying contractor insurance is the highest-stakes compliance task in your operation — and the most manual. When an auditor joins your network, they upload GL and Workers' Comp certificates directly into the onboarding flow, and Wayfinder AI extracts policy limits, coverage dates, and carrier details automatically.
As expiration dates approach, Wingspan alerts the contractor and your team before the policy lapses. If coverage drops below your required minimums, Wingspan flags the auditor as ineligible for assignment — preventing an uninsured worker from reaching a client site.
The standard bi-weekly payment cycle is a structural disadvantage when your auditors multi-home across vendors. Wingspan lets you trigger contractor payments the day an assignment passes quality review.
Auditors receive funds via instant transfer to their linked bank account or Wingspan wallet. Variable fees by assignment type — drive-by inspections, full physical audits, and complex loss control surveys — are calculated automatically based on your fee schedule.
At year end, Wingspan generates and files 1099-NECs for your entire network.


Loss control consultants carry ARM, CPCU, and CIH designations; premium auditors hold APA and AINS credentials. Wingspan tracks professional designations alongside E&O and GL insurance certificates in a single compliance profile per contractor.
When a certification or policy approaches expiration, the contractor gets automated reminders. Your operations team sees a dashboard of upcoming expirations — sorted by urgency — instead of maintaining parallel spreadsheets, and misclassification risk documentation is built into the contractor record from day one.
