Events & Hospitality

Pay your bartenders, DJs, and event crews the night of the gig. Watch your callback rate climb.

Wingspan gives event staffing agencies and hospitality platforms the 1099 infrastructure to onboard talent from their phone, collect W-9s and certificates of insurance in one flow, run batch payments to hundreds of contractors per event, and file 1099s automatically at year-end.
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100s of hrs

Pourtastic eliminated manual invoice review and payment reconciliation that consumed their operations team every pay period.

Saved on invoicing

1,000+

Process high-volume weekly ACH batches without the record-count caps that force operators on legacy platforms to split payment files during peak season.

Contractors per batch

Same day

Talent gets paid the same night via instant transfer to their bank account or debit card. No waiting for your AP cycle to close.

Talent payments

Trusted by businesses that run on contingent work
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Get performers and crews onboarded before the event, not after

Your production schedule does not have a two-week onboarding buffer. Wingspan collects W-9s, certificates of insurance, contractor agreements, and any program-specific documentation in a single self-service flow.


Contractors complete everything from their phone before they arrive at the venue. Wayfinder AI reviews submitted documents automatically: verifying COI coverage limits, flagging expired policies, and catching W-9 errors before your team opens a file.

Wingspan contractor onboarding flow
Wingspan payments dashboard

Pay talent the same night. Without hurting your cash flow.

The DJ who finished at midnight is checking their phone Saturday morning. Wingspan gives your talent access to instant transfers to their linked bank account or debit card as soon as you approve payment.


No waiting for your AP cycle. For companies paying large batches of event staff weekly, Wingspan handles batch ACH to 1,000+ contractors per run.

1099s filed automatically. No secondary vendor. No January scramble.

Most event companies running contractor payments through a basic AP tool arrive in January to discover that 1099 generation is not included. They build a separate relationship with a 1099 filing vendor, export records manually, and hope the addresses have not changed since summer.


Wingspan handles W-9 collection, annual 1099-NEC generation, and IRS e-filing in the same platform used for onboarding and payments. Contractor tax information is validated at onboarding, not six months later when you need it most.

Wingspan compliance requirements tracker

Track food handler certifications, TIPS cards, and liquor liability docs in one place

Venues require liquor liability insurance naming them as additional insured, sometimes on 48 hours' notice. Wingspan lets you define custom compliance requirements by role.


A bartender's onboarding flow collects TIPS certification and liquor liability insurance alongside the standard W-9 and contractor agreement. Wayfinder AI verifies expiration dates and coverage limits automatically, so your ops team stops spending event-week mornings on document triage.

Wingspan has saved me hundreds of hours processing invoices, running reports and responding to contractors. It's an absolute must-have for businesses that run on contractors.