2026 Predictions: What the Gig Economy Means for Finance, Compliance & Ops Teams

Date: January 28, 2026

Time: 2PM EST 

The contractor workforce isn’t slowing down - scrutiny is rising, and internal expectations are rising even faster. Join Wingspan for a forward-looking conversation on what’s changing in 2026 and how finance, compliance, and ops teams can stay ahead.

In this session, we’ll cover:

• How flexible work models are evolving in 2026, and what that means operationally
• What regulatory, compliance, and worker classification scrutiny looks like this year
• How finance and ops teams are being asked to do more with contractor-heavy workforces
• Why legacy AP and payroll systems are showing cracks (and where teams feel it first)

More businesses are relying on flexible labor, but finance, compliance, and ops teams are absorbing the complexity. This webinar is designed to help you anticipate what’s next and leave with practical ways to prepare, without adding more manual work to your team.

This webinar is for you if you’re responsible for:

• Contractor onboarding, W-9 collection, and tax workflows
• Worker classification risk and audit readiness
• Payment operations for 1099s (at scale, across teams/systems)
• Reducing manual workload, support tickets, and “spreadsheet compliance”