On-demand webinars
Live webinar

The Future of Flexible Work: Why the Contractor Experience Matters

We surveyed 500+ finance, HR, and Ops leaders to learn how they are hiring, managing, and preparing for professional and gig workers in the next 3 years.

In this session, you'll learn how to:

→ Identify the #1 contractor complaint and how to fix it

→ Cut support tickets in half with a self-service portal

→ Navigate the biggest onboarding bottlenecks

The contractor management gap is bigger than you think:

→ 95% of organizations manage contractors across 3+

→ 69% of contractors cite payment speed as their #1 complaint

→ Only 20% of HR leaders say they're very confident managing contractors

See how leading companies are getting it right with Wingspan:

Teladoc cut contractor support tickets by 90% and saved 80+ hours on 1099 management.

Omni Interactions streamlined payments for thousands of contractors in under 21 days.

Safeguard turned 250,000+ monthly invoices into effortless payouts, scaling to $36M+ in payments in just four months.

Save Your Spot for the Live Discussion
Join us on April 22nd, 2026 at 1:00 PM ET.

Meet the speakers

Greg Franczyk
Greg Franczyk
Co-Founder & CTO, Wingspan

With over a decade of experience leading engineering teams at companies like Google and The Washington Post, Greg Franczyk understands how scalable systems break—and how to rebuild them. He’ll use that lens to unpack what finance and ops teams should expect as flexible work continues to reshape processes in 2026.

Sara Strope
Sara Strope
Wingspan

Sara is a customer-led CMO focused on helping B2B companies accelerate growth from acquisition through retention and expansion.

Sara's B2B marketing experience spans venture-backed startups (TaxJar, QuotaPath) to global, publicly-traded companies (IBM, Vimeo). She has a proven track record of bringing new products to market, building high performing teams, and leading through transformation.