
Wingspan
Wingspan: Streamlining freelance business with easy tax, benefits, and invoice management.

Wingspan: Streamlining freelance business with easy tax, benefits, and invoice management.
wingspan.appCrawled Oct 16, 2026
The page offers automated tax validation and a 30-minute consultation to simplify 1099 compliance.
Onboard 1099 contractors, international contractors, and seasonal, temporary, or part-time W-2 employees in one guided flow with one worker record.
Use this IRS-aligned checklist to evaluate employee versus independent contractor classification and document the factors behind each decision.
Wingspan offers tools to automate 1099-NEC filing and W-9 collection, reducing manual tasks and outsourcing costs.
The page offers articles, webinars, calculators, and guides on contractor onboarding, payments, 1099 compliance, and workforce operations.
The company is building infrastructure for flexible work.
Simple pricing to onboard, pay, and manage 1099 contractors and seasonal W-2 employees from one platform. No hidden fees.
Wingspan Embedded Finance helps manage 1099 contractor payments, tax compliance, and onboarding.
Wingspan Embedded adds banking and payroll tools for contractors to platforms and simplifies payments, taxes, and support.
Backed by the world's top VCs, Wingspan manages $1B+ in contractor payments & is trusted by hundreds of businesses that rely on a flexible workforce to grow.
Wingspan runs onboarding, payments, compliance, and tax filing for 1099 contractors, international contractors, and contingent W-2 employees, on one worker record.
Wingspan privacy policy.
Wingspan terms of service.
Wingspan raises a $14 million Series A led by Andreessen Horowitz, bringing its total funding to $23.5 million. The company’s platform combines contractor onboarding, payroll, benefits, background checks and tax-form workflows, with AI-assisted expense categorization. Wingspan says it has more than 20,000 members and hundreds of enterprise clients, and plans to use the funding to expand its platform and team, which it expects to double by year-end.
Mar 2023 · TechCrunchNews article