Wingspan

What Wingspan does

Wingspan is a New York-based payroll and contractor management platform founded in 2019 that targets businesses engaging 1099 independent contractors. The company operates across 22 verticals and serves enterprise and SMB customers, with named accounts including Teladoc (10,000+ workers), BELAY Solutions (7,000 workers), Pacesetter (3,000 workers), Fizz Social (2,000 workers), CRU Group (1,000 workers), and Superpath (100 workers). Its go-to-market combines enterprise field sales with self-serve product-led growth.

The company's core product is the Wingspan Flexible Work Cloud, which automates the full contractor lifecycle: onboarding, payments, tax form generation and compliance, and benefits administration. The platform operates as a Federally Registered Money Services Business with state money transmitter licensing, KYC/AML/OFAC compliance, PCI-DSS, SOC 2, and HIPAA certifications. Underlying infrastructure is delivered through partnerships with Stripe (payment processing) and Lead Bank (banking rails). In July 2025, Wingspan launched Wingspan Embed, an API-based offering that allows HR and workforce platforms to deliver contractor payments as an embedded capability, and announced AI-powered product development initiatives.

Wingspan monetizes through a combination of subscription fees for the SaaS platform and payment processing fees on contractor disbursements. The company has raised approximately $54 million across a $14 million Series A led by Andreessen Horowitz (March 2023) and a $24 million Series B led by Touring Capital (July 2025), with a reported valuation of $138 million and one source citing $46 million in annual recurring revenue. The headcount sits in the 11-50 range, making the revenue-per-employee ratio (if the ARR figure is accurate) unusually high relative to typical vertical SaaS benchmarks.

Name

Wingspan

Legal name

Wingspan Networks, Inc.

Website

https://wingspan.app

Company type

Private

Founded year

2019

Operating status

Operating

Headcount range

11–50 employees

Short description

Wingspan is a New York-based payroll and contractor management platform, founded in 2019, that automates onboarding, payments, tax compliance, and benefits for 1099 independent contractors across 22 industries, serving customers such as Teladoc, BELAY Solutions, and Pacesetter.

Ownership category

akta.pro rank

Product category

Contractor Management Software

NAICS

Computer Systems Design and Related Services (54151), Computer Facilities Management Services (541513), Computing Infrastructure Providers, Data Processing, Web Hosting, and Related Services (518)

SIC

Services-Employment Agencies (7361), Services-Management Services (8741)

akta.pro primary industry

Contractor Management Systems (CMS) & Workforce Management (BPACAGAE)

Keywords

• Contractor payroll management
• 1099 compliance software
• Contingent workforce platform
• Contractor onboarding automation
• Flexible work management

Headquarters

HQ city

New York

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2B

Offering type

Software

Cost components

Personnel, Technology or R&D, Marketing or Sales, Operations, Infrastructure

Revenue model

1. Platform Subscription Fees: Subscription-based pricing for access to the contractor management platform, including onboarding, payments, compliance, and billing features.
2. Payment Processing: Transaction fees associated with processing payments through ACH, card, and wire transfers. WingSpan facilitates payment processing through Stripe and Lead Bank.

Pricing tiers

Go-to-market motion3 records

Distribution channels3 records

Marketing channels9 records

Core offering

Wingspan provides a cloud-based contractor management platform that automates the full 1099 contractor lifecycle, including onboarding, payables automation, rapid payments (card, ACH, wire), tax compliance (W-9/1099), billing, and contractor benefits. The platform is purpose-built for businesses managing large contingent workforces across 22 industries such as insurance, healthcare, BPO, field services, media, and events.

Product overview

Wingspan is a payroll and contractor management platform built as a unified architecture comprising a core platform plus multiple integrated modules. The core Wingspan Platform handles the complete contractor lifecycle, supported by specialized modules including Contractor Lifecycle, Contractor Verification, Billing, Payables Automation, Rapid Payments, Tax Compliance, Contractor Help Desk, Contractor Benefits, International Payments, and Engagements. The Wingspan Flexible Work Cloud serves as the underlying technology architecture. Wingspan Embed, launched July 2025, extends the platform as an embeddable solution for HR system integration. Add-on services include Background Checks. The platform is designed for businesses managing contingent workforces across 22 industries.

Differentiator

Problem solved

Functional benefit

Products and services

• Wingspan Platform Cloud-based contractor management platform that automates the full 1099 contractor lifecycle, including onboarding, payables automation, rapid payments, tax compliance, billing, and contractor benefits management. Designed for businesses managing contingent workforces.
• Wingspan Embed Embeddable contractor management solution that integrates with HR platforms, enabling businesses to add contractor management capabilities directly into their existing HR systems. Supports a broad range of contractor types.
• Background Checks Add-on service providing built-in background checks for contractor verification, available as part of the Wingspan platform.

Quantifiable outcome

• $25,000 saved offloading busy season work and automating critical workflows
• +2 more outcomes

Named customers6 records

Segments6 records

Ideal customer profiles5 records

Technology focussed Yes

API detail

Has API

Yes

API docs

API detail

Core technology

AI maturity

App detail

Integration3 records

AI capability1 record

Feature10 records

Partnerships

Two partnerships are on record, tiered core.

• StripecoreTechnology or IntegrationStripe provides payment processing infrastructure for Wingspan's Payment Processing Services. Wingspan creates Connect Custom Accounts on behalf of users with Stripe. Stripe handles the actual payment transaction processing.
• NACHAcoreTechnology or IntegrationNACHA operates the ACH Network, the electronic payment network Wingspan uses for ACH origination services. Wingspan complies with NACHA Operating Rules for all ACH transactions.

Scale indicators7 records

Recent moves5 records

Expansion highlights5 records

Broad incumbents

• Gusto: Established SMB payroll and HR platform that has expanded into contractor payments and 1099 filing. Overlaps with Wingspan on tax compliance and onboarding, but serves W-2 employees as its core market — a broader incumbent with a contractor adjacency rather than a specialist.
• Paychex: Large SMB and mid-market payroll and HR services provider with contractor payroll and tax filing capabilities. Comparable buyer (HR/finance leaders managing mixed workforces) but operates as a broad incumbent rather than a contractor specialist.
• Rippling: Unified HR, IT, and finance platform that includes contractor management within a broader workforce product suite. Comparable buyer (HR/Finance leaders) but a broader incumbent whose contractor offering is one module within a larger platform.
• ADP: Largest US payroll and HCM incumbent with RUN Powered by ADP and Workforce Now platforms. Offers contractor management and tax filing as part of broader payroll suite — broad incumbent competing for the same enterprise buyer budget.

Direct peers

• Deel: Global payroll and contractor management platform offering EOR and contractor payments across 150+ countries. Directly comparable to Wingspan in target buyer (companies managing international contractor workforces) and overlapping functionality in onboarding, payments, and compliance.
• Papaya Global: Global workforce management platform covering payroll, EOR, and contractor payments across 160+ countries. Overlaps directly with Wingspan's cross-border payment and compliance capabilities for distributed contractor workforces.
• Multiplier: Global EOR and contractor management platform focused on international contractor payments and compliance. Comparable to Wingspan's international payments module and similar mid-market enterprise buyer profile.
• WorkMotion: Global contractor and EOR management platform with cross-border payments and compliance automation. Comparable to Wingspan's international payments and contractor lifecycle offering, with similar mid-market buyer profile.
• Pilot.com: Bookkeeping and contractor management service for startups and tech companies, including contractor payroll and 1099 filings. Comparable target buyer (companies with significant contractor workforces) with similar tax compliance focus.
• Remote: Global EOR and contractor management platform handling international payments, compliance, and contractor onboarding. Most comparable to Wingspan's international payments and contractor lifecycle modules.

Market position

Weaknesses5 records

Competitive moat4 records

Customer concentration

• Xx.com/wingspanapp
• LinkedInlinkedin.com/company/wingspanhq

Compliance3 records

Revenue estimate

Valuation estimate

Number of profiles

Profiles4 records

Funding overview

Funding rounds6 records

Investors14 records

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Wingspan