independent-contractors

(3)
Company
RLTYco
Fintech · Saas · Health

RLTYco

RLTYco is a New York-based financial services and benefits platform built for the roughly 1099 real estate agent economy. Founded in 2021 by industry veterans Briggs Elwell and Daniel Kennedy, it packages together commission advances, tax help, legal formation, healthcare plans, and a member perks program - services traditionally reserved for salaried W-2 employees. Its flagship product, RLTY Capital, buys a portion of an agent's pending commission and funds approved deals in as little as 24 hours, without credit checks or brokerage approval. After a $20 million Series A in January 2025, the company expanded nationwide and, in July 2026, acquired Atlanta-based commission-advance firm RealCommissions.

real-estate · commission-advanceRead →
Company
Workers Benefit Fund
Health · Fintech · Enterprise

Workers Benefit Fund

Workers Benefit Fund is a New York-based, mission-driven company that closes the benefits gap for gig workers, freelancers and independent contractors. Acting as a PEO-style solution for the gig industry, it builds the technology, outreach infrastructure and partnerships that platforms, labor unions and public institutions need to connect non-traditional workers with health, wellness and financial benefits. Its flagship work powers the Drivers Benefits program alongside The Black Car Fund, which has enrolled tens of thousands of New York for-hire drivers at no cost to them.

gig-economy · portable-benefitsRead →
Company
Wingspan
Fintech · Saas · Enterprise

Wingspan

Wingspan is a New York-based payroll and management platform built specifically for the 1099 contractor workforce. It automates the full contractor lifecycle - onboarding, W-9 verification, background checks, same-day payments, tax withholding, and automated 1099 filing - and now ships that stack as an embeddable, white-label API (Wingspan Embed) for HR, HCM, and PEO platforms. The company has processed more than $3 billion in contractor payments and counts Teladoc Health and CRU Group among its customers.

contractor-payments · 1099-filingRead →