Articles from StretchDollar
StretchDollar, a health benefits platform built for small businesses and startups, has been named as a 2025 Inc. Power Partner award winner. The annual list honors B2B organizations that support entrepreneurs and small businesses in building stronger, more sustainable companies.
By StretchDollar · Via Business Wire · November 5, 2025

StretchDollar, a 2023-founded startup dedicated to simplifying health benefits for small businesses, has announced the close of a series of seed rounds for a total of $6 million of funding, led by Fika Ventures and Oscar Health. Precursor Ventures and Springbank also participated in rounds that built on the company’s $1.8 million pre-seed funding from last fall. The additional capital will support the expansion of StretchDollar's self-service platform and further elevate the small business benefits experience.
By StretchDollar · Via Business Wire · December 3, 2024

StretchDollar, a startup that enables small businesses to provide pre-tax funding to employee-owned health insurance, has announced a significant shift to its business model. To remove barriers for small businesses' access to health benefits, StretchDollar is eliminating all fees.
By StretchDollar · Via Business Wire · February 15, 2024

Nearly one-third of Americans’ are dealing with health care-related debt and about half of individuals’ medical debt exceeds $2,000. To lessen the burden of health care costs for small businesses employees, health benefits startup, StretchDollar, has teamed up with Resolve Medical Bills, a medical debt solution company.
By StretchDollar · Via Business Wire · November 14, 2023

StretchDollar, a startup that enables small employers to provide pre-tax funding to employee-owned health insurance, has announced its launch in Illinois, Pennsylvania, Delaware and Colorado. The company’s roadmap includes expansion plans to cover California, North Carolina, and Texas in 2023, with a nationwide presence in all fifty states by year-end 2024. The launch coincides with the successful completion of a pre-seed funding round that raised $1.6 million from Precursor Ventures, Elefund, v1vc, Kindergarten Ventures, and Westerly Ventures.
By StretchDollar · Via Business Wire · September 26, 2023
