FreshBooks and Stride Expand Health Benefits Access for U.S. Small Businesses

About this update from Stride, Inc.

[{"type":"text","content":"New collaboration aims to help small businesses find affordable health coverage as insurance costs continue to rise","length":115,"tagName":"p"},{"type":"text","content":"TORONTO & SAN FRANCISCO, Oct. 30, 2025 (GLOBE NEWSWIRE) -- Amid soaring health-insurance costs and dwindling small-business coverage, FreshBooks—a leading small business management software, built to support service-based small business owners—today announced they are teaming up with Stride, the pioneer in portable benefits technology. The collaboration brings affordable, high-quality health, dental, and vision plans to self-employed professionals and small business owners across the United States, ahead of the Open Enrollment Period (November 1–January 15).","length":568,"tagName":"p"},{"type":"text","content":"Average annual premiums for employer-sponsored family coverage now reach $26,993 annually (KFF), while nearly one in three small businesses discontinue health-insurance payments each year as rising costs outpace revenue (J.P. Morgan Chase Institute). Long-term trends reveal the impact: only 30 percent of small businesses now offer health insurance, down from nearly 50 percent in 2000 (NFIB Health Care Coverage Policy Paper).","length":428,"tagName":"p"},{"type":"text","content":"“When you work for yourself, every decision is personal,” said Faye Pang, Chief Growth Officer at FreshBooks. “Small business owners should have the same access to affordable benefits as larger companies. Our collaboration with Stride helps make that a reality—giving them practical and personalized options that support their well-being.”","length":339,"tagName":"p"},{"type":"text","content":"Through the collaboration, FreshBooks customers can explore Stride’s trusted benefits, making it simple to find, compare, and enroll in affordable health, dental, and vision coverage ahead of Open Enrollment. Stride has served 4.6 million people, saved customers $1.45 billion in premiums, and maintains one of the highest trust ratings among digital benefits platforms.","length":370,"tagName":"p"},{"type":"text","content":"“For too long, self-employed professionals have faced a trade-off between independence and security,” said Bryan Giaimo, VP Enterprise at Stride. “Together with FreshBooks, we’re closing that gap—making it easier for small business owners to get the coverage they need w...

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