Stride has been selected by Uber and Lyft to administer health insurance stipends to eligible drivers across the state of Massachusetts.

On April 3, 2025, Governor Bill Lee signed the “Voluntary Portable Benefit Plan Act” into law, making Tennessee the second state in the country to formally enable portable benefits for independent workers.

The Modern Worker Security Act allows companies to support independent workers without reclassification risks. Learn how businesses can prepare for this shift and what it means for workforce strategy, compliance, and talent retention.

Discover how portable benefits are transforming workforce retention in 2025. Learn why companies engaging independent contractors and non-benefited W2 employees are turning to portable benefits programs for sustainable growth.

Lyft and Stride are launching a new, first-of-its-kind program for Utah drivers. Beginning Jan. 1, 2025, Lyft will contribute 7% of an eligible driver’s quarterly earnings into their Stride Save* account for them to pay for benefits like health, dental, and vision insurance, save for retirement, or cover paid time off.

Today, Stride, the leader in portable benefits technology, unveiled its annual open enrollment research, signaling that the vast majority of the millions of individuals in the market for ACA health coverage this year lack critical information necessary to make informed and confident decisions about their insurance for the upcoming year.

These findings come ahead of the 2025 open enrollment season, which begins on November 1—a crucial time for over 60 million independent workers in America, as well as millions of small business employees who do not receive health insurance benefits from their employers. The research also is timely given over 21 million people are currently enrolled in an ACA plan.

Today, Stride Health, the category leader in portable benefits, released the report Bridging the Benefits Gap: Uncovering the Financial Goals and Challenges of Workers with Limited Benefits. The findings, which are a result of an online survey conducted on behalf of Stride Health by Mastercard, highlight the financial challenges faced by many of the over 60 million independent workers in America.