On April 10, 2025, Alabama Governor Kay Ivey signed a groundbreaking law making Alabama the first state to offer tax-deductible portable benefits contributions for independent workers.

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.

Last night’s Grammys highlighted an urgent issue within the music industry and the broader American workforce: the need for a benefits system that works for everyone, not just those in traditional jobs.

Today, DoorDash announced the expansion of its portable benefits savings program with Stride in Georgia. 

This is an exciting expansion of the first-ever portable benefits savings program that DoorDash and Stride launched in Pennsylvania last year.

Open Enrollment is the one time of year you can get health insurance, and it runs Nov. 1 to Dec. 18. Here's a guide to getting covered in time for the deadline.