What is Special Enrollment Period? Stride is here to answer that question and all your other SEP related questions. While SEP can be confusing and frustrating, it may also be your ticket to better health insurance after a big life change. Here’s what you need to know.

If you're an independent worker, you'll likely need to pay quarterly taxes. Here's what they are, how to pay them, and deadlines to know to avoid paying a fine.

To figure out if (and how much) you owe in quarterly taxes, you’ll need the Form 1040-ES. Here's what it is and how to use this form to file your taxes.

If you're an independent worker, you can expect to receive your 1099 form when tax deadlines are approaching. Don't worry, we've rounded up all the important dates you need to know about so you don’t miss any.

We’re teaming up with Roadie, a UPS Company and a logistics management and crowdsourced delivery platform, to provide comprehensive support to independent drivers nationwide.

If you experience a “Qualifying Life Event," you may be eligible to enroll for health insurance during Special Enrollment Period. Read on to see if you qualify.

Did you miss health insurance Open Enrollment? Learn your options and next steps in our guide.

On the heels of last week’s exciting announcement, w’re launching the Stride Contributions program in Utah, following the state’s passage of new Portable Benefit Plan legislation (SB-233), which creates opportunities for companies to extend more benefits to 1099 workers.