Tax time doesn’t have to be stressful. Here are some of the common mistakes that rideshare and delivery drivers make at tax time, plus how to avoid them.

This qualifying life event allows you to enroll in health insurance outside the Open Enrollment Period if you have a low income at or below 150 percent of the federal poverty level. Here's everything you need to know about it, plus how to get covered if you're eligible.

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.