Twyla Kelly bailed on her 9-5 life to pursue her creative passion – comedy. Read how this single mom is making it work, while supporting her four kids (and joking about them).

Matt Cavanaugh had been a social worker for 19 years. He began feeling like he needed a big change... and then Uber came to Pittsburgh. Read how he went from full-time social worker to full-time Uber driver in this inspiring piece.

We are calling on the IRS and HHS to eliminate a regulatory gap that disqualifies people with the worst plans from using HSAs.

Stride customer, Lacee Lazoff found herself unemployed after a career change. Read how she turned her unemployment into a successful personal training business.

Freelancing comes with unparalleled freedom, which from time-to-time will manifest into a lack of motivation. Here are 11 ways to avoid losing your freelance mojo.

Stride customer Eliza left her corporate job to pursue a career as a yoga instructor--and to find out how to really live along the way.

Last week, the Supreme Court ruled to keep healthcare subsidies nationwide. Here's why that matters and where we go from here