This as-told-to essay is based on a conversation with Jessica Winder, a 37-year-old senior vice president of HR for a Canadian tech company and career coach in Las Vegas. It has been edited for length ...

Have you been thinking about taking a second job to supplement your income? Maybe you already juggle jobs and gigs in what some people call “portfolio work.” If so, you might be a good candidate for a ...

Jessica Winder worked two full-time HR jobs during the pandemic and saved $100,000. She managed both roles for a year by leveraging remote work flexibility and setting financial goals. Winder's ...