Pros
Nice coworkers Remote Work (for now) Wellness stipend, cell/internet stipend, etc. Mission of the company is cool and it does help people across the globe get work.
Kontras
Some of the most inept leadership I have ever seen. It's no wonder that no less than 5 C-Levels have left the company in the past year. Upwork's Enterprise offering cannot compete with the Freemium Marketplace version. The Enterprise Product deficiencies are obvious, but rather than fix those issues, Upwork way over-hires sales reps, then throws countless irrelevant internal trainings/meetings at them. Upwork is then shocked when that doesn't work and then has layoffs. Rinse & Repeat. Research this company and you'll see they have a decent size round of layoffs almost every year. They would rather burn through people than address the Product issues.