We Work Remotely is a Canadian remote job board and one of the largest remote work job boards in the world. Founded in 2011, they're well-established with some great companies using the site regularly. We Work Remotely is owned by Tiny Capital.
The site is relatively easy-to-use but has some issues and makes a few confusing claims (we'll get into those). They have hundreds of remote jobs from companies all around the world. For job seekers, they've recently introduced well-overdue update to their search functionality called advanced job search. This allows job seekers to filter jobs by keywords, basic categories, companies, and time zones.
FlexJobs is a flexible and remote job board helping job seekers "have a faster, easier, and safer job search". Founded in 2007 by Sara Sutton (founder of remote.co), they're well-established and possibly the oldest remote-focused job board in the world.
Because they've been around since 2007, they're well-established and have one of the largest remote job databases on the internet, with 20,000+ jobs across 5,000+ companies! However, most of the jobs posted on FlexJobs are also available online for free from other sources — the difference is that FlexJobs aggregates them in one place, which can make it easier for job seekers.
The site is relatively easy-to-use, but is starting to look very outdated and confusing to navigate for both job seekers and employers. For job seekers, the search functionality has some great filters, but the layout of the site is messy and confusing to navigate. It's also not free to use for employers or job seekers (we'll get into that).