Casual Conversation

Since remote jobs are in high demand, it's gonna be a game of numbers in part/unfortunately. Stay on job search websites (indeed etc.) and apply to every single job you can (that suits you). Work job applications like they are your job right now, real focused work for a good few hours a day, just blasting out cover letters and applications.

Write a brief cover letter following online guidelines for each application (whenever you can), especially for any jobs you'd prefer over others. It may say that's optional, but still go for it since you gotta separate yourself from other applicants. Your writing skills even just in this post and the comments bode well! A lot of people take it for granted that everyone writes coherently, but I work as an editor myself, and I can tell you you've got a leg up on a lot of folks who just can't put together a good sentence haha. Keep it simple, honest, personal but professional and direct.

An alternative would also be a job training and placement program. If you select a good one (like Generation in the US and some other countries, though I don't think they work in Canada), the same program that can train you on current skills (sales, tech, customer service, etc. -- typically focused on constantly needed jobs that can be learned in just a few months) will also help you find a job as you finish the course. Only go to a free/nonprofit/govt center/website, and only choose a program that has direct connections with employers or a 70+% placement rate for graduates in jobs.

Hope these help, and keep at it! There are a lot of people in similar situations, and a lot with even bigger gaps and fewer skills. If any of them can find work and improvement (and they can!), then you'll be able to, too. It'll be hard, I'm sure, but you are someone who can do it, especially given how far you've already gotten yourself. Good luck!