Appreciate the answers, y’all. I’m definitely learning a lot. How would this be something interpreted as a remote worker? Would a bus ride to a local coffee shop to work be fine? Would getting things like office supplies/coffee to make my “work environment” better be fine? Would I have to keep a log of my travels? I’m not hiding the fact that I am remote as I transitioned from working in office, representing a specific location to now declaring being a full on remote worker.

Asking because I was wondering if you have clarification on what would be determined legal for remote workers? Also legit asking for context as I’m just learning about this and not at all to circumvent or loophole this. It seems like a gray area, but also uncertain since remote work existed before the pandemic.

If I went through this process, I’d get a physical card sent to me and the purchase would be for a physical transit pass that would be periodically loaded as needed, so the only charge would be on that commuter card while my transit pass is the one getting used for commuting.

It seems like it’s one of those things that I shouldn’t be too concerned about in terms of enforcement, but also I feel like I’ll play it safe. Either way, I can still load a minuscule amount for the few times I do meet up for work at a co-working space and $5-$10/month would help cover those rare trips while saving some money on tax.