Accompanying my wife (who is student) as a visitor

My wife is going to start her studies in the US. We are both Canadian citizens, and I'm working for a US-based company, that has an office in Canada (so it's basically registered as a Canadian company)

I would like to accompany her to the US, and help her in finding a place, starting her day-to-day life, etc.

We both have I-20's, and I intend to continue working for my company (the entity that I'm working for right now) while I'm in the US for a couple of months. I read another thread where people suggested to no to mention that you work remotely when your are visiting the US.

Now I have a few concerns:

Will I have a problem at the border? when accompanying my wife? is there a chance that they say "you won't come back to Canada, because your wife is going to stay there for a long time, so you will as well?"
Should I go there as a visitor or with the I-20? Considering the COVID-19 situation I'm not sure they will even let me in as visitor.

Thanks

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Can spouse accompany student in Australia?

The Department of Home Affairs allows most students to bring their immediate family members to Australia. Immediate family members are called dependents, and may include your spouse (or de facto partner) and children under the age of 18.

Can I accompany my wife to study in Canada?

Yes, you may be able to bring your spouse or common-law partner, and dependent children, with you to Canada. They may be eligible for a study or work permit, or a visitor visa. You must submit their applications online when you apply for your study permit. Find out how to submit their applications with yours.

Can spouse accompany students in Singapore?

In Singapore, you can bring your spouse and child once you start working after completing your studies, for which you need to have an Employment pass/ Entrepreneur pass / S pass* and, most importantly, you are eligible for a dependent visa only if your annual income is SGD 5,000 per month or more.

Can spouse accompany students in UK?

Your partner and children ('dependants') may be able to apply to come to the UK or stay longer in the UK. You must be one of the following: a full-time student on a postgraduate level course (RQF level 7 or above) that lasts 9 months or longer.

Sources: Stack Exchange - This article follows the attribution requirements of Stack Exchange and is licensed under CC BY-SA 3.0.

Images: Olga Lioncat, Olga Lioncat, Mikhail Nilov, Mikhail Nilov