Thank you everyone for your answers. Have learnt a lot through these forums. Seeking advice before moving to Windsor as a PR (Currently living and working in Detroit on H1):
1_ Can my spouse on H4 EAD continue to work for her remote US job while living in Windsor?
2_Can my spouse on H4 EAD visit Detroit on the weekends? Will she be asked to switch to a US tourist visa? In which case she will have to stop working in the US.
3_Considering my employer will switch my healthcare benefits to Green Shield Canada, I will have to pay out of pocket for child delivery in the USA. Do a lot of people do it? How expensive is that going to be?
4_Is it ok to not notify the employer of address change to Canada considering I will have my friends Michigan address in the system for all things H1 related anyway?
Please let me know your thoughts and also let us know if there's a whatsapp or telegram group for daily commuters to get added into. Thank you.
Very interesting questions you have.
1. The answer depends on US company, whether the US company policy allows an employee to be located "overseas" and to work remotely. One thing is to work remotely, let say from Florida ( even this is questionable), another thing is to work in US, living in another country.
2. Your spouse can travel outside and into the country with no restrictions with H4 visa, the same is with your H1 visa (assuming you have a valid passport).
By the way how are you going to travel to US? By car? The vehicle has to be imported to Canada if you move to Canada permanently.
3. The big one - "child delivery in the USA". Think about it. The child born in US will be US citizen. He/she will become the Canadian citizen later as well. The dual US/Canada citizen who lives/work in Canada or any other country will have to file US taxes on world income the whole life.
4. Not sure how not to notify the employer of address change to Canada if you said that "my employer will switch my healthcare benefits to Green Shield Canada".
Again, does your US company allow you to continue work in US and live in Canada?
Are you going to work remotely or travel to Michigan? If travel, what about health insurance? You are not gonna be covered by OHIP while you are in US.
Future taxation. You will become, I assume, a nonresident alien from US point of view and Canadian resident with obligation to file Canadian taxed on world income.
5. Bonus. Benefits like IRA, 401k plan, etc. I assume you have ones. How are you going to handle this by moving to Canada and continue to work to US company? You deductible RRSP room will be available to you only on second year living in Canada, first year 401K contributions are not deductible for Canadian taxation. So, expect your taxes will be bigger.