Hey there! I actually do this now, and have been since 2017. I lived in one border city when we started the CR-1 process. Midway through the CR-1, I moved to another border city and continued visiting. I still work in that city but now live in Michigan. We were together for 7 years before I emigrated and I never had a problem visiting. I was always forthright about the petition/visa and kept proof of ties to Canada in my car (which I never had to show). I actually had the visa in hand for a couple months before I moved (due to having an apartment lease), and customs didn't care (I visited using a Nexus, and left my passport at home in Canada).
The tax stuff honestly isn't that bad, but I guess it depends on your income and other investments. Since you live in a border town, there will be accountants around who specialize in CAN/USA taxes. We hired a professional the first year to make sure it was done properly.
People always think my life is some gigantic hassle but it's really not bad at all. I love my job and have a pension I wasn't willing to give up. We do eventually plan to move to Canada, so keeping one foot in the door will be helpful to us anyway. In all honesty, I kind of love it because I get the best of both worlds (minus health care, blah).
safeandsound86 reacted to JlovesA in Working in Canada after green card approval...