Tue Aug 17, 2010 2:00 pm
Presuming you have iron-clad approval from the other parent to bring him into canada, yo ushould have no problem crossing into canada, as you will not encounter a US border agent.
You should be filing for proof child's Cdn citizenship -- s/he is Cdn by birth.
However, be warned that you are quite likely to be denied re-entry into US, should you try, since there will no doubt be a record of your overstay. Also, if you then have to send the child on their own, you risk not being able to retreive him if bad blood arises.
I would be seeing a US immig atty BEFORE leaving US soil, to determine what the consequences of 5 years overstay would be.
Too bad... if you had played this by the books, you would be a US citizen by now, and wouldn't have to worry about any immigration issues.