I got my WP last year at regway i guess in july .......so i guess regway can also do flagpolingHi, first of all, call them and check you can do flagpoling, the website says only North Portal is doing immigration now, from 7 to 22, every day. ANd yes, your friend can wait on the canadian side, and you can just cross the border by foot... Last year i change my WP in North Portal, my husband drove there and wait in the dutty free while I was doing the flagpoling, about 30 minutes or so... so If you can do it in Regway, we should be able to do foot cross