Back in the late 90s, I flew to British Columbia Canada once a month. I did have a few customers in Toronto to begin with. First trip, was to the Toronto area (Hamilton and Port Hope). Flew into Buffalo NY, rented a car and drove up. The people in Canada treated me better than those few I saw in Buffalo. Something about my southern accent made the folks in Buffalo made them talk slower and explain things alot, kinda like I was a 5yo. I started skipping Buffalo and flying straight to Toronto. People were much more nicer to me up there.
I also picked up customers in BC about 2 months after that. Flew Canadian air into Vancouver with customs being at the Toronto plane change. I never had any problems except for 1 time. The customs officer played 100 questions and demanded that I pay duty on my tool boxes. My tool boxes weighed 80lbs each. I asked to use the phone and I called my customer in BC. He said to give him a few minutes and asked where I was and who the officer was. I stalled the officer. About 30 minutes later she is called to the back office, the supervisor comes out and apologizes for the misunderstanding and tells me that Due to NAFTA and all my tools being made in the USA I did not need to pay duties. I said thank you sir and caught the next flight to BC.
Sometimes I used a different air line and had to fly into Vancouver and go through customs there. Sometimes customs would be a ghost town and sometimes it took an hour to go through the line. They always had the drug dogs walking around every body. I worked in the poultry industry and spent alot of time in hatcheries, my tools too. One time the dog seemed interested in me so I got pulled out of line and played 100 questions again while they went through my stuff. They had to make some calls to verify that I did work in hatcheries and they were in Canada. That was fun!
I then ended up flying into Bellingham WA. I had a customer there that I would visit while in BC so due to cost of flights I ended up just reversing my route, US first BC second and I stay in Bellingham and drove across. (Couldnt stay in BC anymore long story but psyco girl from BC would find me in what ever hotel I holed up in). I crossed the border so much they new me by name and even asked about my family back home. No problems from then on.