Originally Posted by nameless
I'll have to look out for this. Though being 14 hours ahead of eastern time makes it a bit difficult
Here let me help you out.

Air Canada flight 36 from Brisbane to Vancouver, BC
13h, 45m
Layover 2 h, 35m
Air Canada flight 403 from Vancouver, BC to Montreal.
4h, 42m
Layover 2h, 8m
Air Canada flight 8898 operated by Air Canada Express from Montreal to New York (JFK)
1h, 32m

Leave at 9:45 am and arrive at 8:27 pm.

After a good nights sleep in the Airport Terminal you'll be all fresh for the meet up. As an added bonus JFKh as free Wi-Fi 👍