John asked me to put together a 48 hours itinerary for him and his partner to Montreal. I quickly went to work and found a weekend itinerary on board AirCanada which would take the couple directly from LAX to YUL without doing a red-eye (read requirements in bold).
Instead of paying $1408 for the roundtrip, John transferred 103,000 Amex Points to AirCanada to cover for the Economy airfare.
This redemption wasn't the best bang-for-their-points but the couple had plenty of AMEX points and wanted to pay with points than cash.