The price listed for that second ticket was now ~$400 as opposed to $150 dollars. Oh, crap. I get it, yield management.... awesome.
To buy two tickets with WestJet would now cost us a total of ~$700, which we were completely unwilling to pay with Air Canada selling a similar pair for sub $500. Brand loyalty is a fickle thing. I called WestJet, told them I needed a refund. They asked, why, and I told them their website had not provided with me a enough information to make the correct economic decision. It had hinted towards it, but I hadn't caught on right away. 'You should probably tell people how many tickets are remaining at each price bracket so this confusion doesn't happen again'.
A lot of people must have given them similar advice.

Because, they have added this handy little indicator to their online purchase menu.
It is nice to see a company that listens. People call in about a problem, or report it online, the company reviews the comments and addresses the problem within a relatively short time period. Kudos! to you WestJet. What impresses me more about this situation is that I assume (perhaps incorrectly) that like my case, the majority of these complaints were made offline, with consumers calling in and demanding answers/refunds. It is nice to know that there are links between the customer service staff in the call centre and the user experience staff that work on the website. This un-siloed approach says very positive things about WestJet's flexibility.
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