
I’ve been traveling to Detroit every Memorial Day Weekend since 2009 for the annual Electronic Music Festival. You may have read my post last spring about why it’s the best festival of them all. But as I’m maturing, I get tired faster and want to spend my travel dollars going other places, so I was on the fence making my pilgrimage this year.
— But real quick, before we go any further, I’ll give you the miles I had, the miles I bought and the miles AA gifted me for an extremely fair price. please tweet or message if we can help each other. —
While flight scanning, AA sent me a very kind email about how some miles of mine were about to expire. It felt like an omen to make the trip. I spent about 30 minutes trying to figure out this UI, then parsing out which flights didn’t have two connections or require me to change airports. I did eventually figure out I could uncheck flights from San Jose and Oakland, that was a win. While of course having no concept of the differences between a 12K flight and a 25K Economy AAnytime or 25K Economy Business First, I just tried to pick flights furthest to the left.

There’s some glitch in the system where after I choose my dates and select the seats, my flight on May 24 would shift to May 10. After 30 minutes of finding a loop hole around that bug, I was finally ready to book the flight and get on with my life.
It’s difficult to know how many miles I have, how much they cost, what that means about the minimum miles I need to have (or use?) and that I couldn’t pay the balance of the flight in cash. Upon expecting to purchase the flight, they tell me it’s on hold and I need to buy more miles. I’m so frustrated and ready to buy the flight I maybe want at this point, I just buy the miles. A few dropdowns and fields that don’t auto-complete later, I see the total is $10 less than how much it would cost to fly on United Airlines. Great!
Somewhere I missed the taxes and fees. I’m sure they clearly stated the numbers somewhere, but you can see how after and the clicking and guessing, I just wanted the task done. Afterwards, I see the extra fees and see that I still have to pay $10 to book a flight with miles. This was not the cheaper option.
So of course I call them on the phone and kill them with kindness. You know I listened to static elevator music for a long time before the representative told me she could not do refunds. I asked if she could put me in touch with someone else who could help me feel better. More static muzak. Same explanation.
But with honest candor I explain to her what my experience has been like. And that I’m sure it clearly stated the costs but this is my first time buying miles and I had a holistic stressful experience that led me to make mistakes. I told her I knew she does not work on the website and that I know AA cares about their customers. I told her my experience starts from the moment I decide I want to go somewhere until this phone call. I asked “what can you do to help me?” She asked what I had in mind and I explained she had more experience helping people like me.
She offered me 2,000 in miles. Naturally, I explained I was hesitant to accept them because it would just return me to this stressful miles loop. Since she absolutely could not offer a refund, a free flight, vouchers or first class upgrades, I accepted. Of course, I cannot actually purchase the flight for 3 days until the miles I bought online can appear online.
The lesson here is to
- Be patient and careful with old websites
- Be very kind to associates on the phone. It’s just not their fault
- Don’t stop til you get enough
But really, will someone please buy my AA miles?