I always feel like Santa Claus when I’m packing for sales school—or at least how I imagine Santa would feel. The moment I step into the Swag Closet, I lose all sense of decorum. Instead of rationing out the tchotchkes we’ve so carefully ordered, I start gleefully grabbing: pens, coasters, notepads, charging cords… “Oh, and some of THESE!” I say, shoving more goodies into my roller bag. “Why not? Everyone’s a good boy or girl at sales school!”
Which would be fine—except there were 35 attendees this time, and the notepads are hefty 8.5 x 11 monsters. We spare no expense! Once those were stacked in, I knew I’d be pushing the American Airlines weight limit. But instead of taking anything out, I just shrugged. It’s a work trip. I’ll expense the overweight fee.
(Friends, I had not looked up the overweight fee.)
Turns out, it’s $100. One. Hundred. American. Dollars.
When I got to the AA counter and saw the sign, anxiety gripped my chest. I’d assumed it would be $50 max. My boss probably wouldn’t notice—or care—but still. The principle of it burned.
I waited in line, wheeled up my bags, and met Gary, the AA agent with the glorious hair of an angel. (#foreshadowing) He was there to verify my ID and confirm I hadn’t handed my bags off to a stranger in the parking lot. Bag one—my personal items—cruised over the scale at a neat 23 pounds. Precision packing, thank you very much.
Then came the swag bag. I hefted it onto the scale and held my breath. The numbers spun like a sadistic episode of The Price is Right, hovering over and under the dreaded cutoff.
Finally: 56 pounds.
FUCK! One pound? Really?
I was just about to start yanking notepads out when Gary leaned in. “You know,” he began, “our limit is 55 pounds. Anything over gets hit with the overweight fee.” He gave me a sly wink—and I noticed his index finger had slipped under the top handle of my bag. Just a slight tug upward… and like magic, the scale blinked back to 55.
Gary smiled. “That being said, looks like your bag is perfect. Don’t you agree?”
“Yes, sir!” I grinned, practically glowing with gratitude. It wasn’t even 6 a.m., and I’d already met a real-life airport angel. He wished me a safe trip and sent my bags down the belt.
In the chaos of travel, it’s easy to get annoyed and forget our shared humanity. But it’s moments like this—small kindnesses, quiet conspiracies—that make the journey worth it.
So here’s to Gary at the American Airlines counter in Des Moines—baggage whisperer, early morning MVP, and patron saint of swag haulers everywhere. You didn’t have to help. But you did. And I won’t forget it.
(Also, shout-out to me for clocking my personal bag at exactly 23 pounds—the same as Carrrl. Coincidence? No. Packing for a three-day trip is basically just preparing to carry one judgmental cat through TSA.)

Out of Office. Extra Everything.
Snark. Snacks. Seat 14A.

