Ticket holder sitting on the sidewalk outside a lit theater marquee with his phone on the pavement

StubHub says the Rick Springfield concert was postponed, but it wasn’t. Can I get a refund?

Craig Field bought tickets to a Rick Springfield concert through StubHub. The show was postponed once and given a new date. StubHub never updated the change in its own system.

On the day of the concert, with no tickets in hand, he called. The representative told him the system still showed the event as postponed. He explained that the show was happening that night. The agent could not release the tickets, and told him that without confirmation from the organizers or the venue, nobody higher up at StubHub could modify the record. The venue knew the concert was on. The promoter knew. Rick Springfield knew. The computer did not, and the computer was the only opinion that counted.

Cartoon of a frustrated traveler holding up his phone at a hotel front desk while a stern clerk stands with folded arms and two companions wait with luggage.

My hotel reservation disappeared. Why won’t Booking.com refund me for my new room?

Stephen Stein had booked a two-bedroom suite at a Homewood Suites in Bonita Springs through Booking.com, and his party of three arrived to find the hotel had no reservation for them. He handed over the confirmation number. It made no difference. A family dinner was 90 minutes away, so while he waited on the phone with Booking.com and got nowhere, the group went and found another hotel themselves. The only rooms available were regular ones, so they took two, which came to $126 more than the suite they had already reserved. A representative promised to cover roughly half the difference. Then came the calls. Over the following days each conversation produced a new reason the payment could not yet be authorized, including a request to prove which currency he had paid in, for a Florida hotel booked on a US credit card.

Cartoon of a woman in pajamas staring in shock at a laptop showing a $179 Furnished Finder charge, her cat asleep beside her on the bed.

My Furnished Finder subscription auto-renewed. Why can’t I get a refund?

Debbie McNulty had listed her vacation home on Furnished Finder for three years and never once received a booking through it. She paid the annual fee anyway. Now that she was renting short term again, the platform was no use to her at all. Her membership was set to auto-renew, and the company sent a reminder email the month before. She missed it, back from a two-week trip and buried under the same avalanche of email everyone else is buried under. Then she woke up to a $179 charge. She contacted the company that same day, asked to cancel, and requested her money back. What came back was a form response: fees are nonrefundable, it is in the terms you agreed to. She did not dispute that she had missed the deadline. Her question was different, and it is one worth sitting with. When a customer cancels on the very day the charge goes through, and has just told you plainly that she will not use a single day of the year she has been billed for, is keeping the money really the right call?

Cartoon of a weary couple driving a car down a straight desert highway lined with cactuses at sunset, as an airplane flies overhead.

American Airlines delayed my flight, so I drove. Why can’t I get a refund?

Michael Damarino and his wife thought they had done everything right. They booked refundable American Airlines tickets through Expedia from Boston to Tucson by way of Phoenix, paying extra for the flexibility. Then a 90-minute delay in Phoenix, blamed on a sick first officer and a baggage weight problem, made them miss their connection. With no later flights available, they did the resourceful thing: they rented a car and drove the final 100 miles so they would not lose their vacation. What they did not realize is that solving the airline’s problem themselves had quietly turned them into a “no-show” for that last leg. In the airline’s system, skipping a flight without canceling it first triggers a clause that can cancel the rest of your itinerary and wipe out the ticket’s value, even when you paid for a refundable fare. American offered only a flight credit and called the ticket nonrefundable. Expedia pointed back to the airline, and the airline pointed to Expedia.

Cartoon of a distressed woman standing at her front door, hands to her face, as a UPS driver stands by his truck with his hands raised in an empty-handed shrug.

Michael Kors and UPS are playing hot potato with my $687 refund — how do I win?

Lina Mahmoud’s $687 Michael Kors order never showed up. UPS investigated, declared the package lost, and confirmed in writing that the refund should come from the shipper, Michael Kors. That should have settled it. Instead, Michael Kors refused, pointing to a proof-of-delivery photo that, she says, does not clearly show her package at all. She was told the claim was denied and that this was the final answer, and when she kept pushing, she says customer service agents began disconnecting her live chats. She was left feeling as though the company now viewed her as a fraud, caught in a game of corporate hot potato: the carrier says the retailer owes the money, the retailer hides behind a questionable image, and the customer is stuck in the middle. It is a stark reminder of how much the burden of proof can fall on the shopper when a package goes missing, and of what recourse you really have when the standard customer-service channels simply stop answering.