1/ A lot of people have been asking for an explainer on what is going on with Southwest Airlines and the massive meltdown that occurred. Hi, I'm TProphet. I write the Seat 31B travel blog (https://www.seat31b.com) and closely follow the airline industry. More importantly, I have a friend whom Southwest abandoned in Las Vegas until New Year's (along with his cat), and there was literally nothing I could do for him. Ready? Let's dive in.
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2/ Southwest is the largest domestic carrier in the US. They fly to 23 of the top 25 airports. When it suits them they say "we're a small carrier serving small places, the rules shouldn't really apply to us" (whether it's safety or anything else) but the reality is that they're a major airline. They should be considered as such, and treated accordingly.

3/ Southwest is highly unusual. Their IT is almost entirely homegrown, with software they built themselves. It's creaky and antiquated - you'll observe this if you watch their schedules. They're irregularly and manually loaded into the system.

The majority of airlines use standardized reservations systems like Sabre, Amadeus, etc. which integrate well with other standardized tools. Not Southwest, who only supports limited integrations in specific circumstances.

4/ Other airlines (apart from Southwest, Spirit, Frontier and a couple others like Avelo and Breeze) have relationships with airport hotels so they can issue vouchers to stranded passengers and crew. They also work with each other in a system called "interlining" where they take each other's passengers to avoid total systemic meltdowns like these. For example, when Delta melted down in the past, American and United have bailed them out (and vice-versa).
5/ In this case, it's the week between Christmas and New Year, and there are no seats on other airlines to book their passengers into. Even if there were, there is no interline agreement. So Southwest basically says "see you next week" and dumps you wherever they left you.

6/ So, about aircraft positioning and crew scheduling - Southwest is essentially a short and medium haul airline. They mostly don't do long haul services except for Hawaii.

Southwest turns aircraft quickly, in less than 30 minutes. They have higher aircraft utilization than any other major US airline. They often run their crews on tight loops where they're out from home and back the same day so they can save money on accommodating crews who overnight away from their home base.

7/ Yeah, about that. So when Southwest melted down, they didn't have nearly the number of rooms reserved that they needed for their own crew, and it was Christmas so hotels were full. Crews often did not get rooms. They just got dumped like passengers at airports. At least there are crew break rooms at most airports, but it's not very comfortable.

Major airlines usually have enough hotel relationships to be able to work something out (American has had some issues too) but Southwest does not.

8/ Southwest now has a problem where they need to figure out where all their crews are, and their planes are, and basically redo their entire crew and aircraft scheduling plan for the whole airline. The only real way they have to do this, because of the way they operate, is to stop for an entire day and set to work inventorying their assets and crews and then build out entirely new trips for everyone.
9/ However, they were just really mean to everyone who works for them. They also effectively required employees to come to work sick, making others sick just before they're most needed to recover the operation. Ben Schlappig wrote an article that covers the details here, so check it out: https://onemileatatime.com/news/southwest-airlines-meltdown-denver/
Southwest Airlines Has Meltdown In Denver, Declares Emergency

Southwest Airlines' Denver operation is melting down. The airline has declared a state of emergency, and is threatening to terminate employees.

One Mile at a Time
10/ Anyway, how does Southwest fix this? Just like in #infosec, every time there is a high profile problem, there is a vendor promising to magically fix everything with AI. Unfortunately, just like in #infosec, the problem space is very complicated and AI is not good at solving most of these problems.
@tprophet Insolvency will fix it ;)

@clipperchip @tprophet I once bought tickets from an airline that was in the middle of going bankrupt without my knowledge. By the time that the flight was supposed to occur, the airline didn't exist anymore.

(It was long enough ago that I don't remember how this got resolved, only that it was expensive.)

@mwt @clipperchip In a case like this, the best you can do is charge back with your credit card company. You'll likely get a refund, but you'll have to buy a replacement ticket from another airline at the then-current price, which is probably a lot more expensive than a fire sale fare from a near-bankrupt airline.
@tprophet @clipperchip That sounds plausibly like what probably happened. I remember that we did fly out on a different airline, and we did get to wherever we were going in time for whatever we went there for. (I don't remember which family members were part of the "we" though.)