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businessAirlines

A year of Southwest turbulence: Financial woes, an activist investor and sweeping changes

A timeline of the Dallas-based airline’s busy year.

Dallas-based Southwest Airlines announced plans to abandon its free checked bag policy Tuesday. After axing open seating and other perks in 2024, Southwest looks quite different from how it did a year ago.

Many have taken to social media and elsewhere to ask why this is happening, and looking back at a turbulent year of Southwest news can help answer that.

Below is a timeline of The Dallas Morning News' coverage of the airline from early 2024 until now, as Southwest faced financial troubles, fought off an activist investor and remade itself into a new air carrier:

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January 2024

The effects of Southwest’s holiday meltdown in 2022 lingered, and the air carrier rung in 2024 by reporting a 2023 fourth-quarter loss of $219 million in January. Then-chief financial officer Tammy Romo said Southwest was “not satisfied” with its current financial performance.

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March 2024

However, Southwest continued to face challenges, this time due to issues with its aircraft supplier Boeing. One signature strategy of Southwest is its exclusive use of the Boeing 737, but the plane model has had its own issues, including the January 2024 incident in which the an Alaska Airlines 737 Max 9 blew out a window and a portion of its fuselage.

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As Boeing faced regulatory battles amid safety concerns, delays in aircraft delivery rippled through Southwest, causing a host of problems, and Southwest had to decrease flight capacity.

In the meantime, Southwest reached agreements with labor unions, which CEO Bob Jordan cited in his March 12, 2025 presentation as a cost pressure. It also began looking at offering redeye flights.

FILE - A door plug area of an Alaska Airlines Boeing 737 Max 9, with ing removed, is...
FILE - A door plug area of an Alaska Airlines Boeing 737 Max 9, with ing removed, is shown prior to inspection at Seattle-Tacoma International Airport, Jan. 10, 2024, in SeaTac, Wash. Air safety in general and concerns about Boeing-made planes in particular have been on the minds of many since January, when a covering an emergency door hole blew off an Alaska Airlines plane flying 16,000 feet above Oregon. (AP Photo/Lindsey Wasson, File)(Lindsey Wasson / ASSOCIATED PRESS)

April 2024

Southwest ratified more labor contracts and Boeing woes persisted. This time, citing Boeing-related issues, Southwest left four airport and cut back hiring.

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April was also the first time Southwest hinted at what would become of its open seating policy.

May 2024

Southwest announced its foray into third-party online platforms, analytics from which Jordan referenced when describing the rationale for cutting free checked bags.

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June 2024

Enter Elliott Investment Management. The activist investor spat that would end up remaking Southwest began with an investment last June.

The investment firm reached an 11% stake in Southwest and immediately put leadership on notice. A letter signed by Elliott leaders criticized the airline for “poor execution” and a leadership with a “stubborn unwillingness” to evolve the airline’s strategy.

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Plus, new pretzels.

Bob Jordan, President, Chief Executive Officer, and Vice Chairman of the Board at Southwest...
Bob Jordan, President, Chief Executive Officer, and Vice Chairman of the Board at Southwest Airlines, explains details of the new retrofitted plane during a presentation to media . Southwest Investor Day was held at the headquarters of Southwest Airlines, located at 2702 Love Field Drive in Dallas, on September 26, 2024.(Steve Hamm / Special Contributor)
Gina Galvin, a representative of Stellar Snacks, poses for a selfie while holding a package...
Gina Galvin, a representative of Stellar Snacks, poses for a selfie while holding a package of the brands' pretzels. The company's products will soon be served on Southwest Airlines flights. Investor Day was held at the headquarters of Southwest Airlines, located at 2702 Love Field Drive in Dallas, on September 26, 2024.(Steve Hamm / Special Contributor)

July 2024

Southwest took measures to fight off Elliott amid continued pressure from the investor, including adopting a “poison pill” plan that would disincentive Elliott from increasing its stake in the company.

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Later that month, the air carrier took its first big swing at the business model it had followed for so long: it would end open seating. Southwest also announced the beginning of red-eye flights.

August 2024

The battle with Elliott heated up, culminating with Elliott upping its stake in Southwest at the end of the month. Elliott did not yet have enough stake in the company to call a special meeting, but nominated 10 board of its choosing out of Southwest’s 15-person board.

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As that played out, Southwest also added another online platform to its belt. In the wake of axing open seating, it took a look at free checked bags, setting off alarm bells that another change might come.

A Southwest Airlines flight takes off at Dallas Love Field Airport in Dallas, Wednesday, May...
A Southwest Airlines flight takes off at Dallas Love Field Airport in Dallas, Wednesday, May 11, 2022.(Elias Valverde II / Staff Photographer)
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September 2024

Southwest vs. Elliott hit a critical point as Elliott reached the threshold to call meetings. The airline’s board was the first casualty, but financial cracks began to show, as Southwest cut routes and unveiled a “transformational plan.”

November 2024

After unveiling the transformational plan, Jordan denied that the changes were due to Elliott. However, as Southwest prioritized cost-savings, it began offering buyouts, a signal of things to come.

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January 2025

Continuing its cost-savings measures, Southwest halted corporate hiring and shifted pilots out of certain hubs. It also canceled employee rallies, large parties that featured entertainment, games and more. “Every single dollar matters,” Jordan said in a memo then.

Southwest Airlines engers Claudia Raimondo (center, right) of Waco and her daughter...
Southwest Airlines engers Claudia Raimondo (center, right) of Waco and her daughter Stella check-in at Love Field in Dallas, March 11, 2025. The airline announced today that they will be adding baggage fees to check bags. (Tom Fox / Staff Photographer)
A Southwest Airlines traveler checks a bag at Midway International Airport, Tuesday, March...
A Southwest Airlines traveler checks a bag at Midway International Airport, Tuesday, March 11, 2025, in Chicago. (AP Photo/Erin Hooley)(Erin Hooley / AP)

February 2025

Elliott completed its shake-up of the Southwest board and received the go-ahead to buy more shares.

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Southwest also announced it would lay off 1,750 corporate employees. For over 50 years, the airline prided itself on never laying off or furloughing employees.

March 2025

When Southwest announced its transformational plan in September, it highlighted free checked bags as a perk that would remain. But amid further pressure to improve financials, the company dropped “bags fly free” on March 11.

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