Essential Considerations for Southwest Airlines Employees Contemplating Retirement: What You Need to Know Before Making the Leap

Healthcare Provider Update: Healthcare Provider for Southwest Airlines: Southwest Airlines collaborates with multiple health insurance providers, primarily utilizing Aetna and UnitedHealthcare for its employee health plans. These partnerships enable Southwest Airlines to offer its workforce a range of options for health coverage. Potential Healthcare Cost Increases in 2026: As we look ahead to 2026, Southwest Airlines employees are preparing for significant healthcare cost increases, which may greatly impact their out-of-pocket expenses. With projected ACA premium hikes exceeding 60% in certain states, the burden of rising healthcare costs is likely to be felt by employees more than ever. A recent industry survey indicates that over half of large employers are considering raising deductibles and out-of-pocket maximums, as they navigate growing medical costs driven by inflation and high drug prices. This financial landscape underscores the importance of proactive planning and informed health plan choices for employees aiming to mitigate these anticipated increases in healthcare expenses. Click here to learn more

With all of the changes at Southwest Airlines employees need to know what steps to take before leaving. Retiring, or worse, losing your job, is a monumental (for better or for worse) moment in your life. Your mind is racing, your palms are sweating, and you simply just doesn't know how to operate. The loss of a job, especially for those with over 20 years of service, affects the same receptors in the brain as the loss of a loved one. You have been connected with Southwest Airlinesfor 20 years, and now the relationship is over. Remember to reach out to Southwest Airlines HR & Benefits departments for all Southwest Airlines summary plan descriptions.

The same five stages of grief apply for a person going through retirement, job loss, or the loss of a loved one. Denial, anger, bargaining, depression, and acceptance are a part of the framework that makes up our learning to get through the lack of employment.

As the reality of the situation settles, your emotions will be a mess. You might feel upset one minute, and annoyed the next, and it can be tempting to vent your frustrations. Remember, acting upon impulse almost never turns out well, and can make a difficult situation even worse.

Here are a few items to check off as you consider leaving Southwest Airlines:

1. Sit down and carefully analyze your finances. If you have a spouse or signifigant other, involve them in this process. Avoid doing financial business with friends or family. Money and friendships do not mix.

2. Call your Credit Union or Bank, and consider opening a line of credit against your home equity. Consider opening additional credit cards to create an emergency credit line. As many of you have been employed your whole life, you probably won't think to do this - once you are unemployed, it becomes exceedingly difficult to get credit, making it very important you take this line of action.

3. Go over your 401(k) contributions, if you were making them. Decide whether or not you should increase your contributions for your remaining time on payroll, or cease them entirely to build up more immediate cash. How you proceed may have big tax implications. Depending on when you stop contributing, you may end up in a much higher tax bracket due to your severance payment, unemployment, etc.

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4. It's not always wise to file for unemployment immediately after the loss of a job. Depending on the time of year you are laid off, paired with your financial situation, it could be beneficial to wait to file your claim so that your unemployment payments fall in the next tax year, when your overall income is lower due to the fact that you're unemployed. There are an overwhelming number of situations that you want to consider before making a move on this. We recommend speaking with a Southwest Airlines-focused retirement advisor to go over your options.

5. Unless you believe your layoff was deserved, speak to a trusted lawyer to go over your options. Venting your anger at managers and colleagues may feel amazing temporarily, but it will damage your career in the long run. You spent all this time building up your relationships at Southwest Airlines why burn them now? Avoid going online even anonymously to berate past Southwest Airlines staff & management.

6. Have a plan for how to fill the void on your LinkedIn profile and your resume. If you are pursuing a new job, having a job makes it much easier when finding your next adventure. In the mean time, you might consider becoming a consultant until you find a permanent position. You may also find the ability go go back to Southwest Airlines as a contractor working on your terms.

7. Figure out what you will tell your Southwest Airlines wcoworkers - create your go-to statement and practice it, so you can say it without becoming too emotional. It will be normal for friends and acquaintances to ask, and we assume you won't want to burst into tears or lash out every time the question is popped. However horrible you feel, it's crucial to remain calm and act professional, and try to avoid doing anything that might hinder your reputation or integrity. Remember to stay professional on social media when discussing Southwest Airlines.