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How Alaska Air Group Retirees Are Using AI to Simplify Everyday Life

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Healthcare Provider Update: Healthcare Provider for Alaska Air Group Alaska Air Group employees primarily receive their health insurance coverage through Premera Blue Cross Blue Shield of Alaska. Premera is the largest insurer in the state and offers various health plan options primarily through the individual marketplace. Potential Healthcare Cost Increases in 2026 As 2026 approaches, Alaska Air Group employees may experience significant increases in healthcare costs, driven by a confluence of factors. Without the continuation of enhanced federal premium subsidies, many individuals could face out-of-pocket premium rises of over 75%. The pressure on employers to shift more health expenses to employees is evident, with a recent survey indicating that 51% of large employers are likely to raise deductibles or out-of-pocket maximums. Coupled with broader trends of medical cost inflation and substantial rate increases requested by insurers, employees of Alaska Air Group should brace for potentially heightened financial burdens in their healthcare coverage. Click here to learn more

'Artificial intelligence is helping many Alaska Air Group employees simplify their transition into retirement by organizing finances and daily routines, but the key is to use these tools as support—not substitution—for thoughtful planning and professional guidance.' — Paul Bergeron, a representative of The Retirement Group, a division of Wealth Enhancement.

'Alaska Air Group employees are finding that AI can streamline everything from budgeting to wellness, but lasting success in retirement comes from combining technology’s efficiency with informed financial decision-making.' — Tyson Mavar, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article, we will discuss:

  1. How artificial intelligence (AI) is helping Alaska Air Group retirees simplify daily life and handle complex tasks.

  2. The ways AI can enhance health, home, and financial organization in retirement.

  3. Why retirees are increasingly confident using AI to boost efficiency and reclaim valuable time.

Many Alaska Air Group retirees are discovering that slowing down isn’t always easy, despite looking for respite from decades of early mornings, complex undertakings, and global operations. Handling investments, planning vacations, and staying organized can still feel demanding during retirement.

That’s where artificial intelligence (AI) has stepped in. What once seemed futuristic is now a practical tool for Alaska Air Group’s retired professionals who want to streamline routines and reclaim valuable time.

According to Wealth Enhancement financial planner Kevin Won, CFP®, AWMA®, CRPC®, “we’re seeing older adults experimenting with AI tools for efficiency. They understand that these tools can help them reclaim time, which is one of life’s most precious resources.”

Simplifying Complex Tasks

While still in the workforce, AI is helping Alaska Air Group employees transform their daily workflow. Tasks that once took hours—such as reviewing financial reports or tracking industry or market data—now take minutes with the help of AI assistants that can summarize data, highlight key performance trends, and draft personal reports.

Others are using AI to enhance their personal lives. For instance, with an AI-powered trip planner, it's possible to enter your preferred travel destinations, dates, and hobbies, and have the chatbot design an itinerary for you complete with dining, sightseeing, and activity suggestions.

The same is true after retirement. “The retirees I work with value how AI brings order and clarity,” Won adds. “Whether it’s comparing health care options or managing monthly expenses, these tools can handle the heavy lifting so retirees can focus on other areas of their lives.”

Improving Health and Home Management

Many former Alaska Air Group professionals are also turning to AI for personal wellness and home organization. Some use chatbots for home maintenance guidance, while others leverage AI to build custom workout plans that adapt to travel schedules or physical limitations. These tools help retirees maintain consistency without needing advanced tech skills or expensive memberships.

According to Won, “AI can give older adults autonomy. They don’t need to wait for instruction or assistance. Technology enables them to take the lead in their daily lives, including finances and health care choices.”

A Modern Assistant for Financial Confidence

Retirees can also use AI to help arrange their financial information before meetings with advisors. From summarizing financial articles to preparing questions, AI helps retirees save time while staying informed. Some even use it as a digital filing assistant, categorizing tax documents, receipts, and travel logs for the upcoming year.

Won cautions, however, that “AI should be viewed as guidance, not a promise. It’s a powerful assistant, but it can still make errors—especially on topics like health or finance—so always double-check important information.”

From Skepticism to Confidence

While some retirees were initially hesitant to adopt AI, many have now incorporated it into their routines. Surveys show that, while older generations are slower to adopt new technologies, comfort and usage are steadily rising.¹

Won explains, “Retirees who’ve spent decades adapting to innovation in corporate environments, like Alaska Air Group, already have the resilience and mindset needed to learn new tools. Now, AI works for them—reducing complexity, not adding to it.”

A Smart Way to Simplify Retirement

For many retirees, using AI is about boosting productivity, not just curiosity. Automating travel planning, organizing budgets, and reducing decision fatigue can make retirement more manageable and less stressful.

According to Won, “you’re really adding peace of mind when you integrate smart tools into daily life. The goal isn’t to master the technology. It’s to let it operate behind the scenes so you can focus on what matters most.”

If you’re a Alaska Air Group retiree looking to organize your finances, streamline health care costs, or enjoy your retirement with fewer hassles, The Retirement Group can help. Call (800) 900-5867 to speak with a knowledgeable representative today.

For more information, visit WealthEnhancement.com or call Wealth Enhancement Group at (800) 492-1222 to speak with a Certified Financial Planner.

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Sources:

  • 1. Kakulla, Brittne, Laura Skufca, Patty David, Jessica Boothe, and Kristen Garrett. ' Empowering Independence With Technology Among Adults Age 50-Plus .'  Washington, DC: AARP Research, Jan. 2025.

  • 2. “Young Adults Are Leading the Way in AI Adoption.” AP-NORC Center for Public Affairs Research, 29 July 2025.

  • 3. Chui, Michael, et al.  The Economic Potential of Generative AI: The Next Productivity Frontier.  McKinsey Global Institute, June 2023.

  • 4. Chatbots in Consumer Finance. Consumer Financial Protection Bureau, June 2023.

  • 5. “Older Adults Express Mixed Views on Artificial Intelligence.” NORC at the University of Chicago, Oct. 2023.

What type of retirement savings plan does Alaska Air Group offer to its employees?

Alaska Air Group offers a 401(k) retirement savings plan to help employees save for their future.

Does Alaska Air Group match employee contributions to the 401(k) plan?

Yes, Alaska Air Group provides a matching contribution to employee 401(k) accounts, subject to certain limits.

What is the eligibility requirement for Alaska Air Group employees to participate in the 401(k) plan?

Employees of Alaska Air Group are generally eligible to participate in the 401(k) plan after completing a specific period of service, typically within their first year of employment.

Can Alaska Air Group employees choose how much to contribute to their 401(k) plan?

Yes, employees at Alaska Air Group can choose to contribute a percentage of their salary to their 401(k) plan, within the IRS contribution limits.

Are there investment options available for Alaska Air Group employees within the 401(k) plan?

Yes, Alaska Air Group offers a variety of investment options within the 401(k) plan, including mutual funds and other investment vehicles.

How often can Alaska Air Group employees change their 401(k) contribution amounts?

Employees at Alaska Air Group can change their contribution amounts during designated enrollment periods or at specific times throughout the year.

Does Alaska Air Group allow employees to take loans against their 401(k) savings?

Yes, Alaska Air Group allows employees to take loans against their 401(k) savings, subject to the plan’s terms and conditions.

What happens to an Alaska Air Group employee's 401(k) account if they leave the company?

If an Alaska Air Group employee leaves the company, they can choose to roll over their 401(k) balance to another retirement account or cash out, subject to taxes and penalties.

Is there a vesting schedule for the employer match in the Alaska Air Group 401(k) plan?

Yes, Alaska Air Group has a vesting schedule for the employer match, meaning employees must work for a certain period before they fully own the matched funds.

Can Alaska Air Group employees access their 401(k) savings before retirement?

Yes, employees at Alaska Air Group may access their 401(k) savings before retirement under certain circumstances, such as financial hardship or qualifying events.

With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.
Alaska Air Group has announced a reduction in its workforce by 10% as part of a broader restructuring plan aimed at streamlining operations and cutting costs. This move includes a restructuring of employee benefits and changes to their pension plan.
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For more information you can reach the plan administrator for Alaska Air Group at 19300 International Boulevard Seattle, WA 98188; or by calling them at (206) 433-3200.

*Please see disclaimer for more information

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