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“Many Alaska Air Group employees approaching retirement have lived through multiple market cycles, and those experiences can provide valuable perspective when evaluating future financial decisions and retirement goals,” — Michael Corgiat, a representative of The Retirement Group, a division of Wealth Enhancement.

“Alaska Air Group employees who have experienced events like Black Monday, the dot-com bubble, and the global financial crisis often bring valuable perspective to retirement conversations, using those experiences to think more thoughtfully about long-term financial decisions and life after their careers,” — Brent Wolf, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article, we will discuss:

How major market events such as Black Monday, the dot-com bubble, and the global financial crisis shaped the financial experiences of professionals now approaching retirement.
Why decades of living through economic cycles can influence how Alaska Air Group professionals think about financial decisions and long-term planning.
How reflecting on past market experiences may help frame retirement planning conversations and future financial choices.

By Kevin Won, CFP® | Wealth Enhancement

“In the business world, unfortunately, the rear-view mirror is always clearer than the windshield.” — Warren Buffett ¹

Many professionals preparing for retirement have spent decades building careers, raising families, and accumulating wealth. For many long-tenured professionals working at Alaska Air Group, those decades also include witnessing major economic shifts that influenced their financial decisions.

People over 50 have gone through multiple periods of economic instability and market volatility. Among these events is 'Black Monday' (October 19, 1987), when the Dow Jones Industrial Average declined 22.6% in a single trading day, the largest one-day percentage drop in the index’s history. ²

Many professionals also lived through the dot-com bubble of the late 1990s and early 2000s, when technology stock valuations surged and later declined dramatically. Between March 2000 and October 2002, the Nasdaq Composite Index fell nearly 78% from its peak, ³ illustrating the volatility that can occur during periods of rapid technological change.

Another defining event was the global financial crisis, which followed the collapse of the U.S. housing market and created financial instability worldwide. During this period, the S&P 500 declined approximately 57% from October 2007 to March 2009, ⁴ one of the most significant market declines since the Great Depression.

Investors more recently experienced pandemic-era market volatility beginning in 2020, when the spread of COVID-19 triggered sharp swings across financial markets. In March 2020, the S&P 500 entered a bear market after falling more than 30% from its February peak during the early stages of the pandemic. ⁵

For many Alaska Air Group professionals, experiencing several major market cycles over the course of a long career can contribute to a broader understanding of how markets evolve and how economic conditions change over time. Living through multiple disruptions often leads individuals to develop a longer-term perspective when making financial decisions.

As retirement approaches, many Alaska Air Group professionals begin reviewing the financial choices they made throughout their careers. Looking back at how previous economic events influenced investment decisions, career moves, and savings strategies can become part of broader conversations about lifestyle goals and retirement timing.

For those nearing retirement from Alaska Air Group, understanding how previous economic cycles unfolded may provide context when evaluating future financial decisions. Reflecting on past experiences can be one way individuals frame their thinking about the years ahead.

If you have questions about retirement preparation or would like to discuss your retirement planning approach, The Retirement Group may be able to help. Professionals working at Alaska Air Group companies can learn more by attending one of our upcoming webinars or seminars or by contacting a representative at (800) 900-5867 .

At Wealth Enhancement , retirement planning discussions often include reviewing prior financial experiences while considering the tools and strategies currently available.

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Sources:

1. Warren Buffett, Berkshire Hathaway: Letter to Shareholders (1991) . Feb. 28, 1992.

2. Bernhardt, Donald, and Marshall Eckblad. “Stock Market Crash of 1987.” Federal Reserve History , Federal Reserve Bank of St. Louis, Oct. 1987, https://www.federalreservehistory.org/essays/stock-market-crash-of-1987 .

3. Hayes, Adam. “Dot-Com Bubble.” Investopedia , Dotdash Meredith, 10 Aug. 2025, https://www.investopedia.com/terms/d/dotcom-bubble.asp .

4. Duignan, Brian. “Great Recession.” Britannica Money , Encyclopaedia Britannica, https://www.britannica.com/money/great-recession .

5. Mikolajczak, Chuck, and Noel Randewich. “U.S. Stocks in 2020: A Year for the History Books.” Reuters , 31 Dec. 2020, https://www.reuters.com/business/graphic-us-stocks-2020-year-history-books-charts-2020-12-31/ .

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.

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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.