Topic

Southwest Airlines

6 articles on this topic.

Topics: All Charitable PlanningEstate PlanningFeesFiduciaryInvestmentsPilotsRetirementRothSouthwest AirlinesTax PlanningWorking With Advisors
June 18, 2026 · Pilots, Southwest Airlines, Estate Planning

Pilot Estate Planning: The Issues Most Plans Miss

Airline pilots have a few estate planning considerations that the typical estate attorney doesn't ask about. Multiple-state property, international family, mid-flight contingencies, and SWAPA-specific benefits all deserve coordination.

January 18, 2025 · Pilots, Southwest Airlines, Roth, Retirement, Tax Planning

When a Pilot Should Consider a Roth Conversion

Airline pilots often have an unusually clean Roth conversion window — if they know when it opens and when it closes. The planning rules that matter most for Age 65 retirees.

October 18, 2024 · Pilots, Southwest Airlines, Tax Planning

When a Pilot Should Actually Move States (and When They Shouldn't)

Many pilots have meaningful flexibility on where to live. Over a 25-year career, the difference between a no-tax state and a high-tax state can run into seven figures. Here's the realistic framework.

August 18, 2024 · Pilots, Southwest Airlines

Loss-of-License Insurance for Pilots

What LOL coverage actually pays, what SWAPA provides, and the outside coverage decisions that matter most for pilots at peak earning years.

May 18, 2024 · Pilots, Southwest Airlines, Tax Planning, Roth, Retirement

The SWA 401(k) Decision: Pre-Tax, Roth, or After-Tax?

Southwest Airlines pilots and employees with access to all three contribution buckets face a real planning question every year. The right mix depends on age, income, marginal bracket, and what comes next.

April 18, 2024 · Southwest Airlines, Pilots, Retirement

A Southwest Airlines Pilot's Retirement Planning Essentials

The retirement-planning items every SWAPA-represented Southwest Airlines pilot should be thinking about — from Age 65 to the 401(k) to state-of-residence planning.

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