Retirement planning today doesn't look like it did even a decade ago, let alone the way it looked for our parents. On this episode, Ryan provides several realities you need to be aware of in 2026 to build toward a successful retirement. Retirement isn't the same finish line it used to be, and pretending otherwise makes it harder to plan for. The realities change. A good plan should be able to change with them.
Here’s what we cover in this episode:
⏳ Longer Retirement: Preparing for the possibility of 30 years or more after leaving the cockpit
✈️ Pilot Deadline: Planning around the mandatory end of a major-airline flying career
🔄 Career Transition: Finding meaningful work or purpose after airline flying ends
🏥 Healthcare Costs: Preparing for coverage before Medicare and expenses later in life
💔 Gray Divorce: Understanding how a late-life separation can reshape retirement finances
🧭 Moving Target: Building a plan that can adapt as taxes, benefits, technology, and life circumstances change
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