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Series

Planning for the Years Ahead

Financial planning after 50 is not about getting rich. It is about understanding a system well enough to avoid the worst outcomes. Eight installments cover Social Security timing, the healthcare gap before Medicare, long-term care planning, downsizing, estate planning, the retirement budget nobody discusses, and investing when the horizon is shorter than the textbooks assume. Written for the person starting late who knows it.

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The 50-Year-Old Wake-Up Call
An Honest Assessment of Where You Stand
Fifty is when most financial planners say serious retirement preparation should already be underway, and for many people it is also when they first realize how far behind they are. …
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Social Security: The Timing Game
When to Claim and Why It Matters More Than You Think
Claiming Social Security at 62 versus 67 versus 70 can mean hundreds of dollars a month for the rest of your life. The right answer depends on health, income, marital status, and …
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Healthcare Before Medicare
Surviving the 55-64 Gap
The years between retirement and Medicare eligibility at 65 are among the most financially exposed in a person's life. The options for bridging that gap range from expensive to …
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The Long-Term Care Conversation
Insurance, Alternatives, and Why Having This Talk at 55 Is Easier Than at 75
Long-term care insurance is expensive and increasingly hard to get. Medicaid is the de facto long-term care system for most Americans, and getting there requires spending down …
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Downsizing: The Emotional and Financial Calculus
When and Whether to Sell the House
Selling the family home and moving to something smaller is one of the most commonly recommended retirement financial moves and one of the most emotionally complicated. Both …
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Estate Planning for Normal People
The Documents You Actually Need
Wills, trusts, powers of attorney, healthcare directives: the documents that determine who decides when you cannot and where things go when you are gone. What everyone actually …
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The Retirement Budget Nobody Talks About
What It Actually Costs to Live
Retirement spending doesn't stay flat. It rises in early retirement, quiets in the middle years, and spikes again at the end with healthcare and care costs. What a realistic …