Next in Line is a weekly newsletter for advisors, brought to you by Herbie, covering the practical yet consequential interaction between estate planning and family dynamics.

Robert and Linda spent forty years building exactly the retirement they envisioned. They paid off their home, accumulated a comfortable investment portfolio, updated their estate plan and worked closely with a trusted financial advisor. They had done everything right.

Then Robert fell.

What began as a fractured hip became months of rehabilitation, repeated hospitalizations, and eventually a difficult realization: he would never again be able to live independently. The family shifted overnight from discussing recovery to evaluating nursing facilities, and with that came an even more uncomfortable conversation—how they were going to pay for it.

The facility they preferred cost nearly $18,000 per month. Like many families, they assumed Medicare would cover the expense. Instead, they learned that Medicare generally pays only for limited periods of skilled nursing care after a qualifying hospitalization; it does not cover the ongoing custodial care that many older Americans ultimately need.

Someone mentioned Medicaid. Linda was stunned. "We've spent our entire lives saving so we'd never need Medicaid."

Ultimately, Linda learned that Medicaid is not simply a program for people who have always had limited means. It has become the primary payer of long-term nursing home care in the United States, and many middle-class families eventually find themselves confronting its eligibility rules after years of responsible financial planning.

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