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Retirement Income Cornerstone Guide

Retirement Planning at Age 65

Sixty-five brings Medicare and, for many, the start of retirement. Here's how to put the pieces together.

Updated June 8, 2026 9 min readRetirement Income
Original infographic in development: Retirement Planning at Age 65

Age 65 is a milestone — Medicare eligibility begins and many people transition fully into retirement.

This guide covers enrolling in Medicare, finalizing your income plan, and coordinating all your sources.

Enrolling in Medicare

Enrollment windows, the parts of Medicare, and avoiding late penalties.

Finalizing your income plan

Locking in how your paycheck will be assembled month to month.

Coordinating Social Security and withdrawals

Timing benefits and account withdrawals for tax efficiency.

Adding guaranteed income if needed

Filling any income gap, with annuity guarantees subject to the insurer's claims-paying ability.

This guide is for general educational purposes only and is not financial, tax, or legal advice. Tim Hartle is an independent insurance professional. Annuity guarantees are subject to the claims-paying ability of the issuing insurance company and are not FDIC insured. Rules and product features vary by situation and by state. Please consult a qualified advisor about your own circumstances.

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