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Social Security Decisions: Timing, Options and Outcomes

Social Security Webinar 2026

The decision on when to start claiming Social Security can affect your income for the rest of your life. Join AARP for a free live webinar where Social Security experts will explain your options and answer questions during the live Q&A portion of the session.

We’ll discuss:

  • When you may be eligible to start receiving Social Security
  • How claiming earlier or later can affect your payments
  • What to know about spousal, ex-spousal and survivor payments
  • How working while claiming can impact your payments
  • What you can do with a my Social Security account

We’ll also share how you can get quick answers to common Social Security questions. 

Register Today and Get a Free Bonus Resource

When you register, you’ll receive an exclusive Social Security ‘takeaway’ resource for this program. This practical guide provides key information and action steps to help you make Social Security decisions with greater confidence after the webinar ends. 

Choose the Session That Works for You

Choose from multiple dates and times. We’re limiting attendance to promote a more focused, intimate discussion.  Each session will cover the same information.

If the event you select is closed, please return to this page and select from the available options. 

Monday, September 14: 1:00 PM-2:30 PM ET
Social Security Webinar 2026

Wednesday, September 16: 8:00 PM-9:30 PM ET
Social Security Webinar 2026

Saturday, September 19: 3:00 PM-4:30 PM ET
Social Security Webinar 2026

Sunday, September 20: 2:00 PM-3:30 PM ET
Social Security Webinar 2026

Tuesday, September 22: 11:00 AM-12:30 PM ET
Social Security Webinar 2026

Thursday, September 24: 7:00 PM-8:30 PM ET
Social Security Webinar 2026

Our Guest Speaker Steven Richardson

Stephen Richardson is a retired Regional Communications Director (2016-2021) and Deputy Regional Communications Director (1998-2016) for the Social Security Administration (SSA) of New England. He began his career with SSA as a claims representative and worked in several different management and staff positions in the Boston area. He also served as a Capitol Hill Fellow and Professional Budget Analyst for the Senate Budget Committee in Washington D.C

Stephen Richardson Headshot

Thinking about retirement benefits? Join our free Medicare webinar and learn what you need to know about enrollment, coverage options, and important deadlines.