Diana Chaikin

Attorney · Seattle University School of Law

Diana Chaikin is a legal editor specializing in disability law at Nolo. She started writing articles as a freelancer in 2021 and joined the staff in 2022. Diana has worked as a solo practitioner based out of Seattle representing claimants before administrative law judges in Social Security disability hearings.

Education. Diana received a B.A. in Political Science from New York University and a J.D. from Seattle University School of Law, where she served as article editor on the Seattle Journal for Social Justice. During law school, Diana interned at the American Civil Liberties Union of Alaska and Corbis Corporation. She also wrote an article on the Visual Artists Rights Act and how it pertains to outsider artists.

Disability experience. Fresh out of law school, Diana worked as Attorney Advisor for the Social Security Administration Office of Hearings Operations (formerly Office of Disability Adjudication and Review). While there, she worked for several administrative appeals judges to ensure disability decisions met the administration’s standard for quality. She then decided to work on the other side of the bench, successfully representing disability claimants for over 10 years before coming to Nolo.

Goals and interests. Diana finds satisfaction in making complex areas of the law seem intuitive to nonlawyers. She is a member of the Washington State Bar Association and the National Organization of Social Security Claimants’ Representatives (NOSSCR), and is on the board of the Washington Lawyers for the Arts.


Articles by Diana Chaikin

What Not to Say When Filling Out Social Security Disability Forms
It's more important to focus on saying as much as you can about your disability.
How Long Can You Receive Disability Benefits?
Your Social Security disability benefits will last until you begin to work, your condition improves, or you reach retirement age.
What Is the Five-Month Waiting Period for Social Security Disability?
Applicants who are approved for Social Security disability lose the first five month of benefits.
Applying Online for Disability: Tips on Answering Social Security's Questions
Here's what you need to know to file an application for Social Security disability benefits online.
When Should You Apply for Social Security Disability or SSI?
If your medical conditions prevent you from working, you may be considering applying for disability benefits, but deciding when to apply can make a big difference for your claim.
Can Military Spouses Get Veterans Disability Compensation?
Surviving military spouses can sometimes receive veterans disability compensation from the VA, a monthly benefit called Dependency and Indemnity Compensation (DIC).
TDIU (Total Disability Individual Unemployability) Explained
Veterans who have service-connected disabilities that keep them from holding down a steady full-time job can still qualify for VA disability compensation at the 100% rate, even if their combined rating is lower. This is known as "total disability individual unemployability", or TDIU. TDIU is an option
How Veterans Can Get VA Disability Benefits for PTSD
If you were exposed to an incident during service that causes symptoms of fear, distress, and avoidance, you may qualify for VA disability benefits.
Eligibility for Federal Disability Retirement (FERS) Benefits
Disability retirement benefits are available to people who work in the federal government as part of their employment benefit package.
Questions to Expect at the Social Security Disability Interview
When you apply for disability, a claims representative from Social Security will conduct an extensive interview with you in person or by phone.