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

How to Answer Questions at a Social Security Disability Hearing
Here are some tips to help you prepare for questions the judge may ask at your disability hearing.
Disability Benefits for Deep Vein Thrombosis (DVT) or Chronic Venous Insufficiency (CVI)
It's difficult to qualify for disability due to thrombosis, unless it has led to chronic venous insufficiency (CVI).
How Do You Start an Appeal for Social Security Disability?
You can start to appeal an initial denial by filing a request for reconsideration.
How to Win Your Disability (SSDI & SSI) Reconsideration: Form SSA-561-U2
Most reconsideration requests are denied, but you can increase your chances of approval if you know what information to included on your Form SSA-561-U2.
Getting Social Security Disability Benefits for Lymphedema
You may qualify for disability if lymphedema symptoms such as pain and reduced mobility keep you from working full-time.
Is There a Statute of Limitations to Apply for Veterans' Disability or to Appeal a Denial?
There's no time limit on applying for VA disability, but appealing a denial requires meeting strict deadlines.
How Long Does a Social Security Disability Appeal Take?
Here's a timeline for how long a disability appeal with the Social Security administration might take.
Getting Social Security Disability Benefits for Keratoconus
Learn when vision loss from corneal damage is enough to qualify for SSDI or SSI disability benefits.
Washington State Maternity and Parental Leave Laws
If you work in Washington State and need time off work for pregnancy, childbirth, or parenting, you have the right to take paid leave.
I Don’t Have Insurance or Medication. Can I Still Get Disability?
People who can't work often can't pay for medicines or doctors.