Right now it's projected Social Security will go bankrupt in 2035, 20, 34 around that range.
At the time of the May 2023 episode, the official 2023 Social Security Trustees projections (as summarized by the Committee for a Responsible Federal Budget) showed the Old-Age and Survivors Insurance (OASI) trust fund depleting in 2033 and the combined OASDI funds becoming insolvent in 2034, matching his statement that insolvency was projected for roughly 2034–2035. (crfb.org) As of the latest 2024 and 2025 Trustees reports, Social Security still has positive trust fund balances; the OASI fund is projected to deplete in 2033 and the combined OASDI trust funds around 2034–2035, with some analyses noting that subsequent 2025 legislation may have moved the projected depletion for the main trust fund to about 2032. (ssa.gov) Because the trust fund has not yet been exhausted and the predicted years (early-to-mid 2030s) lie in the future, there is not yet a factual outcome to compare against, so the prediction about actual insolvency timing cannot currently be judged right or wrong.