This case is the latest in a long-run- ning effort by Adam Williams to obtain reductions in his sen- tences for crack-cocaine offenses. It relates to his 2019 appli- cation, filed pursuant to the First Step Act of 2018, Pub. L. No. 115-391, § 404 , 132 Stat. 5194 , 5222. The district court denied that motion, but we vacated its order because the court failed to calculate the amended statutory sentencing ranges 2 No. 23-2313 applicable to Williams’s convictions. Williams amplified his motion on remand, highlighting significant changes to his rec- ord and conditions of confinement that post-dated the order we vacated. Nonetheless, the district court denied Williams’s request just one day after receiving the updated motion, in an order materially identical to the first one. Applying the total- ity-of-circumstances test the Supreme Court called for in Chavez-Meza v. United States, 138 S. Ct. 1959 , 1965–66 (2018), we conclude that this was a case that required “a more com- plete explanation,” id. (citing Molina-Martinez v. United States, 136 S. Ct. 1338 , 1348 (2016)). We therefore vacate the judgment and remand again for further proc