- Criminal defense attorney turned television legal analyst.
- Represented Kennedy cousin, Michael Skakel, in the murder trial in which Skakel was convicted. However, the Connecticut Supreme Court vacated Skakel's conviction in a decades-old murder case and ordered a new trial based on Sherman's having "rendered ineffective assistance".
- The father of two children by his first marriage, Sherman was also the stepfather of his second wife (Lis Wiehl)'s two children.
- Ex-brother-in-law of Christopher Wiehl.
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