While earning this distinction, Sargentich gained his first exposure to his future field of tort law in a course on the subject taught by Robert Keeton, in which he received a grade of A+.

A confidential memo to justices from fellow clerk E. Robert Seaver, dated May 3, 1971, warned ominously that "further trouble [i.e., an alert] is expected tomorrow morning".

The memo laid out the security measures that executive-branch employees were using, including leaving the office early "to avoid a heavy rush-hour traffic and further trouble with the demonstrators".

[18] He is commonly cited for his unpublished manuscript Complex Enforcement written in March 1978 and on file at the Harvard Law School Library.

[19] On October 16, 1983, the New York Times published a letter co-written by Sargentich and fellow Harvard law professors Duncan Kennedy and Richard Parker responding to adverse media reaction to George McGovern's announcement of his presidential candidacy.

His latest book is Liberal Legality: A Unified Theory of Our Law,[21] published by Cambridge University Press in April 2018.

Sargentich is married to Valerie Bradley,[3] the long-time president of the Human Services Research Institute, an organization involved in assisting states and the federal government to enhance services and supports to people with mental illness and people with intellectual disabilities.

[22][23] Sarge's apparent technological backwardness was once satirized in a Harvard Law Record April Fools' Day article quoting (a fictional version of) Sargentich as saying "I still don't fully understand what the Internet even is, your world frightens and confuses [me]".