He clerked for Rachel Sukar, head of the Criminal Litigation Department in the Attorney General's Office, from 1982 to 1983, then for Supreme Court Justice Menachem Elon from 1983 to 1984.
Stein was admitted to the Israel Bar Association in 1984, and worked as an attorney with two law firms in Jerusalem from 1984 to 1987, specializing in commercial litigation.
In his academic career, Stein authored four books and scores of articles, sat on the editorial boards of two law reviews, and founded an online legal journal dedicated to medical malpractice.
A petition against his candidacy for the Supreme Court on grounds of his long-term residency in the United States was summarily thrown out.
[9] It also emerged that a week before his appointment, he had deleted a Facebook account where he had criticized the Israeli Supreme Court over alleged judicial activism.