Shapiro was admitted to the
State Bar of California in 1969. He has represented famous athletes, most notably
O. J. Simpson,
Darryl Strawberry,
José Canseco, and
Vince Coleman. In 1998, he sued Strawberry over unpaid legal fees; the case was eventually settled out of court. Shapiro has also represented celebrities, his clients including
Johnny Carson,
Christian Brando,
Linda Lovelace,
F. Lee Bailey, and the
Kardashian family. In the case of
Lyle and Erik Menendez, who murdered their parents in 1989, Shapiro arranged the surrender of Erik in 1990, who at the time of Lyle's arrest was in Israel for a tennis tournament. He later represented Erik during their first arraignment, until the defense was handed over to
Leslie Abramson, who represented Erik until the brothers' conviction in 1996. Shapiro played a crucial role in the
O. J. Simpson murder case. Already associated with Simpson, on June 17, 1994, he was present at
Robert Kardashian's press conference pleading for Simpson to turn himself in to the police. According to Shapiro, Simpson's psychiatrists agreed that his letter to "friends", which Kardashian read over the air, was a suicide note. On television, Shapiro appealed to Simpson to surrender. Later that day, after the famous low-speed "
Bronco chase", Simpson surrendered to the police, with Shapiro's assistance. When the actual trial began, Shapiro led the defense team (dubbed the "
Dream Team"), but later ceded lead chair to
Johnnie Cochran. Despite their team's success in freeing Simpson, Shapiro criticized his fellow Dream Team attorneys F. Lee Bailey (calling him a "loose cannon") and Cochran, for bringing race into the trial. In his book ''The Search for Justice: A Defense Attorney's Brief on the O.J. Simpson Case'' (1998), Shapiro states that he does not believe Simpson was framed by the
LAPD but does believe the verdict was correct due to
reasonable doubt. Shortly after the Simpson trial, Shapiro steered his practice away from criminal defense toward
civil litigation. Shapiro was sued by record producer
Phil Spector for refusing to return a $1 million
retainer for legal services. Spector ultimately settled the lawsuit against Shapiro for an undisclosed amount. On April 30, 2007, Shapiro was the subject of a published appellate opinion involving allegations that he had forwarded a request from his client to the client's CEO to remove twelve duffel bags, each containing $500,000 in cash, from the client's apartment, prior to a judge's order freezing the client's assets. In that opinion the
California Court of Appeal held that Shapiro's law firm, Christensen Miller Fink Jacobs Glaser Weil & Shapiro LLP, could be held liable for his alleged misconduct, even though Shapiro holds no equity interest in the firm and is not a true partner. Ultimately, Shapiro settled the case for $450,000 (nearly twice the amount he said he was paid to represent the client in the first place), without admitting any wrongdoing. Shapiro has represented
Steve Wynn and
Wynn Resorts, actress
Eva Longoria,
Rob Kardashian (in the 2017
revenge porn case brought by
Blac Chyna),
Occidental Petroleum Corporation,
Rockstar, and
Diamond Resorts International. Shapiro represented the colorful
Malibu psychiatrist and
stem cell marketeer
William C. Rader before the
Medical Board of California, in an unsuccessful attempt to prevent the permanent revocation of Rader's medical license. Shapiro frequently writes about the law and has published multiple books on the subject. In 2013,
The National Law Journal named him on the list of the 100 Most Influential Lawyers in America. Shapiro has also been recognized among the "500 Leading Lawyers in America," by
Lawdragon in 2023 and has been consistently named to
Southern California Super Lawyers for decades.
Children's book Shapiro created Somo the Sober Monkey, a character in the children's book
Somo Says No, which has an anti-drug theme. It is made available to schools free of charge.
Business ventures Shapiro is the cofounder of
LegalZoom and
ShoeDazzle. ==Personal life==