Andrew Cherkasky is a former JAG and federal military prosecutor turned high profile criminal defense and civil trial lawyer. With nearly two decades of experience, he has litigated over 100 complex military sexual assault courts-martial jury trials and dozens more covering serious criminal misconduct and military specific offenses, and represented thousands more dealing with a wide range of administrative adverse actions such as NJP, discharges, and more. Andrew is recognized as one of the most elite trial lawyers in America who has earned the respect and praise of President Trump as a legal “luminary.”
Andrew is a well known national legal and political commentator who regularly appears on Fox News and as an editorialist for the NY Post. He has appeared on almost every major news network and publication, to include CNN, NBC, CBS, TMZ, Newsmax, BBC, FOX 5 NY, The USA Today, The New York Times, Newsweek, Politico, The Daily Caller, The Hill, and many more. He is recognized as a top expert in Constitutional law, criminal law, military law and government administration, celebrity legal stories, national politics, and more, discussing topics ranging from the presidency, authority of congress and the judiciary, criminal law, Constitutional law, celebrity legal stories, and national politics.
In addition to his dedication to clients of all backgrounds, Andrew has earned a reputation as the nation’s go-to lawyer for politicians, celebrities, and business executives. His list of famous clients includes a wide array of headline-grabbing news stories.
Early Career:
Andrew’s career began in the military as an officer and JAG during America’s war on terrorism. After leaving the military, he started a law firm that initially focused on representation of servicemembers and enjoys the reputation as the nation’s most well respected military defense law firm having accumulated hundreds of court-martial victories and thousands of other military successes. Before beginning his own practice more than a decade ago, Andrew was decorated as the best of his class of senior military prosecutors.
Through his experience fighting the injustices of the military and the Government more broadly, Andrew has become particularly well known for his defense of cases dealing with sexual assault allegations and allegations dealing with the nation’s most sensitive legal issues. Whether his cases are on the front pages or anonymously prosecuted, Andrew has a distinguished reputation for providing the highest form of zealous advocacy for his clients.
Experience:
Andrew is most well known as a military criminal defense attorney, and, prior to that, as a federal prosecutor. He began his career as a uniformed-officer in the United States Air Force as a JAG, serving a total of six years in prestigious positions. He then formed a private law firm to continue bringing justice to military members. From early in his career, he developed a deserved reputation for a combination of tenacious representation of his clients and unmatched expertise in the law and procedure.
Andrew has defended and prosecuted over 150 sexual assault trials at over 120 military bases around the world. As a military defense counsel, he has an incredible rate of victory, having obtained acquittals or dismissals in all but a few cases with special circumstances. Andrew has prosecuted and defended cases involving allegations of violations of national defense laws, such as mishandling of classified records, and many other military specific offenses. In addition, Andrew’s military cases have included allegations such as: capital and non-capital murder, arson, gang related violence, war crimes, complex drug rings, multi-million-dollar financial crime, federal finance crime, complex fraud, and much, much more.
Unsettled to allow his firm to focus on only one area of law, Andrew created additional divisions in the firm to expand the type of representation available to clients. Andrew has filed and won millions of dollars in claims against the federal government and private entities seeking compensation for matters spanning from car accidents, to medical malpractice, to sexual assault related civil suits, and to federal discrimination violations.
Career Progression:
Military Background: Andrew joined the United States Air Force in 2006, commissioning as a First Lieutenant prior to completing Officer Training School and JAG training at Maxwell AFB in Alabama. Andrew was inspired to serve by his two grandfathers’ service and became dedicated after the events of 9/11. He graduated at the top of his JAG training class by winning the prestigious award for best litigator.
During the next two years Andrew served as the Chief of International Law at Aviano Air Base, Italy. In his role, Andrew was responsible for maintaining the Air Force’s relationship with the Italian government. During that time, there were multiple air disasters and deaths of American service members. Due to complicated international treaties, it took Andrew’s efforts to negotiate the return of the aircrafts and the human remains of those that died to the United States Government.
While in Italy, Andrew became the local chief litigator. In that role he was responsible for the prosecution of the most serious crimes by servicemembers stationed on the base. Military prosecutions include all federal laws as well as military specific crimes. Andrew was then selected to become the local Area Defense Counsel, often thought of as the equivalent of a public defender. After six-months on the job, he was recognized as the top Company Grade Officer in the worldwide Legal Operations command.
Andrew was reassigned to an Air Staff position in Washington D.C. as a senior prosecutor (STC) in 2010. There were approximately a dozen STC positions worldwide and he became one of the most junior captains to ever hold the position. He was dispatched on a moment’s notice, worldwide, to prosecute the most complex, high profile, and serious offenses in the Air Force. After demonstrating his remarkable capability, he was named the first Special Victims Unit prosecutor at the direction of the Secretary of the Air Force.
Brass in DC recognized Andrew’s abilities by naming him the #1 prosecutor, but he simultaneously grew wary of injustice by commanders, investigators, senior JAGs, and the unjust policies of a liberal executive. Upon his departure from the military in 2012, Andrew was quoted as saying, “The military has a unique ability to unreasonably prosecute and destroy the reputation, careers and liberties of those falsely accused of crimes. In my entire tenure in the Air Force, I didn’t witness a single policy change that increased the rights or protections to the defendant by those in power.”
Recent Legal Experience: More recently, Andrew has represented the interests of President Trump in the lead up to the 2024 presidential election by representing 15 state Attorneys General in an appeal before the New York appeals court. President Trump has frequently cited Andrew’s legal contributions on the steps of the New York City courthouse and in many TRUTH Social posts, calling Andrew a “legal scholar,” “expert,” and “luminary.” Andrew maintains a close professional relationship with many of President Trump’s top legal advisors, and President Trump often publicly and privately applauds Andrew’s media contributions.
In addition to representing thousands of military members over his career, Andrew has represented former congressmen in lawsuits against Congress, billionaire-executives facing life-altering lawsuits, and celebrities in dire legal actions. He has had precedent setting victories in Federal Circuit Courts, and has filed appeals with the Supreme Court of the United States. He regularly represents clients in all branches of the military, federal district court, state courts, and through administrative courts throughout the country, often teaming up with local counsel to provide his expert touch to the nation’s most difficult and consequential cases.
Andrew is a leading technology visionary within the legal world and beyond. He maintains close personal relationships with top AI leaders and has influenced the deployment of groundbreaking technology to assist in his representation of clients, and to bring monumental change to how technology can be used to improve the fairness of the justice system.
Andrew works alongside of his wife, Katie Cherkasky, who co-owns their boutique New York City civil rights law firm, Golden Law, Inc. The two are recognized as a unique dynamic duo who regularly dominate in court battles, appear together on national news networks, and prolific authors of leading legal and political insight.
Writing and Thought Leader Experience: Andrew and Katie co-authored the recently released book, Woke Warriors – How the Left is Destroying America’s Ability to Fight and Win its Nation’s Wars, available on Amazon (published by Post Hill Press). The two regularly author editorials for the NY Post.
As national legal and political thought leaders, Andrew and Katie have shaped the nation’s perspectives on the most controversial topics, particularly with regard to liberal-woke-ideology, the down sides of the MeToo movement, and the political weaponization of the legal system (known as lawfare). The duo are often the nation’s most influential legal contributors with a remarkable record of presenting accurate and first-in-the-nation legal and political opinions. They are credited with presenting legal opinions that led to President Trump’s 2024 Presidential victory, and regularly contribute major policy ideas to the White House.
Additional Information:
Andrew is licensed to practice law in all state courts in New York, Illinois and California. He is also permitted to practice in all military trial courts, the Supreme Court of the United States, Southern District of New York, and the Court of Appeals for the Armed Forces. Andrew regularly partners with colleagues throughout the nation to provide representation in jurisdictions in which he is not ordinarily licensed to practice.
Andrew graduated from Chicago-Kent College of Law 2006 with top student ranking in Trial Advocacy, Evidence, and Ethics. Chicago-Kent is a national leading law school for the education and training of trial lawyers. He also contributed to the revolutionary book titled Litigation Technology.
He graduated from University of Wisconsin-Madison with a Bachelors in Arts in Political Science with additional focused studies in Communication Arts, film production, and computer science in 2003. Andrew’s early training has led to him being a national technology leader.
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