Ole Olson, founder
Ole Olson is a Montana trial lawyer whose career runs from the courtroom to state government to the technology reshaping legal work. Over nearly two decades he has tried dozens of cases to juries across Montana — homicides, sexual assaults, crimes against children — argued appeals before the Montana Supreme Court, and led the legal department of a Montana constitutional office. His family has called Montana home since before statehood.
He came to law from engineering: three years as a practicing chemical engineer with Air Liquide before law school, a background that still shapes how he approaches cases built on technical, scientific, or digital evidence. He spent more than a decade as a prosecutor, trying high-profile, complex cases as a special prosecutor for the Montana Department of Justice and as a Special Assistant U.S. Attorney for the District of Montana — among them a decades-old cold-case homicide and one of Montana's first no-body homicide prosecutions.
As Montana's statewide Prosecution Training Coordinator, he trained and advised the state's prosecutors on their toughest cases and led criminal-justice-reform legislation, and he helped oversee implementation of the agreement resolving the U.S. Department of Justice's investigation into Missoula's handling of sexual-assault cases. As Chief Legal Counsel to the Montana Commissioner of Securities and Insurance, he rebuilt the agency's legal department into a team recognized with the Governor's Award for Excellence in 2023, directing attorneys, paralegals, and investigators across white-collar enforcement and complex civil litigation.
Along the way he has served the City of Helena, dozens of county attorneys, a Montana Supreme Court justice, and state constitutional offices including three Attorneys General. Today he also advises corporations and law firms on AI and eDiscovery — what the tools can do, and what the rules of practice require — and practices from Helena, on matters statewide, through the Law Office of Ole Olson, PLLC.
Why ChargeStack exists
Every case file hides what matters inside hours of body-camera footage, stacks of reports, and a memory of having seen something somewhere. The hours a prosecutor, public defender, or investigator spends scrolling, watching, and searching are a tax paid before the lawyering can start — and the software that could lift it had only ever come with six-figure contracts and an IT department.
ChargeStack is the tool Ole wanted on his own desk. It inventories the file, finds the documents inside long productions, transcribes and summarizes every recording, and answers questions from the record with a citation that opens the page. It proposes — folders, chronology entries, witness merges — and never acts without an accept. And because he knows what a case file holds, it was built from the first day for criminal-justice data: it runs inside Google Cloud Assured Workloads with the CJIS control package, behind a privacy boundary that ChargeStack's own staff cannot cross. The engineer's habit is in there too — every assumption tested, and every claim on the security page mapped to the code that enforces it.
Selected experience
- Tried dozens of jury trials across Montana, including homicides, sexual assaults, and crimes against children.
- Argued criminal appeals before the Montana Supreme Court.
- Prosecuted complex federal cases as a Special Assistant U.S. Attorney for the District of Montana.
- Served as Montana's statewide Prosecution Training Coordinator — training prosecutors and leading criminal-justice-reform legislation.
- Rebuilt the legal department of a Montana constitutional office, recognized with the Governor's Award for Excellence (2023).
- Advised corporations and law firms on defensible AI and eDiscovery workflows.
The company
ChargeStack, LLC is a Montana company, built in Helena. The platform is side-agnostic: it serves prosecutors, public defenders, defense firms, and investigators, and the security model treats every organization's data the same way. ChargeStack is a separate company from the Law Office of Ole Olson, PLLC. Procurement and security questions go to security@chargestack.ai; everything else to contact@chargestack.ai.