Trial-Tested. Government-Savvy. Technology-Fluent.
A rich practice before Montana's courts and administrative agencies, deep working knowledge of state government, and extensive experience advising corporations and law firms on AI and eDiscovery.
Three Areas of Focus
A practice built where Montana litigation, government, and legal technology meet.
Litigation & Appeals
Trial and appellate representation in civil and administrative disputes. A courtroom practice built over nearly two decades — jury trials, contested motions, and appellate advocacy before courts throughout Montana.
Government & Regulatory
Prosecution and counsel for the State, municipalities, and counties — and guidance for citizens and businesses navigating state government. Experience earned serving the City of Helena, dozens of county attorneys, a justice of the Montana Supreme Court, and two of Montana's constitutional offices — three Attorneys General and the Commissioner of Securities & Insurance.
Legal Engineering & eDiscovery
Advising firms and clients on AI-assisted workflows, eDiscovery strategy, and the defensibility of technology in legal practice — bridging what the tools can do and what the rules require.
About Ole Olson
Ole is at his best in three places: in a courtroom, on both sides of state government, and at the seam where law meets technology. He tries cases and argues appeals. He advises agencies — and helps clients navigate them — with the perspective of someone who has led inside one. And he brings hands-on experience with the latest legal technology.
An engineer before he was a lawyer, Ole is fluent in both languages — as comfortable cross-examining an expert as reading the data behind the expert's opinion. He prepares a case the way engineers build: rigorously, with every assumption tested before it has to bear weight in front of a jury.
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