Craig Raeburn

Craig Raeburn is a co-founder of LegalOperator, where he leads go-to-market. He has been in legal technology software since 1991, before most of today's category even existed.

Across more than three decades he has spent all but six years inside legal tech, leaving the field only twice and returning each time because this is the work that matters to him. His background runs through customer success, revenue, and operations, and he tends to come in at the inflection points: growth, turnarounds, acquisitions, and post-merger integrations. He executes by aligning the product with what customers actually need, then building the go-to-market motion that delivers real outcomes.

He has watched the same pattern repeat for over thirty years: every cycle, vendors add complexity because complexity justifies cost, and legal teams pay for it in time and frustration. That conviction is what he writes about here. As he puts it, customers don't want AI, they want outcomes, and the cost and disruption they've been told to expect is not a law of nature.

What Craig writes about