A Deep Dive with Alistair Vigier, CEO of Caseway
Alistair Vigier isn’t your typical technology founder. From his seven years serving in the military to leading legal tech ventures that challenge the legal industry, his journey is marked by resilience, bold decisions, and a clear vision for the future.
As the CEO of Caseway, a company transforming legal research and contract review with artificial intelligence, Alistair Vigier has faced controversy and success. In this interview, he opens up about the lessons from his military service, the highs and lows of his time at Clearway, and the ambitious mission driving his new company, Caseway forward.
Alistair Vigier: My time in the military was pivotal—it’s where I learned what it means to operate under pressure and to never back down from a challenge. I spent seven years in the army, and those experiences built a foundation for everything I’ve done since. The military teaches you discipline but also how to adapt when the plan falls apart, which happens a lot in both the field and in business.
One thing I took away from my service was the importance of having a clear mission. In the military, you can’t afford to be vague about what you’re trying to accomplish because lives are on the line. In business, I’ve tried to maintain that same sense of clarity. Whether developing a product or negotiating with partners, we focus on the end goal and ensure everyone on the team understands their role.
