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The Outpost is a curious and optimistic law and business podcast about the companies building at the frontiers of technology and the legal questions their work raises. Hosted by Adam Stofsky, Shannon Yavorsky, and Tyler Finn, and produced by Briefly, each episode goes inside a company’s story through conversations with its founders, legal leaders, and other key operators. From space and drug discovery to security and energy, The Outpost explores what happens when law and innovation develop side by side, and why the rule of law can be an essential part of building what comes next.

Episodes

  1. 6d ago

    License Plates to Flying First Responders - How Flock Built the Most Talked-About Camera in America

    Flock Safety has become one of the most effective tools in modern law enforcement and one of the most controversial companies in America. Its solar-powered, cellular-connected license plate readers, video cameras, audio sensors, and first-responder drones are helping police departments solve hit-and-runs, locate missing children, and assess calls in seconds. At the same time, the company finds itself at the center of fierce public debate over surveillance, data privacy, and government overreach. In this episode of The Outpost, hosts Adam Stofsky and Shannon Yavorsky sit down with Flock Safety Chief Product Officer Bailey Quintrell and Chief Legal Officer Dan Haley for an in-depth, candid look at both the technology and the legal guardrails behind it. They explore what makes photographing license plates at scale so technically challenging, how Drone as First Responder (DFR) programs operate within FAA regulations, how cross-jurisdictional data networks function, and how AI-driven audit logs are being used to detect misuse and hold operators accountable. In this episode: Adam Stofsky, Founder and CEO, Briefly Shannon Yavorsky, Partner, Orrick; Global Chair of Cyber, Privacy & Data Innovation; Co-head of AI Bailey Quintrell, Chief Product Officer, Flock Safety Dan Haley, Chief Legal Officer, Flock Safety Welcome to The Outpost, a curious and optimistic law and business podcast hosted by Adam Stofsky, founder and CEO of Briefly; Shannon Yavorsky, partner at Orrick, Global Chair of Cyber, Privacy & Data Innovation, and Co-head of AI; and Tyler Finn, co-founder and CEO of a stealth AI startup. The show is produced by Briefly: https://www.brieflynow.com/ Learn more at The Outpost: https://www.brieflynow.com/the-outpost, or contact us at info@brieflynow.com.

  2. Season 1 Trailer

    Introducing The Outpost Podcast: Tech and Law at The Frontier

    Welcome to The Outpost, a curious and optimistic law and business podcast hosted by Adam Stofsky, founder and CEO of Briefly; Shannon Yavorsky, partner at Orrick, Global Chair of Cyber, Privacy & Data Innovation, and Co-head of AI; and Tyler Finn, co-founder and CEO of a stealth AI startup. The show is produced by Briefly. Explore the companies pushing the boundaries of technology and the legal questions shaping their future, from AI and cybersecurity to space, energy, and beyond. Because the future is being built now, and we all have a stake in it. Learn more at The Outpost, or contact info@brieflynow.com.

  • 1 Trailer
    1 Episode

Trailer

About

The Outpost is a curious and optimistic law and business podcast about the companies building at the frontiers of technology and the legal questions their work raises. Hosted by Adam Stofsky, Shannon Yavorsky, and Tyler Finn, and produced by Briefly, each episode goes inside a company’s story through conversations with its founders, legal leaders, and other key operators. From space and drug discovery to security and energy, The Outpost explores what happens when law and innovation develop side by side, and why the rule of law can be an essential part of building what comes next.

Information

  • Creator
    Briefly
  • Years Active
    2026
  • Episodes
    2
  • Rating
    Clean
  • Copyright
    © Briefly
  • Show Website
    Briefly