The Corporate Briefing Room

Bill Rountree

The Corporate Briefing Room explores the trends, challenges, and opportunities shaping corporate law today — from regulatory compliance and SOX requirements to data privacy, M&A, and corporate governance. Hosted by an IT project management veteran who has led many projects at companies including Sprint PCS, Harley Davidson, Coca-Cola, and more, many of them legal compliance and matter management initiatives. Each episode features candid discussions with in-house counsel, law firm attorneys, and industry professionals on both sides of the corporate legal world.

Episodes

  1. Jun 5

    Cyber Insurance: What It Actually Covers — and Why Most Businesses Are Getting It Wrong

    Most business owners know they need cyber insurance. Many already have it. But when a breach happens and the policy comes out for the first time in a year, the gap between what was assumed and what is actually covered can be alarming — and expensive. In this episode, host Bill Rountree sits down with Will Bracker, founding partner of Bracker & Holder and a nationally recognized voice on privacy and cybersecurity law. Will spent two decades in information technology — including hands-on cybersecurity work — before becoming an attorney, which gives him a rare perspective on the technical realities behind every clause in a cyber policy. The conversation moves past the surface and into the parts of cyber insurance that most business owners never look at until it’s too late: what first-party and third-party coverage actually pay for, why the application process has quietly become a de facto cybersecurity audit, how nation-state and AI-related exclusions can leave you exposed, and what an independent assessment of your coverage looks like when it’s done right. Will’s central argument is simple but consequential: cyber insurance has been treated as a procurement activity, when it should be treated as a mission-critical security control — with the same diligence, the same independent review, and the same continuous reassessment that every other piece of your cybersecurity program receives. What You'll Learn  Why the cyber insurance application has effectively become a security audit — and what underwriters arenow requiring before they’ll bind coverageThe major coverage categories every business owner should understand: first-party loss, third-party liability, business interruption, breach response services, and theincreasingly important exclusionsWhy "main chute vs. reserve chute" is the right way to think about cyber insurance — and what it means for how you should be testing your coverageHow to bring independent assessors into the conversation, and the kinds of findings they typicallyuncoverWhat to do right now if it’s been a while since you actually read your policy If you remember nothing else from this episode: "Know what happens when you pull that reserve chute handle." Cyber insurance is your backup parachute. Treat it with the same diligence you bring to anything else mission-critical — because by the time you find out it’s packed wrong, you’realready falling.

    30 min
  2. May 7

    Guest: Richard Rimer | Trademark Attorney, Offit Kurman

    You picked a name, bought the domain, maybe even printed business cards — but did you actually protect your brand? In this episode, host Bill Rountree speaks with trademark attorney Richard Rimer who breaks down everything founders and business owners need to know about trademarks, from what makes a strong name to the federal registration process and how to handle copycats. Richard advises clients across industries including food and beverage, technology, and professional services on trademark protection and brand strategy. He walks us through the common mistakes startups make (hint: Googling your business name is not a trademark search), when to start thinking about protection, what federal registration actually gets you, and what to do if someone shows up with a name that looks a lot like yours. Whether you're launching your first company or rebranding an existing one, this is 20 minutes that could save you years of legal headaches. Topics covered: What a trademark actually is and what makes one stronger than anotherWhen startups should start thinking about trademark protectionThe biggest mistakes founders makeWhat a proper trademark search looks likeFederal registration — what it gives you and what the process involvesOffice Actions and what to do about themLaunching before your registration is approvedProtecting your brand in the early years and dealing with infringersContact Richard: https://www.offitkurman.com/richard-rimer

    20 min

About

The Corporate Briefing Room explores the trends, challenges, and opportunities shaping corporate law today — from regulatory compliance and SOX requirements to data privacy, M&A, and corporate governance. Hosted by an IT project management veteran who has led many projects at companies including Sprint PCS, Harley Davidson, Coca-Cola, and more, many of them legal compliance and matter management initiatives. Each episode features candid discussions with in-house counsel, law firm attorneys, and industry professionals on both sides of the corporate legal world.