『How Was I Supposed To Know That?』のカバーアート

How Was I Supposed To Know That?

How Was I Supposed To Know That?

著者: Company Counsel - Bernard Williams
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10月19日まで。※適用条件あり

How Was I Supposed to Know That? is a business podcast hosted by Bernard A. Williams that helps entrepreneurs and business leaders avoid costly mistakes by learning from experienced professionals. Each episode explores legal, financial, operational, and growth-related topics through candid conversations, practical advice, and real-world lessons that every business owner wishes they had known sooner.

© 2026 How Was I Supposed To Know That?
マネジメント・リーダーシップ リーダーシップ 経済学
エピソード
  • Is Your Company Valuable Or Just Busy
    2026/09/28

    We break down why “operational friction” quietly drains time, money, and leadership focus, even in companies that look successful on paper. We also lay out how clean processes, clear decision rights, and trustworthy data can raise business value and reduce risk before and after an M&A deal.

    • Operational friction defined as anything that makes execution harder
    • Owner dependency as a growth killer and a valuation risk
    • Undocumented processes and inconsistent handoffs as hidden costs
    • Single points of failure in small teams and big organizations
    • Running the business like it must operate without the owner
    • Core workflows, accountability, and decision rights that buyers expect
    • Meaningful KPIs and reliable systems and data for due diligence
    • Post-close integration ownership, culture, and operating rhythm
    • Merger versus acquisition differences in roles, tech, and culture
    • A practical AI approach: fix one painful process first
    • The “hidden friction tax” exercise to find time and revenue leaks
    • Intake as a universal process worth improving

    They can reach me either by my website, which is thefrictionfixer.com. My email address is Trisha@thefrictionfixer.com. You can also find me on LinkedIn as Trisha Warren, MBA.


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    42 分
  • Your Vendor’s AI Can Create Liability For You
    2026/09/21

    We sit down with technology transactions attorney Pooja Teckchandani to get practical about AI risk for entrepreneurs who are moving fast and shipping products. We break down what “AI” actually means, where liability can hide in vendor terms, and how to ask better questions before a launch turns into a fire drill.
    • What a technology transactions lawyer does day to day inside a large company
    • Career lessons from being the first and only in house lawyer at a fast growing brand
    • The difference between automation, generative AI, and agentic AI
    • Where AI shows up in real products and back office operations
    • Why LLM providers can function like subcontractors and what that changes
    • Data retention, deletion, and security posture questions to ask vendors
    • How “improvement” language can become a training loophole
    • Why AI compliance is often state by state and how to track legal updates
    • Risk decisions when building agents and who owns output responsibility
    You can go on to my website, which is tech-law.com, T E C K L A W.com or you can find me on LinkedIn.


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    34 分
  • Succession Planning Starts The Day You Open
    2026/09/14

    Your company shouldn’t depend on a single human being to survive a surprise. I sit down with Ivy Slater, CEO of SlaterSuccess.com and author of Best of the Best, to talk about what happens when business gets messy fast: rejected sales calls, thin margins, partnership betrayal, and the moment you realize you need real infrastructure, not just hustle.

    Ivy shares how she broke into New York City’s printing industry when it was openly a boys’ club, then learned profitability the hard way by digging into overhead and asking “show me the numbers.” We also walk through the day she opened the office door and found half the place emptied out, and why her first moves were practical: protect the checkbooks, call the attorney, call the accountant, call the bank. That experience shapes how she now coaches leaders through partnerships, mergers, separations, and the communication breakdowns that signal trouble.

    Then we get into the core idea: succession planning is really legacy planning. Ivy explains the “life happens” moments that can hit any founder, why a strong growth strategy doubles as business continuity planning, and how her 365-day vacation thought experiment exposes whether you’re delegating, training your team, and spreading key knowledge across the organization. You’ll leave with a simple planning method that starts with a five-year vision and turns it into 90-day goals, weekly steps, and consistent progress.

    If you care about small business growth strategy, leadership development, and building a sustainable company, subscribe, share this with a founder friend, and leave a review so more owners can find it.

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    42 分
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