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How Was I Supposed To Know That?

How Was I Supposed To Know That?

Von: Company Counsel - Bernard Williams
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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?
Management & Leadership Ökonomie
  • HR Outsourcing & AI Hiring Risks with Tina Hamilton
    Jul 27 2026

    Tina Hamilton, CEO and founder of myHR Partner, joins Bernard Williams to unpack HR outsourcing, the new hiring risks created by AI (including an all-AI reference-check scam), why employment disputes tend to be the most expensive litigation a company faces, and when a workplace issue needs an attorney. Plus Tina's 24-year founder journey: her first staffing franchise, surviving the 2007 crash by pivoting to HR, and why she runs the company debt-free.

    Learn more about Tina and myHR Partner at myhrpartner.com.

    How Was I Supposed To Know That? is a podcast for entrepreneurs, by entrepreneurs — hosted by Bernard Williams of Company Counsel.

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    39 Min.
  • Cass Bailey — Growth by Acquisition, M&A Communications & Buyer Due Diligence
    Jul 20 2026

    On this episode of How Was I Supposed To Know That?, host Bernard A. Williams talks with Cass Bailey, CEO and founder of Slice Communications, a Philadelphia communications agency that helps high-risk and complex organizations communicate through change, crisis, and opportunity.

    Cass Bailey shares her accidental path into PR and crisis communications, why she founded Slice in 2008 to bring social media and PR together, and how relentless networking carried the company through the recession. She and Bernard get real about selling the business in 2012, the acquisition that fell apart, and buying her own company back in just 23 days.

    From there the conversation turns to Slice's growth-by-acquisition strategy: the red-flag/green-flag playbook, why buyer due diligence matters as much as seller due diligence, and why 70-80% of M&A communications should be aimed at internal audiences. If you are thinking about buying, selling, or scaling a company, this one is full of hard-won lessons.

    In this episode:

    • What Slice Communications does and the crisis calls that come in at 2 a.m.
    • Founding a PR + social media agency in 2008
    • The three reasons M&A deals fall apart
    • Why internal communications drive M&A success
    • Buyer due diligence: the questions sellers forget to ask
    • Buying the company back in 23 days
    • Cass Bailey's acquisition and integration playbook
    • What is next for Slice, including AI and executive communications

    Connect with Cass Bailey on LinkedIn (Cass Bailey, Slice Communications).

    Presented by Company Counsel — fractional general counsel and business law for growing companies.

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    42 Min.
  • Why You're Leaving Money on the Table — with Alex Hayes (Boost Pricing)
    Jul 13 2026

    Small business owners obsess over revenue — but Alex Hayes, President of Boost Pricing, says that's exactly the trap. In this episode, Alex joins Bernard A. Williams, Esq of Company Counsel LLC to explain why "revenue is a vanity metric," and why profit margin is the number that actually keeps a business alive.

    Drawing on 15+ years in sales leadership, Alex unpacks the difference between skill and confidence, why so many owners discount when they don't have to, and how to think about price increases without the fear of losing clients. She shares Boost Pricing's profitability calculator, the "$300-to-$200" discount problem, and why giving work away for free is often better than cutting your rate.

    For any professional-services owner — law, marketing, consulting — this is a practical, mindset-shifting conversation about charging what you're worth.

    Guest: Alex Hayes, President, Boost Pricing — alex@boostpricing.com. Ask about the book Fearless Pricing.

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    32 Min.
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