One client sent a threatening email before his case even started. Another skipped the contract stage entirely — it took 18 months to resolve. Attorney Matt DePasquale has seen it all, and his message for business owners is clear: the right time to call your lawyer is long before you're ever in trouble.
In this episode of Tommy's Toolbox, Matt DePasquale of Porter Wright shares the most common (and costly) legal mistakes businesses make, from relying on ChatGPT or LegalZoom for 68 business contracts to skipping the 60 operating agreement when 65 starting a business with partners.What you'll learn:
* Why AI-generated contracts often miss critical provisions * The foundational documents every business needs for asset protection * Why what you put in writing (including emails) can be used against you * How proactive small business law counsel is almost always cheaper than litigation * The difference between a breach of contract and a criminal offense (yes, this comes up)
Plus: Matt shares his journey from a VH1 TV appearance as an aspiring actor to becoming one of Tampa's top construction and litigation attorneys — and how acting school made him a better lawyer.
🔨 Welcome to Tommy’s Toolbox! 🎙️
Get the real insight on construction, business, leadership, and community from host Tommy Whitehead, CEO of TomCo Solutions. Whether you’re a contractor, entrepreneur, or curious learner, this channel breaks down industry trends, practical strategies, expert interviews, and on-the-ground perspectives that help you build smarter—not harder.
Each video brings you honest conversations with builders, business leaders, innovators, and local experts — unpacking what really works in construction, entrepreneurship, career growth, and community development. From actionable tips to big-picture insights, Tommy’s Toolbox is your go-to source for meaningful learning beyond the basics.
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