One Pour Problems

One Pour Problems Podcast

Welcome to "One Pour Problems," the podcast where business solutions flow as smoothly as your favorite drink. Hosted by Charles IT, "One Pour Problems" invites local business leaders to share their insights on the most pressing issues facing businesses today—all while enjoying their favorite beverage. Each episode begins with our guest taking a sip of their chosen drink and sharing the story behind their selection, setting the stage for an engaging and relaxed conversation about critical business topics.

  1. Sep 1

    Scaling Through Change: Tejal Desai on Law Firm Growth, Culture and Acquisitions

    How do you grow a law firm without scaling chaos? Tejal Desai, CEO of Hook Law, joins Trevor Davis for a candid conversation about law firm growth, leadership, succession planning, AI adoption, and acquisitions. Drawing on lessons from the 2008 financial crisis, COVID, private equity, and his transition from COO to CEO, Tejal explains why sustainable growth starts with structure, the right people, and a willingness to listen. In this episode, Tejal shares: Why rapid growth without structure can scale chaosHow leaders create employee buy-in during major changeHow AI and legal technology are challenging the billable-hour modelWhy law firms must review and validate AI-generated workWhat makes a law firm attractive to a potential buyerHow outsourcing technology and other functions can reduce operational riskWhy succession planning matters for boutique law firmsHow culture, responsiveness, and client service support sustainable growthWhat Hook Law looks for when evaluating acquisition opportunitiesHow difficult economic experiences can shape better business decisionsPour a glass and join us for an honest discussion about building a stronger, more valuable, and more resilient law firm. Guest: Tejal Desai, CEO of Hook LawHost: Trevor Davis, Charles ITFeatured pour: Woodford Reserve Double Oaked About Tejal Desai Tejal Desai is the CEO of Hook Law, where he is focused on serving clients, strengthening the business, and shaping the firm's future. Since joining Hook Law as COO in 2022 and stepping into the CEO role in 2025, he has helped drive strategic growth through leadership, acquisitions, and organizational development. Over the course of his career, Tejal has led significant business expansion, overseen nearly $1 billion in commercial real estate transactions, and most recently raised and deployed more than $90 million in investment capital. With experience spanning business growth, legal affairs, real estate, and capital markets, he brings a unique perspective on leadership, strategy, and building organizations that thrive. When he's not working, Tejal enjoys spending time with his wife and two children, traveling, reading, staying active, and exploring organizational development.  About One Pour Problems:One Pour Problems brings business leaders together over a drink to talk candidly about growth, technology, leadership, and the challenges that rarely make it into the polished company story. Learn more about Charles IT: https://CharlesIT.com Learn more about Hook Law: https://hooklaw.net Connect with Tejal Desai on LinkedIn: https://www.linkedin.com/in/tejal-desaijdmba/ Get Involved: Hampton Roads Community Foundation, Hampton Roads CF | Homepage

  2. Aug 11

    Connecticut CMMC Grants Explained: Funding & Compliance for Defense Manufacturers

    How can Connecticut defense manufacturers prepare for CMMC, and what assistance is available to help manage the cost? Jessica Golle of Charles IT talks with Michelle Hall, Director of Connecticut’s Office of Manufacturing, about cybersecurity and CMMC readiness across Connecticut's defense manufacturing supply chain. They explore Connecticut's efforts to support manufacturers with cybersecurity adoption, the costs and operational challenges associated with CMMC, how businesses can evaluate cybersecurity providers, and why CMMC needs to become an ongoing business practice rather than a one-time compliance project. Michelle also shares practical advice for manufacturers that feel overwhelmed: understand where your CUI and sensitive data live, strengthen basic cybersecurity practices, involve leadership, develop a realistic budget and plan, and begin preparing before compliance requirements appear in an opportunity you're pursuing. For Connecticut defense manufacturers, CMMC isn't only a compliance conversation. It's increasingly connected to protecting intellectual property, maintaining competitiveness, and strengthening the defense supply chain. Note: CMMC requirements, implementation timelines, and Connecticut funding programs may change. Verify current requirements and program eligibility when planning your compliance strategy. Learn more about Connecticut's Cybersecurity Adoption Program (CAP). CMMC Implementation Update: Since this episode was recorded, the U.S. Department of War (DoW) announced a pause on CMMC Phase II implementation. The conversation in this episode reflects the CMMC timeline and requirements available at the time of recording. Defense contractors and manufacturers should consult current government guidance and are invited to follow Charles IT Founder and CEO, Foster Charles, for the latest updates before making business or compliance decisions. Meet them in person! The Connecticut Manufacturing Innovation ForumSeptember 1, 2026 | 7:30 AM - 2:00 PM | CT Convention Center

About

Welcome to "One Pour Problems," the podcast where business solutions flow as smoothly as your favorite drink. Hosted by Charles IT, "One Pour Problems" invites local business leaders to share their insights on the most pressing issues facing businesses today—all while enjoying their favorite beverage. Each episode begins with our guest taking a sip of their chosen drink and sharing the story behind their selection, setting the stage for an engaging and relaxed conversation about critical business topics.