Hustle Productions- What’s your Hustle #18 with Kevin McKannan

We’re back with another episode of What’s Your Hustle — and this time, we’re diving into the business side of law (and the legal side of business) with Kevin McKannan, founding partner at Glenloch Legal.From launching his legal career after a decade in business, to serving as a JAG officer in the National Guard, Kevin brings a unique perspective to what it really takes to support small businesses from formation to exit. In this conversation, we talk about the real legal challenges small business owners face, the importance of flexibility in entrepreneurship, and why every business owner should have more than just a lawyer — they need a legal strategist.If you’re starting, scaling, or thinking about protecting your business the right way, this episode is full of insight, clarity, and practical advice that could save you from big headaches down the road.⸻🎧 What You’ll Learn: • Why Glenloch Legal focuses on trades and small businesses • The difference between being a lawyer and being a business owner • What most entrepreneurs miss when forming an LLC or partnership • When to go LLC vs. S Corp — and why it matters • Why paperwork isn’t boring — it’s protective • How Kevin’s military experience shaped his legal career • The biggest mistakes small business owners make (and how to avoid them)Join the Conversation:What’s one legal thing you wish you knew before starting your business? Let us know in the comments or tag us on social!00:00 – Intro: Meet Kevin McKannan02:00 – From business to law: Kevin’s unconventional path06:00 – Starting Glenloch Legal and why trades matter10:00 – JAG officer lessons + real-world legal strategy15:00 – LLC vs. S Corp breakdown20:00 – Common legal gaps that cost businesses big30:00 – Marketing as a lawyer (the do’s and don’ts)40:00 – Final advice for new entrepreneurs