In this episode, Kevin Daisey welcomes Jason Hennessy, founder and CEO of Hennessy Digital, to share the real story behind taking an agency from a one-person operation to a national company working with more than 150 law firms. Jason breaks down the early struggles, the shift from lifestyle business to structured company, the margin drop that comes with real growth, and why hiring leadership changed everything.

He also reveals the importance of having a “no person,” how to value your time using a simple delegation exercise, why NPS matters, and how law firm owners can apply the same operational discipline to grow. This is a conversation packed with insights on scaling, hiring, team culture, and long-term strategy.

Today's episode is sponsored by The Managing Partners Mastermind. Click here to schedule an interview to see if we’re a fit.