Brand Strategy, Broken Hearts, and the Daily Work of Becoming

Reuben Butterfield builds brands for heart-led businesses. He is the founder of Round 3 Agency. He helps people clarify who they are, design how they show up, and grow with intention.But that is not why I wanted to talk to him.In 2025, Reuben lost his co-parent. The mother of his kids. And his own mother. Inside a very short period of time. He does not talk about grief like someone who read a book. He talks about it like someone who is living in it.He is a dad to teens. A man in progress. And he keeps asking one question. What does it actually mean for a man to show up well? With his kids. With women. In his work. In the life he is responsible for building.In this episode, we talk about:· What humble grief looks like (and how it is different)· What his kids need from him when he is not okay· The difference between performing strength and actually being present· What healthy masculinity means to a man still figuring it out· Why the small moments are the big moments· How losing people changes what you care aboutReuben is honest. He is hurting. And he is still showing up. That is the work.Connect with Reuben:Website: round3.caSubstack: (link in show notes)