In this episode of The Threshold, Matt, Brent, and Rich dig into what it means to live well without getting lost in the grind. Rich shares his shift from chasing a big, complicated business to building a “tiny epic business” that supports a big, simple life. Brent reflects on the soul-filling joy of watching the sunrise in the Karoo, the power of shared experiences, and why the best moments often cost nothing.

They explore the idea of being a “reluctant adult” — making deliberate choices to hold on to playfulness, belly laughs, and long-form time with friends in a short-form world. Along the way, they unpack the difference between ritual friends and adventure friends, why fewer but deeper relationships matter, and how live, in-person moments are becoming more valuable than ever.

It’s part philosophy, part storytelling, and part gentle reminder that success isn’t just about money or growth — it’s about designing a life you don’t want to escape from.

In this episode, Matt, Brent, and Rich dig into what really makes customers stay and why most companies get it completely wrong. Rich goes off on how customer experience is not about service scripts or clever features, but about creating emotional memories that anchor people to your brand. He breaks down why nostalgia works, how people remember how it felt, and what it means to build trust before someone even becomes a customer. Brent challenges the idea of customer-first by asking whether companies even understand their customers’ inner world, and Matt brings it back to the disconnect between intent and execution, especially in fast-scaling environments. The result is a layered, honest conversation about brand, memory, experience, and the moments that actually matter.

In this episode, Matt, Brent, and Rich unpack the real fear behind the rise of AI. It is not just about job loss or productivity. It is about identity. What happens when machines start doing the work we once tied our value to? What are we without the grind, without output, without being needed? From creative anxiety to performance panic, the guys explore how AI is not just changing how we work, but forcing us to confront who we are without it.

In this cracking episode of The Threshold, Matt, Rich, and Brent go deep on the metaphor that’s guiding their lives: puppies and cobras. From the fears that drive ambition to the comforts that breed complacency, they unpack how motivation, status, and success intersect in life and business. Rich admits he operates best with a cobra close by, Brent shares his plan to earn his way to the puppies, and Matt reflects on systems, motorcycles, and the fear that fuels him. Along the way, they debate Porsches, purpose, and whether it's smarter to sprint through the hard times or savor the present. A brutally honest, hilarious, and thought-provoking conversation about what it means to want more, need less, and choose wisely.

In this episode of The Threshold, Matt, Rich, and Spilly dive deep into near-death moments, the power of shared adventure, and what it means to live without regret.

From harrowing motorcycle trips and panic attacks to reflections on atheism, fame, and personal fulfillment, this is a raw and honest look at fear, purpose, and connection.

Tune in as the trio explores how life’s edge moments shape our perspective — and why choosing adventure might just be the most meaningful decision of all.

In this thought-provoking episode of The Threshold, the team explore why society is obsessed with nostalgia—and what it means for how we build, create, and connect today.

From architecture and vinyl records to memes, digital artifacts, and the power of shared memories, they unpack the tension between disposability and timelessness.

The conversation also delves into how we can support each other in meaningful ways, the psychology behind feeling useful, and the lessons hidden in old books, classic films, and forgotten brands.

Tune in for insights on leaving a legacy, building for the future, and finding utility in the moments that matter.

As AI races ahead and quantum computing knocks at the door, are we preparing the next generation for a world that won't need them? In this episode, Brant and Matt wrestle with the accelerating pace of technology, the crumbling relevance of traditional education, and what it really means to stay “useful” in a world of intelligent machines. From burger-flipping bots to kids learning nothing about AI in school, this is a raw, unfiltered conversation about purpose, progress, and the uncomfortable questions we’re all avoiding.

Matt drops a big reveal... What follows is a raw and reflective conversation with Rich and Spilly about walking away from ventures you no longer love, the emotional weight of ownership, and building something that aligns with who you are. From Rogue Heroes to Rogue Entrepreneurs, this episode dives into community, relevance, and what it means to create work that matters.