Making More vs Spending Less | Ep 29

Making More vs Spending Less | Ep 29

This week we kick things off with a discussion about marathon training and the importance of preparing properly for long races. From there, we dive into the idea of setting yourself up for success through better organization, planning, and building systems that increase your capacity both in business and in life. The conversation then shifts into a deeper discussion about money and the different ways people think about it. We talk about spending habits, lifestyle inflation, making more versus living on less, investing in experiences, and how each person defines what “enough” looks like. Ultimately, we explore the idea that money is a tool, and that finding the right balance between freedom, enjoyment, and financial responsibility is different for everyone.

What Drives You When You Feel Shitty? | Ep 28

In this episode, we talk about what actually keeps you going when business starts feeling heavy. The conversation gets into motivation, burnout, distractions, social media, journaling, intentional time off, and why success can still feel empty when you know you are not living up to your potential. A real conversation about rebuilding discipline, finding clarity, and learning how to enjoy the process instead of just surviving until the finish line.

May Recap: Business, Clients & Running | Ep 27

This week we're back with another casual roundtable discussion covering payrolls, hiring, estimating jobs, difficult clients, people-pleasing, marathon training, and the challenges that come with running a business. A relaxed conversation about what went well, what didn't, and what we're learning along the way.

Find a Goal Worth Suffering For | Ep 26

In this episode, we tackle one of the biggest questions facing young entrepreneurs: what comes next? The conversation starts with business growth, organization, and planning for the future, but quickly evolves into a deeper discussion about fulfillment, happiness, discipline, and purpose. We explore how to evaluate career opportunities, whether passion should guide your decisions, and what role money, growth, and personal development should play in building a meaningful life. Along the way, we debate the difference between loving the process and loving the destination, why marathon and triathlon training can teach valuable lessons about business, and whether true fulfillment comes from comfort or from pushing yourself beyond your limits. If you've ever felt uncertain about your future, questioned what success really means, or wondered how to choose the right path when there are multiple good options, this conversation is for you.

Everything is Your Fault | Ep 25

The crew dives into expectation setting with employees, why unclear standards create chaos, and how people-pleasing can quietly destroy respect inside a team. They discuss payroll events, leadership optics, piece-rate pay, hiring, training painters, motivating crews, and why great leaders create great teams. The episode also explores the mindset of taking full responsibility for your life and business — from bad employees and unhappy clients to poor systems and lack of results. Instead of blaming the economy, politics, weather, or other people, the conversation focuses on ownership, control, and building the discipline to fix problems directly. One of the most honest and reflective episodes yet.