Wealthy and Well-Known Podcast

What happens when the business you once loved becomes the thing you are trying to survive? 

 

In this episode, Rory and AJ talk about why fun is not just a nice bonus for entrepreneurs. It can be part of the strategy that helps you stay in the game. 

 

They explore the tension between hard work and rest, ambition and contentment, productivity and joy. They also talk about why so many founders burn out, why money should not be the only scoreboard, and why the work you choose matters more than most people admit. 

  

Rory shares how Timothy Keller's Every Good Endeavor changed the way he thinks about work, purpose, and God's design for rest. AJ shares how comparison, overcommitment, and the pressure to keep up can pull people into a kind of hustle they were never meant to sustain. 
 

You'll also hear practical ways they protect fun and rest in their own life, including Sabbath, date nights, family experiences, physical activity, and daily moments that bring joy back into the rhythm of work. 
 

If you are building a business, leading a team, or realizing that your work no longer feels fun, this episode will help you rethink what it means to build something that lasts.

Rory and AJ are using this episode as a personal year-end review, but for listeners, it works just as well as a midyear check-in. 

  

In this conversation, they look back on the last 12 months and share what they learned, what they are leaving behind, and what they are taking forward. The lessons are candid and practical: leadership mistakes, sales process changes, retention challenges, team development, and the hard reality that many business problems start with the person leading the business. 

  

Rory shares what surprised him about the Wealthy and Well-Known book launch, why live webinars became a renewed focus, and how violating a core sales principle hurt the business. AJ shares what she learned about reactive leadership, putting people into roles before they are ready, and why a good leader does not say yes to every idea their team has. 

  

They also answer a community question about preparing for an important presentation and share one of the simplest ways to make a speech stronger before you ever start writing it. 

 
If you are reflecting on your year, your leadership, your team, or your next season of growth, this episode will help you ask better questions and take more ownership of what comes next.

If you have ever thought about building a membership, coaching program, or recurring revenue offer, this conversation will help you see the model more clearly. 

Rory sits down with Stu McLaren, one of the leading voices in memberships and online communities, to talk about what actually makes recurring revenue work. Stu shares why getting members is only one part of the business, and why the real leverage often comes from onboarding people well, helping them experience progress, and giving them a reason to stay. 

You'll hear why closed-door launches can create more momentum than always-open memberships, how deadlines help people move from "I'll save this for later" into action, and why list-building events can become one of the strongest ways to grow before a launch. 

Stu also breaks down why the first seven days matter so much for retention. If people feel confused, disconnected, or overwhelmed right after they join, they are already at risk of leaving. But when you help them get clear, connect with the community, and experience a quick win, the entire relationship changes. 

This episode is especially useful for experts, coaches, creators, and mission-driven entrepreneurs who want to build a business people do not just buy once, but continue to trust over time.

10X Is Easier Than 2X: Dr. Benjamin Hardy on the Science of Scaling

AI can make content creation faster, but it can also make your message easier to ignore if you let it replace your own thinking.
In this episode, Rory and AJ talk honestly about where they use AI, where they draw the line, and why those boundaries matter for anyone building a personal brand. They explain how AI can help with research, content organization, titles, hooks, thumbnails, CTAs, and outlines without becoming the source of your thought leadership.
You'll also hear their take on AI avatars, voice cloning, disclosure, and the trust risk of letting your audience believe something is you when it is not. If you are trying to use AI well without sounding copied, hollow, or generic, this conversation will help you protect the part of your message that only you can create.