Tropical MBA: Entrepreneurship & Founder Lifestyle

We speak to hundreds of entrepreneurs every year through one-on-one coaching and live events. Many of those entrepreneurs have gone on to become very wealthy, and throughout our conversations with those people, we have found some common threads to the ways that wealthy people behave. This was one of our most popular episodes of 2019 so we’re bringing it back with updated thoughts. This week, newsl...

In this week's conversation, Dan and Ian discuss 10 ideas that provide valuable insights and strategies for entrepreneurs looking to grow their revenue to $1 Million and beyond. From years of experience and countless coaching calls, Dan and Ian cover topics such as finding a product with a tailwind, getting out of delivery, hiring a key badass, understanding your business model, optimizing your ma...

This week’s conversation revolves around the book 'Crypto Confidential' and explores author Nathaniel Eliason’s experience during the crypto mania. From the moment he decided to go all-in on crypto and the impact it had on their personal life, Nathaniel delves into the mechanics of farming and the process of launching decentralized exchanges. Enjoy insights deep insights from the crypto world incl...

Dan and Ian discuss the fundamental principles of change and how they apply to both weight loss and entrepreneurship. The conversation explores the three key components of successful change: knowledge, accountability, and identity. Listen in for how these principles are practical and applicable to your business growth, cause ass we know breakthroughs in our business don’t happen through epiphanies...

Dan and Ian discuss the biggest money problems they’ve seen in their own business and hundreds of other bootstrapped businesses. Learn how to craft a sustainable financial model, the importance of owner compensation, how to avoid being under-invested, and more. Dan & Ian’s Stuff: Our book: Before the Exit The Newsletter “The DC” DC Accelerator DC Black Global events Hire remote talent Find a r...

In this episode, Dan and Ian discuss the credible and reliable ways to build wealth through your business, based on the work of author Keith Cunningham. The conversation emphasizes building a financially sound foundation for your business by understanding and applying financial principles, planning effectively, managing risks, and maintaining financial discipline. As Cunningham says, "Building a b...

Dan and Ian explore the concept of power in business and how businesses can transition from being a grind for the owner to having sustainable pricing power. Derived from the book 'Seven Powers' by Hamilton Helmer, they delve into the idea of cornered resources as a source of power and discuss examples of cornered resources such as patents, unique brain trust, and exclusive partnerships. You’ll be...

Dan and Ian challenge listeners to answer five questions about your business that will help you evaluate how healthy your operations are. They cover everything from doubling down on what’s working best to effective resource allocation and working “on” your business instead of “in” your business. You’ll also be challenged to ask yourself: “What would a skilled entrepreneur do with my business?” Tak...

In this week's episode Dan and Ian discuss the importance of the concept of Labor Efficiency Ratio (LER), to scale your business to a million dollars in revenue. They highlight the challenge of transitioning from being a craftsperson to a CEO and the importance of building a profitable business model that can operate without the founder's constant involvement. They continue this concept by focusin...

Dan reflects on his trip to Mexico last week where he hung out with 200 founders and listeners of the pod. Vulnerability, lessons from exiting a business, and a secretive membership called “being parents” were common themes. Another major topic was the launch of our new coaching program, DC Accelerator. Dan talks about how getting to $1M and beyond takes not just willpower or desire, but most impo...

Health and wellness is the ultimate productivity hack, impacting every aspect of life. Adam Gilbert, founder of My Body Tutor, discovered that consistency is key, and accountability, mindset, and personalized plans help clients stay on track. It’s also what sets his business apart. My Body Tutor has been generating demand for their service for 17 years, having a flawless reputation, and obsessivel...

This week we had the pleasure of sitting down with Barry O'Brien, a global traveler, as he shares his 18-month journey to 15 countries on just $100 a day or less. Barry tells us stories about his experience in Vietnam, the most surprisingly underwhelming destination he visited, the most expensive and inexpensive destinations, how he saved, prepared, and what he learned in the end. He discusses his...

Crafting your value proposition into an irresistible offer is not an easy task. Andrew Jacoby, entrepreneur and visionary behind Growth Era, a thriving outbound sales company, knows this all too well. Andrew shares his journey, highlighting the pivotal role of Sales Development Representatives (SDRs) in driving business success. Discover the power of focusing on what you know best and building a b...

Is it possible to bootstrap a high-level business if you’re broke? Listen to Dan & Ian’s take on what kinds of businesses are best to start when you’re starting with basically nothing. Also, what the hell does a visionary do? Dan suggests that the best visionaries have integrator tendencies. They’ll consider how Kevin Kelly’s “100 True Fans” can lead to sustainable revenue through a concept ca...

The hard part shouldn’t be how to implement an OS in your organization. The hard part is answering the question: Are the right people in the right roles at your company? In this episode, Dan and Ian share their own OS that’s extremely simple. It’s called GPS. They’ll explain how GPS helps you put a plan in place to meet your goals, and deliver on that plan. That’s it. Also, hiring for specific tas...

In this episode, Ian and Dan discuss the concept of doing things that don't scale, inspired by Paul Graham's influential article 'Do Things That Don't Scale.' They explore the idea of taking risks and gambling in entrepreneurship, and how it relates to increasing one's locus of control. The conversation covers various strategies for founders, including recruiting users manually, building something...

Dan and Ian discuss the different phases of bootstrapping a business and the common challenges that arise at each stage. They walk through three phases: Zero to $250k “Mindset”; $250k to 1 million "We're seeking a reliable/repeatable source of new customers"; and $1 million + "We need to hire, fire, improve/change team members more effectively”. They explore everything from adjusting the offer to...

Dan talks to Jordan Gal, founder of Rally and co-host of the Bootsrapped Web podcast about challenges in the ecommerce space, product-market fit and demand, partnerships and veto power, the quietness of crypto, risking other people’s money, and more… There’s one thing that founders tend to really struggle with when it comes to growing their business and that’s getting the right team in place. List...

Dan & Ian talk to John Doherty, the founder of Editor Ninja, former owner of Credo, and cohost of the Working Sessions podcast about three major trends he’s seeing in the agency space that could impact your strategy and profitability for the year and beyond. John talks about the challenges of running a full-service agency, a shift towards specialization in productized services, the need for ou...

Transitioning through the death zone requires careful execution and a focus on profitability. The $3 million dollar mark is a critical milestone for businesses, and many struggle to push through it. In this episode, Dan talks to Greg Crabtree, author of Simple Numbers, Straight Talk, Big Profits! about how founders can push through the death zone (otherwise known as the messy middle) and grow thei...

This week Dan & Ian share a few thought experiments you can do to improve your business and reach your next breakthrough. They cover the value of a writing-first culture, the Queen Bee Role & how transparent should you be with your team? Plus, a ticket giveaway to one qualified founder. Dan & Ian’s Stuff: The Newsletter “The DC” DC Black Global events Hire remote talent Find a remote j...

Going deeper on shiny object syndrome, Dan & Ian open the mailbag to read responses to last week’s episode. A listener shares his success story with shiny object syndrome, revealing how he pursues his entrepreneurial impulses without growing crazy. The listener emphasizes the value of muscle memory when it comes to going from zero to one successfully. Dan & Ian will also discuss how to use...

Dan & Ian delve into the complexities of combating shiny object syndrome, a challenge that plagues all entrepreneurs at one time or another (or all the time). They’ll talk about six strategies for tackling “the syndrome” and how to harness your skill of going zero-to-one to grow your business to the next level. Dan & Ian’s Stuff: The Newsletter “The DC” DC Black Global events Hire remote t...

In this episode Dan uncovers The Ultimate TMBA Business: a productized service business built on a skill set. Tom Kent started his business based on a very specific skill set of his: he was good at getting jobs. Now Tom is the founder and CEO of Career Nerds, a 7-figure productized service that he’s doubling every year because of his precise lead generation strategies and very clear goals. In this...

Vince Nguyen joins Dan to share how he resurrected his agency from semi-retirement and in the first month resumed making 5+ figures per client. He runs his agency solo and shares some of his biggest hacks for success. Vince essentially delivers a masterclass in running a successful solo-agency as well as how to improve Facebook Ads for your business (hint: it’s pretty simple!). But first, Dan &amp...