Tropical MBA: Entrepreneurship & Founder Lifestyle

Affiliate Marketing businesses have been around way longer than this podcast, and it’s a model that receives its fair share of criticism, especially of those selling ‘courses on how to sell courses’ on the subject. However, one thing is for sure: thousands of entrepreneurs continue to support their families from income generated by affiliate marketing. On today’s show Dan talks with Niche Site Project’s Doug Cunnington about how the model has changed since the early 2000s, ways to seek out good niches and why, even if affiliate marketing isn’t your end-goal, it can be a great place to start: “For example, if you start a niche site, and you're not sure if it's going to work out .. you learn about setting up a website, you learn about keyword research .. and all these different skills that can be really helpful in the future. You may figure out that you're really good at hiring writers, and managing them. And that could turn into a whole different business.”

The ‘AntiWork Movement’ has been with us for decades but, through the pandemic, it’s gained a new traction over at the online discussion forum ‘Reddit’, where the r/antiwork subreddit group (slogan: “Unemployment for all, not just the rich!”) has over 1.7 million subscribers. Just recently, a controversial media interview by one of the moderators caused the thread to be temporarily locked. Today Dan and Ian discuss why, in some ways, they’re sympathetic to some of the AntiWork Movement’s points but not necessary the ways they go about addressing them: “We have a lot of the same founding premises, maybe in 2007/2008 timeframe, we'd say, ‘Hey, we're gonna quit our jobs and start a lifestyle business because we don't want to be subjected to the poor outcomes, and the poor treatment, a lot of the American workforce sees. But also, we saw a changing tide in technology and globalisation, and a necessity to employ a new strategy to be able to achieve wealth and freedom in this new environment”.

Tiny Seed co-founder Rob Walling joins Dan to share insights about why bootstrapped businesses, particularly Software as a Service (SaaS), are becoming increasingly desirable to investors, partly due to the ‘downside protection’ they offer. They also discuss the pros and cons of serving ‘two sided marketplaces’ and why Rob has recently updated his ‘Stair Step Approach’ to entrepreneurship: “One thing that has changed is that there are a lot more opportunities to do ‘step one’ businesses that are recurring revenue from the start, like Shopify add ons .. If there's already a marketplace in place, it takes a huge amount of complexity off your plate .. it allows you to build the business and then learn the other stuff as you go.”

In this week’s episode Dan and Ian respond to some listener questions, thoughts and comments, including: managing relationships within a team as it grows larger, some updates about Dynamite Jobs, and what’s involved in running masterminds and creating a community: “It's a really bad idea to copy something that's already successful but not copy what they did in the early days to be successful. When we talk about conception, we talk about what value it delivers to a small number of people today … and that value proposition is going to be clear to me on day one, so you got to start with a clear conception”.

Productized or Software as a Service? A hot topic often discussed on TMBA. Of course, there’s no right or wrong answer but on today’s show Brian Casel talks to Dan about the factors that contributed to him changing from one to the other by selling Audience Ops and starting ZipMessage and also the different challenges of the two: “With a productized service, it really was much more about the processes. And building a service that is highly repeatable … but in a SaaS, it's less about process, it's just much more about building. And every single month there's something new. It’s not only just building new features, but what's the next marketing channel that I can try to tap into and unlock a new pocket of customers.” You’ll also hear about Brian’s decision to take funding this time around, having always bootstrapped before and selling Audience Ops without using a broker. Plus, And the return of one our favorite participation games - ‘donate a business idea’.

For our first episode of the New Year Dan talks to one of our favorite writers in the investment space, Sam Dogen, author of Financial Samurai. Started in 2009, just as he was trying to dig his way out of losing 35% of his net worth due to the global financial crisis, Sam has been discussing investment strategies on his blog ever since. But ‘Financial Samurai’ is about so much more than that. In this episode Dan and Sam cover the importance of ‘parlay’ in your career, the downsides of ‘Financial Independence, Retire Early’, how he chooses topics to write about, and much more. “I try to write about stuff people care about. You can write about ‘The Five Best Travel Credit Cards’ but, come on, you just need one or two credit cards. Or you can write about ‘How To Get Paid Full Time While Working Only Two Hours A Day’. I mean, that's so much more interesting.” Disclaimer This episode is a personal discussion, it in no way constitutes financial advice - but you knew that, right?

In today’s show Dan talks to Jake Ryan, CIO of the crypto hedge fund TradeCraft Capital and author of ‘Crypto Asset Investing in the Age of Autonomy’, about why he believes the convergence of cryptocurrency and new technologies is creating a transformational environment as significant as the ‘Information Age’. “What we’ve seen, over the past decade or so, is innovation around automation. And that's been powerful, but it hasn't been transformational. It hasn't altered fundamentally how businesses operate. The last piece of the puzzle really was cryptocurrency, because it allows us to store, process and transfer economic value without human intervention … autonomy is the ultimate competitive advantage”.

2021 has been a landmark year for this show, and for entrepreneurs all around the globe. Though the Covid pandemic has lingered on, we have seen borders slowly start to open up and digital nomads finally start to become nomadic once more. We even closed out the year by connecting with listeners of this show at our Dynamite Circle Holiday Party in Austin last week, the first event of its kind in the United States in more than two years. Through it all, we have been fortunate to talk to some incredibly captivating entrepreneurs on this podcast in 2021 and to hear their stories of resilience, innovation, turmoil, and triumph. In today's episode, we are revisiting some of our favorite moments on the podcast this year. You'll hear about how you can write better content for the internet, insights into the future of finance and money, the unique mental health challenges that entrepreneurs face, and so much more

This week's guest has done something that so many entrepreneurs aspire to do: they have turned a bespoke creative shop into a truly successful internet business. Lisa Norman is the co-founder of Authentic Leather Patch Co. Together with her partner Ian, they have been manufacturing custom leather patches for clients around the US, which they stitch onto a variety of products. We personally love their hats, which are consistently the most sought-after swag at our Dynamite Circle events. Their story is not your typical "4-Hour Workweek" startup tale. What started in a small shop in California, has turned into a business that generated over 2 million in revenue last year. Lisa joins us this week to share the origins of Authentic Leather Patch Co., how they were able to grow their company to the heights it has reached today, how they have navigated the supply chain issues and uncertainty of Covid, and a whole lot more.

Today's episode is all about building, scaling, and ultimately selling an agency. We know agencies don't usually get a lot of love on the show but they can be a great way to get started, and an incredible stepping stone in your career. Jodie Cook describes herself as an "athlete, writer, and entrepreneur", and when she says athlete, she means it. She has represented the UK internationally, and she built her agency as a lifestyle business with the intention of complimenting her career as a competitive powerlifter. When the time came to sell that business, a social media consultancy that was founded around her name, not only did she have a very successful exit, she was able to walk away without any type of earnout period. Jodie joins us on this week's podcast to share her story. You'll hear about her strategies for landing different types of clients, how she was able to remove herself from "The Jodie Show" that she had created in her business, and a whole lot more.