Tropical MBA: Entrepreneurship & Founder Lifestyle

We've been devoting a lot of time on this podcast recently to SaaS or "Software as a Service" businesses. That's because we love the upside of SaaS, including the potential for generating recurring revenue and creating life-changing exits. But is it possible to create a software business without knowing how to code? Alan VanToai is the founder of CrewFire.com, a brand ambassador and influencer man...

When it comes to entrepreneurship, failure can often be more important than winning. So many of the greatest success stories start with failure because it's what we learn from those failures that ultimately leads us to the success that we seek. Today's guest describes himself as "an expert at failure". Sean Markey started his career as a special education teacher and spent the better part of a dec...

When we received an email from today's guest, we were fascinated by his story and we knew that we had to speak to him. Curtis Boyd is the founder of two incredibly unique businesses. The first one is a bespoke consultancy for high-level service companies and the second one is a software as a service business called Objection.co. Both of these businesses were created with a singular goal in mind: t...

After a wild and dramatic week in Austin TX, we are excited to return to our regularly scheduled programming and to highlight an entrepreneur with a unique career trajectory. Casey von Neumann started out as many of us do, by freelancing, teaching music classes to students in Atlanta, G.A. As her client base grew, she began scaling her services into a full-blown music school called Eclectic Music...

Austin, TX was hit by a very unique winter storm preventing the team from putting out a full episode this week.

This week's episode features a story with a lot of familiar themes.  Today's guest started out as so many of us do, with a weekend side hustle.  Amar Ghose is the CEO of ZenMaid, a niche scheduling software for maid services that he co-founded in 2013. When his first attempt at launching a maid services company failed, Amar was able to use what he learned from that experience to pivot in...

Today's podcast is about a topic that near and dear to our hearts and one that we've actually written a book about in the past. Longtime listeners know that roughly six years ago we sold our product business, and in the years since we have spent a considerable amount of time processing that decision and examining what happens not only at the core of successful exits but in the aftermath of them as...

Since the start of the year, we've been focusing heavily on stories about starting new businesses as well as what we believe are the "fundamentals" of being an entrepreneur. When we received a video message from today's guest, who was telling us how excited he was to finally join our private membership group The Dynamite Circle, we knew we had to hear more about his story. In just a few short year...

We've been spending a lot of time over the past few weeks talking about the "business fundamentals", or the everyday habits that we believe entrepreneurs should be practicing. In keeping with that theme, we've decided to revisit some specific concepts that we've spoken about on this show in the past, and that we have seen at the core of so many successful entrepreneurial stories. On today's podcas...

January is one of our favorite months of the year because it's a time for starting over, setting new goals, and making plans for how to achieve them. It's no surprise then that our inbox starts filling up with messages from excited entrepreneurs who are looking for new ways to push forward with their businesses. This week, we're reaching into the mailbag once again to answer questions submitted by...

Every once in a while a book comes around that completely captivates us and leaves us with more questions than answers. When we discovered "The Price of Tomorrow" by Jeff Booth, we knew we needed to hear more from the man who wrote it.  Jeff is a Canadian-based entrepreneur who has built and invested in numerous companies, including BuildDirect, which he helped grow to $220 Million dollars in...

This is the time of year when so many people are making goals and resolutions. These types of things are great, but we've always believed that the best way to is to see real progress is to create healthy habits and practices. Successful athletes do this by continuing to practice their fundamentals, the core skills that are most important to their game. Today we're going to be looking at how we can...

To say that the last twelve months were unpredictable would be a massive understatement. For ourselves and so many other entrepreneurs, the COVID outbreak not only threw a wrench into our plans for 2020, it completely changed the way that we did business this year. Many of us were operating in industries that were adversely affected by the pandemic on a profound scale. Others, particularly those i...

Like so many other entrepreneurs, we are fascinated by cryptocurrencies. We are naturally drawn to the technology because we believe it has the potential to cause some serious disruption in the financial sector. You might recall a few years back that we interviewed Nathaniel Popper about his book Digital Gold, which chronicled the origins of Bitcoin. Today's guest has written what feels to us like...

Even though 2020 has been a difficult year for some entrepreneurs, it has arguably been an all-time year for many people running eCommerce businesses. Longtime listeners know that we first cut our teeth in the eCommerce space, and we love keeping tabs on how that industry continues to evolve and innovate. It's no surprise then that today's guest made his way onto our radar. Aaron Rubin is a longti...

We are reaching back into the mailbag this week to answer questions submitted by Tropical MBA listeners around the world. In this edition, we'll be focusing on three specific questions that we believe get to the core of what it means to be resilient as an entrepreneur. We'll be discussing how much money you should save as a "runway" if you plan on leaving your job, the fundamental differences betw...

This week's episode is about something that is incredibly near and dear to our hearts: personal blogging and what it means to write on the internet. To help us tell this story, we've invited two of our favorite writers who both have a long and rich experience in the blogging space. Taylor Pearson has been a frequent guest and contributor on this podcast. He is the author of The End of Jobs, and he...

We've been receiving a ton of requests recently from listeners who want to hear an "old school" episode, so this week Dan and Ian are jumping on the horn to talk about the progress that they've made with their remote jobs business Dynamite Jobs. Since the start of the summer, we've been building a new software platform designed to make the hiring process a whole lot easier for entrepreneurs. Just...

For our money, there is nobody quite like Kevin Kelly. Not only is he one of the co-founders of Wired Magazine, but he is also the author of some of our favorite pieces of writing about technology, including What Technology Wants, New Rules for the New Economy, and the brilliant essay 1,000 True Fans, which has been discussed countless times on this show over the years. This week, Kevin is joining...

Today's podcast is all about one listener of this show who took the concept of productizing and applied it incredibly well at a very high velocity. More than that, it's a story about endurance, applying systems intelligently, and the power of community. Ian Horley left a long stint at a successful corporate job in 2014 to create his own web agency, but he ultimately found himself incredibly stress...

Longtime listeners know that this is typically the time of year that we host DC BKK, our annual Dynamite Circle event in Bangkok. Each year, hundreds of entrepreneurs flock to the capital city of Thailand for the chance to meet and share ideas with like-minded people from across the globe. This has always been sort of a magical time for so many of us in the community, and to say that we are disapp...

It goes without saying that as internet entrepreneurs, we are fascinated by the future of money, and it's hard to talk about the future of money without talking about cryptocurrency. Greg Gerber is our go-to guy when it comes to simplifying the complicated world of crypto. We've invited Greg back on to the show this week to talk about the state of crypto in 2020. As this conversation unfolds, you'...

We've been devoting a lot of time to talking about software businesses in recent weeks. One of the reasons we are so fascinated by them is that despite how difficult it can be to start one, these types of businesses can have tremendous upside. Jordan Gal is the founder of CartHook, a software company that helps Shopify merchants present offers to shoppers at checkout. Jordan first reached out to u...

Today's episode is all about software startups, and there are very few people more capable or qualified to talk about them than today's guest. Simon Payne first joined us on this podcast back in 2016 to talk about his role as the technical co-founder of Leadpages. Since leaving Leadpages in 2016, Simon has gone on to found multiple software companies, including a video tool called Convert Player,...

Today's episode features a longtime friend and mentor who shared an idea with us many years ago that changed the way that we thought about entrepreneurship. David McKeegan and his wife Carrie are the founders of Greenback Expat Tax Services. David first joined us on the podcast back in 2013, and he is singlehandedly responsible for introducing us to one of our all-time favorite concepts, The 1,000...