Tropical MBA: Entrepreneurship & Founder Lifestyle

We aren't usually the type for navel-gazing, but this summer marks an important milestone for us. 10 years ago, our desire to "find our tribe" led us to form the Dynamite Circle, a private membership community of location-independent entrepreneurs. Since then, there have been dozens of DC events all over the globe, and it has truly become a life-changing adventure for so many of the people involved in the community over the last decade. We've invited our good friend Jeff Pecaro on to the podcast this week to look back on the ups and downs of the last ten years of the Dynamite Circle. We are also going to pull back the curtain a bit and discuss the behind-the-scenes details of what it's really like to run a private community and the unique challenges that these types of businesses present.

This week's episode was inspired by a question from a listener. Katie recently graduated with her master's degree, and while she appreciated the insight that we've shared in the past about how to get a remote job, she wanted to know more about what it takes to succeed at a remote position once you get it. This got our wheels spinning, and we put together a list of five important factors that can help employees become "A Players" in their remote positions. This conversation is of keen interest to remote employees and employers alike. You'll hear about the difference between good employees and great ones, why "B players" have been struggling with remote positions, and a whole lot more. We'll also be sharing some news about our first event in nearly two years.

Nick Huber has been on a wild ride since we last spoke to him in 2019. Nick is the host of a podcast called The Sweaty Startup, and at the time he was running a business called Storage Squad, a storage company that helped students store their belongings at universities all across America. Covid threw that business for a loop, but Nick was able to make some fast decisions that allowed him to sell that company and pivot into a new endeavor, a multi-million dollar real estate private equity company called Bolt Storage. Nick joins us on this week's podcast to share what happened when the coronavirus pandemic shut down most of his business, why he has decided to pivot into the real estate business, how he utilizes Twitter to help find investors, and a whole lot more.

Summer is here, and it's starting to feel like things are returning to "normal." For many of us in the community, that means that we're finally going to have the opportunity to pick up our backpacks and return to nomadic life. Jesse Schoberg is the co-founder and CEO of DropInBlog.com, a Software as a Service platform that helps users add blogs to their websites. Jesse has been a full-time nomad for over 7 years, and he joins us on this week's podcast to discuss how he was able to transition from running an agency to creating a product, and why he finds the nomadic life so appealing. If you're ready to get back on the road, or perhaps you've decided that it's finally time to double down on entrepreneurship and go remote, this is the episode for you.

A few weeks ago we said something on this podcast in jest, but one of our more attentive listeners latched onto it. "I find myself some days waking up and saying 'are we going to make it?'" Our good friend John Ainsworth heard this and he reached out to us with a little bit of concern, hoping to find out more. What exactly does it mean when we ask that question, "are we going to make it?" We'll be seeking the answer to that on today's podcast, as well as sharing five principles that we have been employing recently in our quest to grow an 8-figure business. Stick around to the end of the episode to hear a tribute to one of our dearest friends.

We've learned over the years that being a part of a community of like-minded people is one of the most valuable experiences that you can have as an entrepreneur. This was our core motivation for forming The Dynamite Circle, our own online community of location-independent entrepreneurs, back in 2011. We originally built that community on a platform called Ning, largely because it was the best option on the market at the time, and it served us well for many years. Gina Bianchini is the former CEO of Ning. She recently decided to leave that company to create Mighty Networks, a sophisticated platform aimed at helping creators build their own online communities. We've invited Gina on to the podcast today to talk about the challenges of building and running online communities in 2021, how communities on the internet have evolved over the past decade, how to grow an 8-figure remote business, and more.

This week's episode is full of so many recurring themes that we've seen over the years on this podcast, from the unique struggles that SaaS businesses face, to the decision between bootstrapping and funding, and much more. Derrick Reimer has had a long and storied career as a software entrepreneur, but he is perhaps best known as the technical co-founder of Drip, which he built alongside our good friend and former guest Rob Walling. Since exiting Drip three years ago, Derrick jumped headfirst into his next project: a team-chat software named Level, which he ultimately chose to walk away from in 2019. Today, Derrick joins us to talk about why he made the decision to shut down the product that he has spent a year building, as well as the details of his newest project, a sophisticated scheduling tool named SavvyCal.

We've shared a lot of stories on this podcast from entrepreneurs who have started their own businesses, but one strategy we've increasingly seen to accelerate the path to wealth is to purchase a business that already exists and to leverage debt to do so. Today's guest is an expert at that. Shakil Prasla has been acquiring businesses through his company SZ Ventures for nearly a decade. He started with a loan from the Small Business Administration and now has a team of roughly 80 people who are managing niche eCommerce companies. They are selling anything from high-end business cards to their most recent acquisition, Gloves.com. In today's podcast, Shakil shares the story of how he purchased his first business, how he has grown to where he is now, strategies for taking advantage of Small Business Administration loans, and much more.

Today's episode is all about creating content, in particular, how to create written content that people actually want to read. David Perell is the co-founder of an online writing school called Write of Passage, and he is an expert at teaching people how to cultivate ideas and distill them into writing. He's also an extremely savvy marketer, with tons of important insights into the future of social media and internet marketing. David joins us on today's podcast to share specific writing strategies that have worked for him, what it really takes to grow a Twitter account that has the potential to change your business, and a whole lot more.

This week's podcast is a little bit out of the ordinary. While we have been busier than ever this month over at Dynamite Jobs, we still can't help but find things on the internet to get worked up about. We thought it would be fun to take a look at five specific news items and ideas that have recently come across our desk that we just can't stop thinking about. These topics range from how to deal with FOMO, why it's important to get powerbrokers involved in your business, the "muddy middle" of freelancing, and so much more. We hope that these five topics can help inspire you to make the next great move in your location-independent business.