The first quarter of the year has been volatile for many large US-based tech companies, with thousands of staff layoffs. Inflation and the collapse of Silicon Valley Bank have added to the sense of uncertainty. Yet, through all of this. bootstrapped businesses have proved remarkably resilient. On this week’s show Dan talks to Tiny Seed founder Rob Walling about how the economies of running smaller online businesses enable them to be nimble and resourceful in all circumstances. They also discuss ...
Apr 06, 2023•46 min
The ‘Money Theory of Location’ argues that calculating 4x the average salary in the place you choose to live, whether that’s Mexico City, or Bangkok, or New York is a good indication for the amount of money you’ll need to achieve a great standard of living there, and a lot of potential for freedom in your life.. On this week’s show Dan and Ian talk location arbitrage, including their regrets about moving to San Diego and not San Francisco when they were straight out of college: “There's a little...
Mar 30, 2023•40 min
How one entrepreneur has achieved huge growth in his business by ditching the low-cost ‘productized service’ model and pursuing upmarket enterprise clients. That person is Harry Morton, founder of the podcast production service Lower Street. Harry talks to Dan about how pivoting has allowed him to reach a low to mid seven figure annual revenue, and grow a team of over 20. They discuss why building a network and evolving a strong company culture has been so crucial, the importance of getting a gr...
Mar 23, 2023•59 min
Today Dan and Ian reflect on some of the key observations they’ve taken away from calls with over 50 business owners during the launch of their implementation program ‘DC Scale’. And, this being the TMBA, there are 5 categories: ‘The $500K Stall’, ‘The Solo Recording Artist Mentality’, ‘Pulling Punches’, ‘Grade A at Hiring But Grade B at Managing’ and ‘The Cloak of Invisibility’: ‘Even today, when there are more people to follow then followers, and everybody's a brand … Most of these entrepreneu...
Mar 16, 2023•38 min
The story of Going touches on so many themes we’ve been following on this show for over a decade. Going’s original incarnation, ’Scott’s Cheap Flights’, came on the scene in 2013. And it started out mostly as a newsletter for digital nomads seeking the most cost effective ways to travel around the world, nerd out on ‘mistake fares’ by airlines, and other things of interest in the travel space. Today Going has over 60 employees and is a very substantial business, offering a range of options to it...
Mar 09, 2023•32 min
TMBA has followed Tommy Griffith’s story for nearly a decade, watching his ‘dorky’ side-hustle teaching weekend SEO classes evolve into ClickMinded, a substantial online education portfolio. On today’s show Tommy talks to Dan about how ClickMinded has evolved further, with the help of a new CEO, to a white label documentation provider which turned over $2.3M last year. And he reflects on why he seems to have taken almost every ‘incredibly difficult and complicated option’ to get to where ClickMi...
Mar 02, 2023•37 min
When starting a business or advancing your career, or even just seeking to increase your public profile, it’s a savvy move to build momentum through content, and specifically by focusing on a particular channel. Today’s guest is an expert at doing just that. Steph Smith is the author of ‘Doing Content Right’. She’s also the host of the a16z podcast and ‘The Sh*t You Don’t Learn in School’. Steph talks to Dan about the opportunities being a creator opens up, tips on how to choose the right channe...
Feb 23, 2023•52 min
Today's guest has been massively influential on Dan and Ian from the very start of their journey. Seth Godin is something of a legend in entrepreneurial circles, and he hardly needs an introduction.His books about marketing, creativity, building companies and personal development include Purple Cow, Meatball Sundae, The Dip, and Linchpin. They are frequent recommendations on this podcast and have long been shared among our listeners. In addition, Seth has founded an intensive four-week alternati...
Feb 16, 2023•50 min
“This is an exciting podcast about traveling to tropical islands. And we're talking about employee scorecards.Why?” On this week’s show Dan and Ian share why they’ve introduced employee scorecards to their business, and how they’re helping establish more accountability, creativity and legibility in many different ways. They discuss the practicalities and principles of scorecards, the reasons they are so useful for both full-time staff and contractors, and why they are often welcomed by team memb...
Feb 09, 2023•43 min
As Dan recently reflected in the annual TMBA review, he and the Bossman saw their business almost double its revenue last year. On this week’s show Dan and Ian reflect on some simple principles or strategies that might help them and other business owners achieve the same in 2023. Now, as this is the TMBA podcast, they have to come in 5’s. Dems Da Rules. They include niching down to blow up, why playing with pricing dynamics can be so powerful, and the opportunities lifestyle businesses often mis...
Feb 02, 2023•42 min
As Dan prepares to leave Barcelona after a month-long stay, this week’s show is all about being able to take time away from your business. Because that is, after all, one of the reasons many listeners to this show are creating lifestyle businesses - whether it’s for parental leave, to pursue a sport or hobby, or perhaps some very necessary mental health wellness. Both Sam Floy, founder of Cofruition, and Neil Callanan, founder of LooseGrip, have planned and executed successful sabbaticals. They ...
Jan 26, 2023•31 min
Agencies: creating them, the opportunities they offer, and some of the issues running them can create has been a long running theme on this show. Today Dan talks with Matt Gartland who ran a successful creative agency for eight years before partnering with one of his then clients, Pat Flynn, and eventually becoming CEO of Smart Passive Income (SPI). Matt discusses how he’s helping SPI develop further as a diverse media brand, ways of managing a growing team, and how he sees online communities ev...
Jan 19, 2023•41 min
Business processes and systems have been an emerging theme on this show recently, and today Dan reflects on why, and where they fit into the entrepreneurial journey. This often starts with personal growth through things like maximizing your health, reading, making connections, and maybe therapy. The second stage of advancing small businesses is frequently through different sorts of coaching. But, at some point, owners tend to hit roadblocks that can only be overcome by deploying systems rather t...
Jan 12, 2023•26 min
Happy 2023 to all our listeners. The focus of this show has always been freedom, whatever that means to you. This pod is a judgement-free zone. It might be freedom to travel, to spend more time with family and friends, to work in a certain way, or with certain values, to give back to your community, or to support loved ones. Or just not to have a traditional J-O-B. Today’s guest Davis Nguyen initially founded My Consulting Offer, which helps people get management consulting jobs, to raise some ‘...
Jan 05, 2023•34 min
2022 has been the year that we all got on the road again. Dan and Ian spent the summer in Barcelona, Spain and hundreds of members of the Dynamite Circle met up to forge new friendships and partnerships, socialize, swap stories and strategies, and a whole lot more. Through it all, we have been fortunate to talk to some incredibly captivating entrepreneurs on this podcast. In today’s episode, we are revisiting some of our favorite moments and themes from the podcast this year, including thoughts ...
Dec 29, 2022•40 min
As 2022 draws to a close Dan and Ian are in a reflective mood. In this week’s show they ponder the ‘lifestyle business take’ on ‘The Parable of the Mexican Fisherman’ and come up with an alternative interpretation involving YouTube. They also discuss some the positives and negatives of their own business year including the results of their ambition to scale Dynamite Jobs, the power of reconnecting in person with colleagues, friends and mentors, and why alignment between founders is critical: “I ...
Dec 22, 2022•46 min
On this week’s show Dan and Ian respond to some listener comments and questions including non-competes and potential conflicts of interest with your current employer when you’re thinking of starting an entrepreneurial side-hustle: “You’ve got to understand that, hey, there's three lawyers sitting in that office down there. If I take this vulnerable idea to them they're gonna say, ‘No’. I am not going to allow my life to be affected by a Mall Cop, or whatever .. when we say risk in entrepreneursh...
Dec 15, 2022•36 min
On a recent show Dan and Ian touched on ‘the lifestyle ladder’, and what different levels of personal wealth can mean in your life. Following that they received an interesting email from today’s guest Matt Paulson who today shares why he’s found that achieving substantial personal wealth raises fundamental questions about how you want to spend that money, especially in relation to assessing investment opportunities, raising a family and contributing to a community you value: “My strategy is to c...
Dec 08, 2022•40 min
When Johnathan Solorzano, founder of Solo Media Group, joined us on the podcast just over two years ago his agency focused on broad ‘white label work’, which he aptly described as ‘doing all the work and then someone else passes it off as their own’. Today, through what he learnt from doing that, he’s niched Solo Media to focus entirely on Shopify clients. Jonathan talks to Dan about how this evolution has provided him with a much more stable portfolio and revenue, and also why he feels ‘got dis...
Dec 01, 2022•31 min
Some call it ‘revenge travel’, others just call it ‘getting back to normal’ but people in the location independent community are, for sure, hitting the road again. In this week’s show, Dan and Ian look at what factors feed into creating ‘digital nomad hotspots’, and the possible new emerging cities suggested by listeners of this podcast, and members of the ‘Dynamite Circle’. They also discuss how they are going about implementing systems in their newest business, ‘Dynamite Jobs’, the pros and co...
Nov 24, 2022•41 min
It’s been three long years since DC members were able to gather in Bangkok to share great food, experiences and talk business. And DCBKK2022, our ten year anniversary event, with almost 400 attendees, was not only our biggest event but also such a blast. So this week Dan, Ian and Jeff Pecaro get together to talk about not only the highlights of DCBKK20220 - one of which was definitely a 100 strong Tuk Tuk parade which ferried people through the streets of Bangkok to the closing party - but also ...
Nov 17, 2022•39 min
There are big changes in the wind at Twitter, with Elon Musk suggesting he might further open the platform to longer form pieces, and also paid content. Might this open up greater opportunities for those with established blogs, or looking to start one? On today’s show we revisit a favorite episode from our back catalogue focused on personal blogging and what it means to write on the internet. And to help tell this story, which is close to his heart, Dan invited two writers who both have a long a...
Nov 10, 2022•1 hr 7 min
When Jesse Schoberg, Co-founder of DropIn Blog, shared his thoughts about the huge benefits of living in Bangkok with CNBC, as part of their ‘Make It’ series, he had no idea it would go viral - both inside Thailand and abroad. The piece, titled ‘I live better in Thailand than I did in the U.S. — here’s how much it costs’ received lots of appreciation but also a stream of more negative comments from some members of the backpacking and expat retiree communities. They criticised how much Jesse choo...
Nov 03, 2022•36 min
Side-Hustles, which - with a lot of hard work - evolve into full-time businesses are a theme of many entrepreneurial journeys. We’ve covered a fair few on this show. But Brenden Marquardt’s story is particularly interesting for a few reasons: even though he was in a well-paid finance job, and knew he wasn’t great at ‘ideas’, he did the groundwork to be ready for when the opportunity he was looking for presented itself. On today’s show Brenden, Co-Founder of Homestead Brands talks to Dan about ho...
Oct 27, 2022•47 min
It started as a hobby at college, and was also the way he met his wife but now ‘Dumpster Diving’ has become a major business opportunity for Dave Sheffield, Founder of Buffalo Bottle Craft. In today’s show Dave talks to Dan about how a Vice documentary, currently watched by nearly 1.5M people, and subsequent media interest has made him consider the many different ways a ‘Dumpster Diving’ enterprise could grown: from selling physical products from dumpster finds, to creating online content showin...
Oct 20, 2022•40 min
This week Dan is speaking to Andy Morgan, creator of RippedBody, a blog and coaching program targeted at committed but frustrated fitness trainees who have hit a stall in their progress. What’s interesting about Andy’s story is the way he’s found a niche not only in the fitness space but also in the market in Japan. Andy discusses why he only does bi-weekly email check-in with his clients, how a DC mastermind has prompted him to start hiring coaches, and the methodology behind his successful Ins...
Oct 13, 2022•39 min
In this week’s show Dan and Ian share their Q4 business updates, including the reasons why they have decided to launch an agency - Remote First Recruiting, which is targeted at startup founders, under the Dynamite Jobs umbrella. “The best customers of a job board typically have super strong hiring practices that are built over the years … (they’ve) hired for the same position multiple times. Whereas with an agency customer, which are typically startup founders, they're seeking to buy those syste...
Oct 06, 2022•40 min
Books: seeking out good ones, talking about them, and implementing some of the things we discover in their pages has long been a theme of this show. However, as longtime listeners will know, Dan is often disappointed by one category in particular: business books. But one he read recently, ‘Working Backwards’ by former Amazon executives Colin Bryar and Bill Carr, really blew him away. And he was thrilled when one of the authors, Colin Bryar, agreed to drop by the show. Colin joined Amazon in the ...
Sep 29, 2022•43 min
The summer of cycling and tapas in Barcelona, Spain has come to an end. Dan and Ian are back in Austin, Texas inspired by the conversations and feedback they’ve had over the past few weeks as listeners and friends have dropped by one of our favorite European cities. One of those people is someone we’ve had on the pod before, telling the early part of his story. So much has happened in his life that we thought it was high time to catch up with him again. Coran Woodmass’ entrepreneurial journey ha...
Sep 22, 2022•44 min
Today’s show started, as so many of them do, as an in-person conversation in a dark bar in a cool city. That’s where Dan met Brent Zahradnik, founder of Amazon PPC agency AMZ Pathfinder. Now ‘the agency model’ is a recurring theme on this show because they can be spun up in a weekend, are often very profitable, and they can provide side income to what you’re already doing in a business. But done poorly, agency owners can find themselves trapped in the grind of ‘wrong’ clients and staffing woes. ...
Sep 15, 2022•46 min
