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Dan shares a relationship-first strategy for landing bigger deals—no funnels, no ads, just a focused system that’s often more affordable and effective than a social media strategy. He’s joined by agency owner James Feng, who’s using this approach to grow from $300K to $1M.
What if your struggle to follow through isn’t a discipline problem — but a signal? This week, Dan unpacks why many entrepreneurs bounce between ideas early on, and how that phase might be necessary, not broken. He shares a simple framework for telling the difference between just another project… and
Some of the “smart moves” founders make might be signs of hidden resistance. This week, Dan and Ian break down 10 behaviors that can quietly kill momentum, from expanding marketing channels too early to pausing sales during busy stretches. They also dive into why scaling too soon backfires, the hidd
Dan shares strategies for creating value as an entrepreneur - from maximizing personal productivity to defending your creative space so you can build something meaningful. He breaks down the common roadblocks entrepreneurs face at the $300K revenue mark and shares practical wisdom for navigating dif
Dan and Ian break down what makes a great lifestyle business in 2025—one that delivers both strong cash flow and location freedom. They dive into the nuanced tension between building a lifestyle-friendly business and “going big,” and share five essential design principles for creating a business tha
What if 90 days from now, your business was sharper, more focused, and positioned for real growth? In this episode, Dan walks you through a simple but powerful 10-question framework designed to help you identify your biggest challenge, clarify your team’s focus, and uncover new opportunities to stan
Dan and Ian share key insights from their Thailand mastermind event, exploring how successful entrepreneurs balance curiosity, diverse business models, and personal life. They talk about navigating market uncertainties, implementing AI workflows to enhance business operations, and the irreplaceabl
Dan unpacks what business owners can adapt from DOGE’s new strategy, delivers a practical cure for practitioner syndrome (that paralyzing fear of putting yourself out there), and shares fresh insights on the legendary 1,000-day principle. Plus, strategies for accountability and effectiveness and ans
Dan sits down with Neel Parekh (CEO of MaidThis Franchise) to talk about the shifts that drive real business growth—why decision-making matters more than productivity, how time compression accelerates success, and why bigger businesses can create more freedom.
The stories we tell ourselves shape our businesses—but how much of it is true? External validation, from market response to honest feedback, is key. Dan & Jeff break down common entrepreneurial mistakes, business strategy, product-market fit, sales, opportunity assessment, and why knowing your n
Dan breaks down five key mindset shifts for business owners in the thick of the growth grind. Inspired by Alex Hormozi’s tweet on sacrifice, he explores what it really takes to succeed—reflecting on courage, relationships, and balance—with actionable takeaways to stay productive and happy.
Dan discusses the shift in SEO and the decline of content sites, emphasizing the need for B2B niche content. He introduces the concept of the 'influence equation' and stresses the importance of creating engaging, long-form content to capture the audience's attention.
One of the first questions Dan asks in his coaching sessions with 6 & 7-figure entrepreneurs is: would you re-hire your team today? Your team is likely your largest expense, so it’s critical that you know exactly how they’re driving revenue every step of the way. Dan goes through 10 questions th
Dan and Ian reflect on their personal and business highlights from 2024, discussing parenting, travel, finance, making hard decisions in business and gaining clarity. They also dive into the systems and frameworks that have driven meaningful progress for them and their coaching clients over the past
A personal brand is all about perception—everyone has one, whether you like it or not. So why not take control and shape it to your advantage? In this episode, Yota Trom shares actionable strategies for founders to overcome imposter syndrome, craft an authentic personal brand, and confidently integr
Dan welcomes back Jay Clouse, founder of Creator Science, for his third appearance on the podcast. Jay has grown Creator Science into a thriving media company, including a YouTube channel with over 100,000 subscribers. In this episode, they discuss recurring vs. one-time products, effective marketin
Dan talks to Matthew Newton, CEO of Leatherback Travel, about his radically unconventional approach to scaling an 8-figure business. They dive into why it’s crucial to ruthlessly select your opportunities, along with key lessons learned—including when to pivot, balancing flexibility with structure,
If you’re sleeping on LinkedIn, let this episode be your wake up call. Dan sits down with Dr. Alex Barker, a pharmacist-turned-entrepreneur who 10X’d his business using LinkedIn. A real LinkedIn success story, proving how this often-overlooked platform can be a game-changer for B2B businesses. If y
Dan and Ian traveled to Barcelona with 12 other CEOs and founders to spend the week with Scaling Up author Verne Harnish. They spent $20K+ to stay in a haunted villa and workshop their business 12 hours a day for 4 straight days. These are the 8 takeaways that you can apply to your own business… f
Does your business feel stuck in 'idea mode,' constantly jumping from project to project? If you’re ready to get on track and build a more focused, scalable strategy for 2025, this episode is for you. Dan breaks down his proven 4-step framework for driving your next $1 million in revenue. These acti
Dan revives his Re-Readables series with a discussion inspired by Frank Slootman's business book Amp It Up. He delves into the book's core arguments, such as the idea that execution trumps strategy, faster execution can drive better decision-making and growth, and the importance of building for inve
Dan & Ian talk to Lucas Peters, founder of Journey Beyond Travel, about his plans to get to $10M in 5 years. They break down the business and shift thinking from a project-oriented mindset to an approach rooted in financial analysis: What are your gross margins? What does it take to aquire a cu
Dan and Ian discuss the importance of three key executive roles—CEO, COO, and CFO—within bootstrapped businesses, emphasizing the need for founders to embrace responsibilities beyond visionary tasks. They share insights from this year’s DCBKK and a sneak peek into the upcoming DC Black event in New
This week’s episode is for the business finance and idea nerds. We’re joined this week in a business breakdown session with Alexej Pikovsky of Alphawellbrands.com. Alexej raised 4MIL to build a CBD marketplace. They were forced to pivot and have currently acquired an Amazon FBA brand and started up
Selling your product or service requires using words to convey what you offer. But words alone don’t convert on-the-fence prospects into paying customers. Great conversion copy is a mix of persuasion, UX, and decision-making psychology. Sound hard? We promise it isn’t.
Dan and Ian talk to 100s of listeners a year via 1:1 coaching. In this episode they distill those calls into 4 breakthrough ideas that can change your quarter for the better. Newsletter subscribers will get our GPS (Goals/Plans/Systems) worksheet. Sign up for the newsletter.
Dan & Ian get real about what it takes to create and maintain a successful business. They’ll walk you through their Goals/Plans/Systems (GPS) worksheet that’s specifically designed to help you plan for business growth. They use it with their coaching clients on a weekly basis. Newsletter subscr
“Manager mode is so tempting…” Dan & Ian discuss Paul Graham’s most recent essay titled “Founder Mode”, and how lifestyle bootsrappers can harness the power of founder mode to grow their businesses. They’ll also address a question they get asked all the time: “But when is my LTV good enough?”
Many founders think they have an operations problem - delivery, trust, staffing, leadership. But Dan thinks you might actually have a sales & marketing problem. Dan & Ian also talk about becoming better leaders and how to fight against the erge to control your team. Last but not least, D
This founder started an Upwork agency less than 2 years ago and is making $30K a month… JUST on Upwork alone. We talk about how to take it to $80K a month and beyond in the next year. In this week’s newsletter, we include our ICP exercise. Your next breakthrough in under 30 minutes. Today’s guest i
These co-founders want to more than triple their revenue in the next 12 months. Despite stagnation the past few years, they believe they can get there. Dan & Ian dissect their plans to achieve this goal and offer some counterintuitive advice. They cover repackaging a product for a higher cos
Go from being trapped in the job you’ve built for yourself to building a wealth-generating machine. Dan & Ian challenge service businesses to determine their LTV to CAC ratio so they can improve their cashflow and run a “real” business that gives them the lifestyle they want.
Dan & Ian talk to a listener who’s running a SaaS business that within one year got to $8K MRR. The business is full of potential and opportunities, but the risks involved with having all of your customers come from one channel looms heavily in the background. Today’s guest is Pavel Schoffer, fo
Dan & Ian talk to a listener who’s running a $1M D2C e-commerce business about the challenges and opportunities he faces as he plans for future growth and a potential exit down the road. They discuss topics like decreasing customer acquisition costs, increasing profit margins, the absolutely ess