This week's episode is full of actionable advice for anyone who is looking to improve their revenue and optimize their sales.We were taking notes throughout the entire conversation with today's guest, and by the time it had ended, it felt like

#762 Winning and Losing Millions with Nathaniel Eliason

4 days ago 1h 2m

This week’s conversation revolves around the book 'Crypto Confidential' and explores author Nathaniel Eliason’s experience during the crypto mania. From the moment he decided to go all-in on crypto and the impact it had on their personal life

#761 - Less Than 5% of Businesses Get to 1MIL+ - A Process to Reach the Goal

11 days ago 33m 1s

Dan and Ian discuss the fundamental principles of change and how they apply to both weight loss and entrepreneurship.The conversation explores the three key components of successful change: knowledge, accountability, and identity. Listen in f

#760 - The 7 Most Common Money Mistakes for Bootstrappers

18 days ago 51m 42s

Dan and Ian discuss the biggest money problems they’ve seen in their own business and hundreds of other bootstrapped businesses. Learn how to craft a sustainable financial model, the importance of owner compensation, how to avoid being under-i

#759 - Unlock Wealth Through Financial Fluency

25 days ago 44m 8s

In this episode, Dan and Ian discuss the credible and reliable ways to build wealth through your business, based on the work of author Keith Cunningham.The conversation emphasizes building a financially sound foundation for your business by un

#758 - The Secret Weapon to Pricing Power

Jun 6th, 2024 42m 18s

Dan and Ian explore the concept of power in business and how businesses can transition from being a grind for the owner to having sustainable pricing power. Derived from the book 'Seven Powers' by Hamilton Helmer, they delve into the idea of c

#757 - How Healthy is Your Business?

May 30th, 2024 42m 8s

Dan and Ian challenge listeners to answer five questions about your business that will help you evaluate how healthy your operations are.They cover everything from doubling down on what’s working best to effective resource allocation and worki

#756 - The Million Dollar Service Business Playbook

May 23rd, 2024 46m 6s

In this week's episode Dan and Ian discuss the importance of the concept of Labor Efficiency Ratio (LER), to scale your business to a million dollars in revenue. They highlight the challenge of transitioning from being a craftsperson to a CEO

#755 - Run Any Business With Just Two Simple Things

May 16th, 2024 32m 39s

Dan reflects on his trip to Mexico last week where he hung out with 200 founders and listeners of the pod.Vulnerability, lessons from exiting a business, and a secretive membership called “being parents” were common themes.Another major topic

#754 - Mastering Consistency with Adam Gilbert

May 9th, 2024 47m

Health and wellness is the ultimate productivity hack, impacting every aspect of life. Adam Gilbert, founder of My Body Tutor, discovered that consistency is key, and accountability, mindset, and personalized plans help clients stay on track.

Lessons From an 18-Month Trip Around the World on $100 a Day

May 2nd, 2024 44m 20s

This week we had the pleasure of sitting down with Barry O'Brien, a global traveler, as he shares his 18-month journey to 15 countries on just $100 a day or less. Barry tells us stories about his experience in Vietnam, the most surprisingly un

#752 The 1 Million Dollar Question

Apr 25th, 2024 45m 15s

Crafting your value proposition into an irresistible offer is not an easy task. Andrew Jacoby, entrepreneur and visionary behind Growth Era, a thriving outbound sales company, knows this all too well. Andrew shares his journey, highlighting th

#751 “The Death of the Follower” + How I’d Make $250K in 3 Days a Week

Apr 18th, 2024 34m 1s

Is it possible to bootstrap a high-level business if you’re broke? Listen to Dan & Ian’s take on what kinds of businesses are best to start when you’re starting with basically nothing. Also, what the hell does a visionary do? Dan suggests that

#750 What is the Most Simple OS for <$5M?

Apr 11th, 2024 30m 58s

The hard part shouldn’t be how to implement an OS in your organization. The hard part is answering the question: Are the right people in the right roles at your company? In this episode, Dan and Ian share their own OS that’s extremely simple.

#749 Do Things That Don’t Scale

Apr 4th, 2024 47m 4s

In this episode, Ian and Dan discuss the concept of doing things that don't scale, inspired by Paul Graham's influential article 'Do Things That Don't Scale.' They explore the idea of taking risks and gambling in entrepreneurship, and how it re

#748 Three Phases to 1 Million

Mar 28th, 2024 42m 23s

Dan and Ian discuss the different phases of bootstrapping a business and the common challenges that arise at each stage. They walk through three phases: Zero to $250k “Mindset”; $250k to 1 million "We're seeking a reliable/repeatable source of

#747 Quiet Crypto, The Demand Question, and Difficult Decisions ft. Jordan Gal

Mar 21st, 2024 1h 1m

Dan talks to Jordan Gal, founder of Rally and co-host of the Bootsrapped Web podcast about challenges in the ecommerce space, product-market fit and demand, partnerships and veto power, the quietness of crypto, risking other people’s money, and

#746 “Full-Service Agencies Are Out” & Other Productized-Service Ideas

Mar 14th, 2024 54m 19s

Dan & Ian talk to John Doherty, the founder of Editor Ninja, former owner of Credo, and cohost of the Working Sessions podcast about three major trends he’s seeing in the agency space that could impact your strategy and profitability for the ye

#745 “3 Million in Revenue is a Death Zone" - Financial Strategy with Greg Crabtree

Mar 7th, 2024 44m 52s

Transitioning through the death zone requires careful execution and a focus on profitability. The $3 million dollar mark is a critical milestone for businesses, and many struggle to push through it.In this episode, Dan talks to Greg Crabtree,

#744 How Transparent Should You Be? Thoughts on Queen Bee Roles & a Ticket Giveaway

Feb 29th, 2024 41m 51s

This week Dan & Ian share a few thought experiments you can do to improve your business and reach your next breakthrough. They cover the value of a writing-first culture, the Queen Bee Role & how transparent should you be with your team?Plus,

#743 Spotting Taboo Business Ideas Through the Overton Window

Feb 22nd, 2024 53m 34s

Going deeper on shiny object syndrome, Dan & Ian open the mailbag to read responses to last week’s episode. A listener shares his success story with shiny object syndrome, revealing how he pursues his entrepreneurial impulses without growing cr

#742 A Podcast About Shiny Object Syndrome

Feb 15th, 2024 1h 4m

Dan & Ian delve into the complexities of combating shiny object syndrome, a challenge that plagues all entrepreneurs at one time or another (or all the time). They’ll talk about six strategies for tackling “the syndrome” and how to harness you

#741 The Roadmap for Turning a Skill Into a 1M+ Productized Service

Feb 8th, 2024 47m 43s

In this episode Dan uncovers The Ultimate TMBA Business: a productized service business built on a skill set. Tom Kent started his business based on a very specific skill set of his: he was good at getting jobs. Now Tom is the founder and CEO

#740 The Anti-Agency Agency + High ROI Customer Acquisition

Feb 1st, 2024 1h 26m

Vince Nguyen joins Dan to share how he resurrected his agency from semi-retirement and in the first month resumed making 5+ figures per client. He runs his agency solo and shares some of his biggest hacks for success. Vince essentially delivers

#739 The Three Horsemen Holding Your Business Back from Breakthrough with Mike Michalowicz

Jan 25th, 2024 51m 22s

Dan interviews business author and entrepreneur Mike Michalowicz, delving into the transformative concepts from Mike's books — "Profit First," "The Pumpkin Plan," Clockwork", and more. They explore the power of prioritizing profit and why most