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On the show
From 11 epsHost
Recent guests
Recent episodes
Lou Shipley: Founder-Led Sales, Product-Market Fit, and the Go-To-Market Playbook Behind a $565M Exit
Jun 2, 2026
58m 42s
Joseph Lee (Supademo): From Pivot to $5M+ ARR, SEO Playbooks, Product-Led Growth That Converts
Apr 8, 2026
1h 03m 20s
Jon Mest (ChatRank): AI Visibility, “SEO Isn’t Dead”, and Bootstrapping a New Search Channel
Mar 3, 2026
1h 07m 59s
Brad Mills: OpenClaw Agents, Borrowing Against Bitcoin, Building a Citadel Mind
Feb 22, 2026
1h 23m 46s
Kyle Hosick: From Agency Success to New York Fashion Week
Jan 21, 2026
1h 05m 30s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 6/2/26 | Lou Shipley: Founder-Led Sales, Product-Market Fit, and the Go-To-Market Playbook Behind a $565M Exit✨ | founder-led salesproduct-market fit+4 | Lou Shipley | Harvard Business SchoolBlack Duck Software+2 | — | sales problemcustomer conversations+5 | — | 58m 42s | |
| 4/8/26 | Joseph Lee (Supademo): From Pivot to $5M+ ARR, SEO Playbooks, Product-Led Growth That Converts✨ | product-led growthSEO strategy+3 | Joseph Lee | SupademoSupa Demo+1 | — | AI-powered product demovirality+3 | — | 1h 03m 20s | |
| 3/3/26 | Jon Mest (ChatRank): AI Visibility, “SEO Isn’t Dead”, and Bootstrapping a New Search Channel✨ | AI visibilitySEO+3 | Jon Mest | ChatRankJustReachOut+8 | — | AI searchblog posts strategy+3 | — | 1h 07m 59s | |
| 2/22/26 | Brad Mills: OpenClaw Agents, Borrowing Against Bitcoin, Building a Citadel Mind✨ | Bitcoinentrepreneurship+5 | Brad Mills | QuantumAnchorWatch+11 | Canada | Bitcoin OGangel investor+2 | — | 1h 23m 46s | |
| 1/21/26 | Kyle Hosick: From Agency Success to New York Fashion Week✨ | agency businessbranding+5 | Kyle Hosick | Skool | — | convictionrestraint+3 | — | 1h 05m 30s | |
| 12/30/25 | Luca Micheli: The AI Pivot That Took Customerly From $100K to $1M ARR✨ | AI pivotcustomer service+5 | Luca Micheli | LemlistPipedrive+10 | — | ChatGPTCSAT+5 | — | 1h 08m 22s | |
| 12/12/25 | Nadav Boaz: How VoiceDrop Hit $150k MRR in 18 Months (SEO + Cold Email)✨ | SaaScold email+3 | Nadav Boaz | VoiceDropGemini+2 | — | VoiceDropMRR+3 | — | 56m 44s | |
| 12/8/23 | El Salvador Unveiled: Bitcoin's Impact on Life and Real Estate with Gladys Jeannette✨ | Bitcoinreal estate+3 | Gladys Jeannette | — | El Salvador | real estate investingsafety+2 | — | 52m 12s | |
| 8/23/23 | Adam Niman: Why The ‘Be Your Own Banker’ Concept Is Flawed✨ | infinite bankinglife insurance+1 | Adam Niman | Fortune or FictionBSc+1 | — | insurancefinancial advice+1 | — | 54m 52s | |
| 5/2/23 | Matheus Riolfi: Growing a Venture-Backed Startup✨ | venture-backed startupbootstrapped SaaS+2 | Matheus Riolfi | embeddable insuranceHUSTLE40+4 | — | tint.aiY Combinator+2 | Hard Knock SaaSHUSTLE40 | 52m 04s | |
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| 4/20/23 | Stefan Smulders: Bootstrapping to $10M with Brilliant Marketing Strategies✨ | bootstrappingSaaS+3 | Stefan Smulders | expandio.ioExpandi+3 | — | personal brandsales psychology+1 | Hard Knock SaaSHUSTLE40 | 1h 09m 19s | |
| 4/3/23 | Chris Naugle: Mastering the Art of Money | The person I credit to introducing me to the Infinite Banking Concept, is none other than Chris Naugle.After hearing this episode, you'll quickly understand why Chris is considered "America's # 1 Money Mentor". He is truly a master of money.Chris has built and owned 19 companies, with his businesses being featured in Forbes, ABC, House Hunters, and his very own HGTV pilot in 2018. He is currently founder of The Money School™, and Money Mentor for The Money Multiplier.We dive into so many important money and financial topics, including:- The reasons why Silicon Valley Bank (SVB) and other banks are collapsing- Financial opportunities that everyone can be taking advantage of today- How to become your own banker (literally) using the Infinite Banking Concept- How Chris is personally leveraging his Infinite Banking Policies to make investments and earn income- Ways to protect yourself from financial collapse- How to be free and independent from a corrupted financial systemFollow Chris on YouTube: @TheChrisNaugle Learn more about Chris: https://www.chrisnaugle.com/ | 1h 09m 57s | ||||||
| 3/27/23 | Hoyin Cheung: $4M+ Virtual Reality SaaS Business | This was a fun conversation. Two bootstrapped entrepreneurs talking shop, growth and business - unfiltered.Hoyin Cheung is the founder and CEO of Remo.co, a company that helps teams build and grow relationships, virtually.I've been eager to learn more about the virtual reality space, and how invested companies actually are in implementing this technology. So when the opportunity arose to speak to Hoyin, I jumped on it.Very impressively, as a solo founder, Hoyin bootstrapped Remo to over $4M+ in revenue, with a team of 25 people. Some of the biggest organizations in the world have used Remo, including Harvard University, IBM and Shopify.We touch on several topics in this episode including:- Connecting with team members working remotely- How companies are leveraging virtual reality- Trends in the VR space- The social behaviour challenge to VR adoption- Tactical ways Remo has been able to scale- Challenges of growing a company during times of high inflation and economic uncertainty- Future of VRCheck out Remo: https://remo.co/Follow Hoyin on Linkedin: https://www.linkedin.com/in/hoyincheung/** Get 40% of my video content series with code HUSTLE40: https://www.hardknocksaas.com/ | 49m 42s | ||||||
| 3/7/23 | Adam O'Brien: Everything You Need To Know About Buying Bitcoin | Adam is the founder and CEO of Bitcoin Well, a publicly traded Canadian company that allows people to buy and sell bitcoin.My goal with this episode was to educate the average person about everything they need to know about buying and storing bitcoin. Although we did cover that in a lot of detail, we naturally got into other topics as well, including:- The custody of money- How Adam deals with getting banned from having bank accounts- Threats and concerns for bitcoin companies- Freedom and sovereignty This was the second time having Adam on the podcast, and certainly not the last. Check out our first conversation here: https://youtu.be/VSwaAZtCp8cThe safest and fastest way to buy bitcoin in Canada: bitcoinwell.com/app/signup?referral=kostapanaFollow Adam on Twitter: https://twitter.com/adamobrien_ | 1h 06m 17s | ||||||
| 2/21/23 | Julian Figueroa: The Role of Bitcoin in a Collapsing Monetary System | Recently, I’ve been thinking and reading a lot about the economy, bitcoin, and the history of monetary systems.After stumbling on one of Julian’s informative 60 second videos on Modern Monetary Theory, it was only fitting that I reach out him to chat on the podcast. Julian Figueroa is a Canadian entrepreneur, filmmaker and bitcoin investor.This was one of the most fun, engaging and insightful conversations I’ve had in a while. Although the conversation could have lasted a lot longer, we covered several topics, including:The creation of the existing monetary systems and its problemsThe dilemma which the US faces as the global reserve currencyWhether the USD is actually a “safe haven” assetHow money scarcity could be a positive for societies around the world What has to occur for a bitcoin standard to take shapeCBDC’s and the risk they pose to freedomWhy Julian purchased 5 acres on an island off Vancouver, off the grid Follow Julian on YouTube: https://www.youtube.com/@KineticFinanceFollow Julian on Twitter: https://twitter.com/kinetic_finance | 1h 17m 21s | ||||||
| 2/14/23 | Hayden Padalino: The Fundamentals of Infinite Banking | Ever since I learned about the Infinite Banking Concept, I've been trying to inform as many people as possible about it.No matter what your financial situation is, every single person can benefit from this concept.I spoke with Hayden Padalino, an Authorized IBC Practitioner from Ontario, Canada. My goal was to touch on the fundamentals of the Infinite Banking Concept, and hopefully encourage people to look into it further.Some topics of discussion include:- How your money is not in your control if it's in the bank- How to use IBC during tax time- Alternatives to RRSP contributions- Why whole life policies are a safe way to store your money- How to access money from your policy- Practical ways to use your policy in every day lifeLearn more about IBCanada Group here: https://ibcanadagroup.com/ | 46m 03s | ||||||
| 1/26/23 | Senator Leo Housakos: How to Reverse One of Canada's Darkest Chapters in History | I was very pleased to have the opportunity to speak with Senator Leo Housakos. Leo was appointed to the Canadian Senate by Prime Minister Stephen Harper, in 2008. Leo is Chair of the Standing Senate Committee on Transport and Communications, which is overseeing Bill C-11, a very controversial act that will grant the federal government overreaching power and control over the online content that Canadians consume. | 45m 01s | ||||||
| 1/4/23 | Matthew Diemer: Bitcoin, Government Control, and Corrupt Monetary System | Matthew Diemer is a former Democratic Congressional Nominee, in Ohio’s 7th district. Other than being involved in politics, he’s also a advocate and proponent for bitcoin, cryptocurrencies, and blockchain technology. I commend Matthew for having such an open and transparent dialogue about many important topics that many people in politics usually shy away from. | 46m 23s | ||||||
| 12/30/22 | Charles Fry: How to Build a SaaS Product as a Non-Technical Entrepreneur | This is a conversation with Charles Fry, a software-focused entrepreneur who has launched and grown successful companies in e-commerce, logistics and IT services. He owns Code Éxitos, a resource-based service that helps entrepreneurs develop software and other tech products. I'm currently in the process of developing my second SaaS startup as a non-technical founder. However, this is the first time being directly involved in the entire development process, from start to finish. | 50m 23s | ||||||
| 12/10/22 | Geoff Roberts: An Inside-Look at a Growing Bootstrapped SaaS Company | For those who know, I’m in the process of building up my second bootstrapped SaaS (first one was recently acquired). Although I’m still relatively early in the process, I’ve been thinking about future tools and apps to run the business. This is where I stumbled on Outseta. Outseta is an all-in-one software that combines all of the fundamental and necessary tools to run a SaaS company - payment processing, CRM, email marketing and customer support. | 1h 06m 06s | ||||||
| 11/27/22 | Michael Sidhu: How Infinite Banking Protects You From the Monetary System | The Infinite Banking Concept (IBC) is one of the very few subjects that I’m eager to share with as many people as possible. This was a very all-encompassing conversation with Michael Sidhu, a veteran with 26 years in the financial industry, and an IBC Practitioner. | 1h 08m 42s | ||||||
| 11/14/22 | BJ Dichter: The Aftermath of the Freedom Convoy | Benjamin J. Dichter was the official spokesperson and one of the organizers for the Freedom Convoy, a movement that shook up the entire world in the winter of 2022. The Freedom Convoy was a protest organized by truckers in Canada, and morphed into a global movement of millions of people around the world, fighting back against overreaching government mandates. | 32m 38s | ||||||
| 10/31/22 | Callum Webber: Hacks to Maintain High Energy Throughout Your Day | I met Callum Webber on a mentor call on Growth Mentor (I'm a mentor on the platform, link is below for more details). On our call, we spoke about several business topics, including a program he is building out that helps men in their 20's live a freedom lifestyle, through health, wellness and productivity. | 41m 43s | ||||||
| 10/14/22 | Fr. Ted Paraskevopoulos: Living with Faith in a Growing Secular Society | Fr. Ted Paraskevopoulos is an Orthodox Priest in Toronto, Ontario Canada. Speaking with Fr Ted is always very insightful and grounding, to say the least. Given everything that’s happening in the world right now, I felt a need to have a conversation with him. | 1h 19m 46s | ||||||
| 9/27/22 | Julia Hanna: Bringing Trust Back In Government | Genuine and authentic - these are two adjectives I would use to describe Julia Hanna, which seem to be pretty rare in politics nowadays. Julia Hanna is running for Mayor of Oakville, Ontario, one of the most prominent and sought-after cities in all of Canada. | 47m 13s | ||||||
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