The Intentional Owner provides an in-depth & personal look at life as a small business owner. We discuss how to acquire, operate, and grow small businesses in ways that achieve positive impacts for yourself, for your family, for your employees, and for your community. We love everything to do with small business acquisitions & entrepreneurship and want to support our fellow small business owners in having a fulfilling life.
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Sam Rosati Podcasts
Bitcoin pioneer Charlie Shrem peels back the layers on the lives and backgrounds of the world's most impactful innovators. Centering around intimate narratives, Shrem uncovers a detailed, previously unspoken story of the genesis and evolution of bitcoin, cryptocurrency, artificial intelligence, and the web3 movements. Join Shrem as he journeys through the uncharted territories of tech revolutions, revealing the human side of the stories that shaped the digital world we live in today.
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AI Meets Bitcoin in Singapore — and Why the U.S. Is Back in the Game with Jesse Darnell
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16:03
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16:03The U.S. crypto scene is finally waking up. After years of regulatory uncertainty and innovation flight, the winds are shifting. Charlie Shrem sits down with Jesse Darnell, former Marine and founder of ADVXNCE Protocol, fresh off Token2049 in Singapore, to talk about why global builders are suddenly turning their eyes back to America. They dive int…
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Building Industry Credibility and Managing Risk as an Owner - The Intentional Owner #24
1:11:33
1:11:33
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1:11:33Kaustubh Deo and Sam Rosati return for a conversation on blending lessons from recent industry conferences with a deep dive into the financial realities of running a small business. Drawing from Kaustubh's experience speaking at an arborist conference and Sam's perspective on using events for networking and deal flow, they explore how conferences c…
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Why Bitcoin’s Biggest Threat- and Opportunity Might- Come from Quantum Physics
19:50
19:50
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19:50“Quantum computing is taking the laws of nature — light, heat, entanglement — and turning them into a new kind of computer. When that happens, the way we think about Bitcoin’s security will have to change forever.” — Charlie Shrem This week on The Charlie Shrem Show, we go deep into the strangest frontier yet: the intersection of Bitcoin, cryptogra…
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How Great Hiring Decisions Transform Small Businesses - Dylan Scroggins - The Intentional Owner #23
1:06:29
1:06:29
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1:06:29In this episode of The Intentional Owner, co-hosts Sam Rosati and Kaustubh Deo sit down with recruiter and entrepreneur Dylan Scroggins to discuss his unconventional path from software sales to launching his own recruiting firm, Kalmar Group. Dylan shares how his experience in sales, his exposure to the SMB and ETA communities, and a pivotal decisi…
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The Long Game of Owner Psychology - The Intentional Owner #22
1:17:34
1:17:34
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1:17:34In this episode of The Intentional Owner, co-hosts Sam Rosati and Kaustubh Deo are joined in the opening segment by Alex Hinch, co-founder of Rejigg, a platform designed to streamline small business acquisitions. Alex shares how Rejigg connects business owners with buyers, the inefficiencies in traditional brokerage models, and how their success-fe…
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SMB Buying Strategies that Work - The Intentional Owner #21
1:04:11
1:04:11
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1:04:11Sam Rosati and Kaustubh Deo dive into the realities of small business ownership in this episode of The Intentional Owner. They start with a lighthearted discussion about a bizarre voicemail Kaustubh received, then move into deeper conversations around decision-making, lifestyle shifts after leaving corporate jobs, and the mental weight of being an …
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From Surgeon to CEO: Lessons in Frameworks, Funding, and Founders with Nic Roberts-Huntley of Blueprint Finance
26:11
26:11
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26:11What happens when you take the discipline of an Oxford-trained surgeon and apply it to crypto? You get Nic Roberts-Huntley, founder of Concrete and Glow, two of the fastest-growing DeFi protocols. In this episode, Nic and Charlie dive deep into the frameworks, philosophies, and practical decisions that turn ideas into billion-dollar realities. From…
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Working IN vs. ON Your Business - The Intentional Owner #20
57:01
57:01
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57:01Sam Rosati and Kaustubh Deo dive into the realities of small business ownership, exploring the tension between working in the business versus working on it. They share firsthand experiences from recent projects, unpack the challenges of scaling into larger, more complex jobs, and reflect on how owner involvement shapes day-to-day operations. The co…
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The Realities of Leading and Scaling Multiple Businesses - Palmer Higgins - Partner at Chenmark
1:23:47
1:23:47
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1:23:47Palmer Higgins joins co-hosts Kaustubh Deo and Sam Rosati to discuss building Chenmark, lessons from operating small businesses, and maintaining a long-term approach to leadership. Palmer shares his early career in finance and a startup, the path to acquiring multiple companies with family members, and the importance of agency in shaping his career…
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The Superfood Biohacker Who’s Helping Crypto Millionaires Fix Their Health with Ian Farrar
20:51
20:51
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20:51In this episode of The Charlie Shrem Show, Charlie sits down with Ian Farrar, a 30-year biohacker, longtime investor, and founding brand partner at Puriam, a direct-to-consumer superfood company. While the crypto space is full of financial innovation, Ian brings the focus back to the most valuable asset you have—your body. They dive deep into what …
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Inside Coinbase’s Plan to Make Bitcoin Your Credit Card Rewards with Michael Rihani
23:47
23:47
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23:47In this episode of The Charlie Shrem Show, Charlie is joined by Michael Rihani, Head of Product at Coinbase, to talk about how Bitcoin is finally going mainstream—not just as an investment, but as a spendable, usable financial asset. Michael breaks down the launch of Coinbase’s new American Express-powered credit card, which gives users up to 4% ba…
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The Pursuit of Unhinged Demand - The Intentional Owner #18
1:03:42
1:03:42
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1:03:42Kaustubh Deo and Sam Rosati return for a wide-ranging episode that blends personal updates with deeper reflections on business building and investment philosophy. They begin by recapping Sam's family trip to Hawaii and updating their ongoing fitness tracker challenge, before diving into a detailed reflection on their recent interview with Chase Mur…
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Rejecting the Arrival Fallacy - Chase Murdock: CEO of Decada Group
58:09
58:09
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58:09In this episode of The Intentional Owner, co-hosts Sam Rosati and Kaustubh Deo welcome their first guest, Chase Murdock, CEO of the Decada Group. Chase reflects on his transition from high-growth, venture-backed startups to building a durable, decentralized holding company rooted in Salt Lake City. He shares how his early career in venture capital …
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Evaluating Industries & Revenue Quality in SMB Acquisition - The Intentional Owner #16
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50:38In this episode of The Intentional Owner, Sam Rosati and Kaustubh Deo dive deep into two interconnected topics: the real tradeoffs of self-funded search versus traditional high-income careers, and tactical frameworks for evaluating industries and revenue quality in SMB acquisition. They open with a candid conversation about what draws people into E…
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How to Navigate the First 90 Days Post-Acquisition - The Intentional Owner #15
1:00:44
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1:00:44In this episode of The Intentional Owner, Sam Rosati and Kaustubh Deo dive deep into the critical first 90 days following a business acquisition. Drawing from their own operating experience, they discuss tactical items like transition checklists and asset conversion, while also exploring the softer—but equally important—aspects of communication wit…
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Bitcoin as Pristine Collateral: Risk Redefined. @PeoplesReserve with @CJKonstantinos
20:31
20:31
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20:31During the darkest days of the last bear market, 5 years ago, I met my friend and guest @CJKonstantinos at The Green Flash in Florida. This guy is the definition of OG by doubling down and starting @peoplesreserve. He's creating Bitcoin-backed financial products that are reshaping the way we think about money. Tomorrow we are both speaking at Bitco…
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From Bitcoin to Boat Storage: Joey Rosati on Diversifying Investments
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34:26
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34:26I've gotten to know Joey Rosati (@rosaticorp) over the last 3 years working alonside hime in the VC trenches of Druid Ventures. Let me tell you, the VC world is a funny place and there are gems if you know where to find them. Joey is one of them. He knows that behind every successful business, it's all about people. In today's epic episode, Joey jo…
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Managing Relationships between Investors, Operators, and Searchers - The Intentional Owner #14
55:06
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55:06In this episode of The Intentional Owner, Kaustubh Deo and Sam Rosati dive deep into the often-overlooked art of managing investors in self-funded search deals. From communication best practices to governance structures, Kaustubh and Sam explore the nuances that define healthy investor relationships. They share personal experiences, trade perspecti…
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Podcast Announcement! - The Intentional Owner
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1:31Quick Update for the listeners! We're excited to announce that we will soon be bringing guests onto the show, as well as moving to a release cadence of every other week. See you next Thursday!
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How Operators can Balance Ambition with a Sustainable Life - The Intentional Owner #13
1:03:04
1:03:04
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1:03:04In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati unpack what it looks like to build a fulfilling life around small business ownership without sacrificing long-term goals. Framed around personal goal setting, competing priorities, and everyday tradeoffs, the episode offers a candid look at how both hosts are trying to d…
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The Eisenhower Matrix for Small Business Operators - The Intentional Owner #12
46:23
46:23
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46:23In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati explore the concept of time prioritization and how small business owners can focus on non-urgent but important tasks to drive long-term success. They frame the conversation around the Eisenhower Matrix, examining how founders often get stuck in reactive decision-making a…
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Designing a Sustainable Life as a Small Business Owner - The Intentional Owner #11
38:28
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38:28In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati unpack the concept of personal non-negotiables and what it takes to make business ownership sustainable over the long haul. What begins as a reflection on physical health quickly evolves into a broader conversation about habit formation, time prioritization, and the limi…
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Avoiding the Arrival Fallacy in Entrepreneurship - The Intentional Owner #10
49:46
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49:46In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati respond to a powerful message from a fellow operator grappling with the emotional side of small business ownership—specifically the gap between success on paper and fulfillment in real life. What unfolds is one of their most candid conversations yet, tackling everything …
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Debt Service Coverage Ratio in SMB - The Intentional Owner #9
49:23
49:23
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49:23In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati dive into one of the most misunderstood yet critical concepts in small business ownership: Debt Service Coverage Ratio, or DSCR. Drawing from Kaustubh's experience running Blooma Tree Services and Sam's ongoing involvement with operators and investors across the ETA comm…
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Bitcoin = Home: The Mortgage Revolution No One Saw Coming with Josip Rupena of Milo
23:44
23:44
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23:44Here’s a sentence I never thought I’d say: you can buy a house with your Bitcoin — without ever selling it. That’s the financial revolution Josip Rupena is building. He’s the founder and CEO of Milo, the fintech startup that’s already issued over $60 million in crypto mortgages — loans backed by your Bitcoin, not your bank account. And here’s the k…
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Crypto, AI Agents, and the Future of Decentralized Infrastructure with Chris “Jinx” Jenkins
17:32
17:32
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17:32My buddy Chris Jenkins just got back from ETHDenver, and he’s buzzing about the convergence of crypto and AI. He’s the head of operations at the Pocket Network Foundation, and right now, they’re gearing up for their biggest protocol upgrade ever: Shannon. What they’re doing is wild — opening up full permissionless access to decentralized data, from…
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Silk Road to Satoshi: Digging Up Bitcoin’s Buried Past with Pete Rizzo
45:03
45:03
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45:03Pete Rizzo Thinks We're Losing Bitcoin's History. I'm Helping Him Fix That. Pete Rizzo’s been called Bitcoin’s historian — and after this conversation, you’ll understand why. He’s spent the past few years diving deep into the stories, people, and drama that built Bitcoin from nothing into a global force. We talk about that work — the threads, the a…
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In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati reconnect after a busy stretch that included SMBash and the Masters to reflect on what made this year's event the best one yet. They dive into the evolution of SMBash, from its scrappy beginnings during the pandemic to a thoughtfully curated gathering that now draws oper…
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Computer Arbitrage, Inefficient Markets, Tariffs, and Monetizing Stranded Energy with Sopris Capital’s Head of Special Situations Dan Wedman
24:33
24:33
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24:33Welcome back, everyone! I sat down with my new friend Daniel Wedman, the head of special situations at Sopris Capital. We delved into a variety of topics, focusing on the dynamic world of Bitcoin and crypto investments, and the evolving landscape of capital markets. Daniel's Career Journey Daniel shared his fascinating career trajectory, starting f…
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Live From SMBash! - The Intentional Owner #7
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42:59In this special live episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati take the stage at SMBash in Dallas for a wide-ranging, honest, and often humorous conversation with two operators who've taken very different paths into small business ownership. First up is Chris Williams, owner of System Six, who shares how he transitioned…
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Owning 100% vs. Taking Capital: The Tradeoffs That Matter - The Intentional Owner #6
1:03:09
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1:03:09In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati unpack one of the most important and nuanced decisions a small business buyer can make: whether to self-fund and retain 100% ownership or raise equity from outside investors. Drawing from their own experiences and those of other operators, Kaustubh and Sam explore how th…
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The Impact of SMB Ownership on Family, Spouses & Children - The Intentional Owner #5
1:04:14
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1:04:14In this episode of The Intentional Owner, co-hosts Kaustubh Deo and Sam Rosati dive into a topic that rarely gets the spotlight in small business ownership: how running a company impacts your personal relationships, especially with spouses and children. Through honest, personal reflections, Kaustubh and Sam explore how owning and operating a small …
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Long-Term Hold Philosophies: SMB, PE, and Investor mindsets - The Intentional Owner #4
45:25
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45:25In this episode of The Intentional Owner, hosts Kaustubh Deo and Sam Rosati explore the realities of long-term ownership in small business. Many entrepreneurs enter the space with the intention of holding a business indefinitely, but the challenges of day-to-day operations, shifting risk tolerance, and unforeseen opportunities often reshape that vi…
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Real-World Assets and Institutional Crypto: The Next Evolution of DeFi with Joe Flanagan Maple Finance
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22:06
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22:06In this episode, I sit down with Joe Flanagan, the Co-Founder and Executive Chairman of Maple Finance, a leading institutional lending platform in DeFi. With nearly $6 billion in loans issued, Maple is one of the few crypto companies bridging the gap between traditional finance (TradFi) and decentralized finance (DeFi). We cover some of the biggest…
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Fixing Ethereum: Hart Lambur on Cross-Chain Intents & the Future of Interoperability
17:20
17:20
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17:20In this episode, I sit down with Hart Lambur, the co-founder of Risk Labs, the team behind UMA and Across Protocol, two projects solving some of the biggest challenges in crypto—cross-chain interoperability and on-chain data verification. Ethereum has scaled, but in the process, it’s fragmented into over 50 Layer 2s, creating a messy user experienc…
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Why Privacy is the Next Big Thing in Crypto – Midnight CEO Eran Barak Explains
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25:18In this episode, I sit down with Eran Barak, the CEO of Midnight, a groundbreaking new privacy-focused blockchain incubated by IOHK (Input Output, the team behind Cardano). Eran has an incredible background—before diving into Web3, he built the financial world’s digital plumbing at Symphony, a secure communications platform used by thousands of ban…
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The Mindset and Skills that set Successful SMB Owners Apart - The Intentional Owner #3
1:05:32
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1:05:32In this episode of The Intentional Owner, hosts Kaustubh Deo and Sam Rosati dive into what it truly takes to succeed as a small business owner. They break down the mindset, attributes, and leadership qualities that make the difference between thriving in SMB ownership and struggling under its demands. Kaustubh shares lessons from running Blooma Tre…
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The Missed Opportunity of Tokenization – What Comes Next? Tezos Founder Arthur Breitman
19:53
19:53
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19:53In this episode, I sit down with my longtime friend Arthur Breitman, the co-founder of Tezos, one of the OG blockchains that has been innovating since 2018. We dive deep into the evolution of tokenization, why the first wave fell short, and how the next iteration can unlock real value. Arthur also shares insights on Tezos’ latest upgrades, the grow…
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Surviving Search, Closing the Deal, and Scaling a Business for the Long Haul - The Intentional Owner #2
54:34
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54:34Surviving Search, Closing the Deal, and Scaling a Business for the Long Haul In this episode of The Intentional Owner, Sam Rosati and Kaustubh Deo dive deep into the journey of buying and running a small business—specifically, Kaustubh's experience acquiring and growing Blooma Tree Services. Kaustubh shares how his path from private equity to entre…
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Abandoning the Rat Race for SMB & ETA -The Intentional Owner #1
1:04:02
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1:04:02In this inaugural episode of The Intentional Owner, Sam and Kaustubh discuss their transitions from high-pressure corporate careers in law and finance to owning small businesses. They delve into the emotional and practical challenges they faced during their searches, the importance of having a clear 'why,' and how they manage time and productivity …
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Welcome to The Intentional Owner, hosted by Sam Rosati & Kaustubh Deo. Sam is a Founder at SMBootcamp, SMB Law Group, SMBash and Pursuant Capital as well as an investor in self-funded Searchers. Kaustubh is the President at Blooma Tree Experts and former analyst at Bain Capital and Associate at Searchlight Capital Partners. Together, they'll discus…
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Mastering Global Talent: Andy Hilliard on Scaling Software Development Teams
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21:47Episode Notes: Global Talent Pool: Andy dives into why 85% of software development talent is located outside of the U.S. and how companies can leverage this global talent pool for competitive pricing and higher efficiency. The Critical Role of Due Diligence: Learn how to avoid costly mistakes when choosing partners or outsourcing teams. Andy emphas…
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Unlocking the Future of Web3 with Gravity: Charles Wayn
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16:19
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16:19Episode Notes: Charles Wayn’s Web3 Evolution: From DLive’s decentralized live streaming platform to the evolution into Galxe, a Web3 powerhouse, Charles shares his journey of innovation in crypto. Introducing Gravity: The launch of Gravity, a Layer 1 blockchain designed for high-performance and cross-chain functionality, is a game-changer. Charles …
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Hack Hero Ogle: Recovering $500M, Glue Network, and the Path to Mass Adoption
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17:43In this gripping episode of The Charlie Shrem Show, I sit down with Ogle, a renowned crypto security expert who has recovered over $500 million from hacks and scams. Known as the "bat signal" for crypto recovery, Ogle shares his journey, his innovative approach to solving blockchain security issues, and the vision behind his new project, Glue Netwo…
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From Antiques to Bitcoin: Mel Sands on Collectibles, Community, and the Hunt for Satoshi’s Newspaper
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19:31In this vibrant episode of The Charlie Shrem Show, I sit down with Mel Sands, vintage and antique dealer turned Bitcoin advocate, to explore the intersection of collectibles, community, and crypto history. Mel’s journey from discovering Bitcoin through a forgotten $100 investment to becoming a passionate evangelist and collector is a testament to h…
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Bitcoin Day Naples: John Drew on Sound Money and Building Local Bitcoin Communities
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15:04In this exciting episode of The Charlie Shrem Show, I sit down with John Drew, organizer of Bitcoin Day, to discuss the upcoming Bitcoin Day Naples on January 18, 2025, and how these grassroots events are reshaping Bitcoin education and community building. We explore: What is Bitcoin Day?: From its origins in Omaha to becoming a nationwide movement…
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Bitcoin, Truth, and the Next Monetary Revolution: Brian Estes on Building a Better Financial Future
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16:20In this deeply insightful episode of The Charlie Shrem Show, I sit down with Brian Estes, Chief Investment Officer of Off the Chain Capital, early Bitcoin OG, producer of the documentary God Bless Bitcoin, and a tireless advocate for financial truth. Brian’s journey from traditional finance skeptic to one of Bitcoin’s most vocal proponents is a sto…
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Argentina’s Crypto Revolution to Decentraland 2.0: Yemel Jardi on Building the Future of Virtual Worlds
24:58
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24:58In this electrifying episode of The Charlie Shrem Show, I sit down with Yemel Jardi, Executive Director of Decentraland, Bitcoin OG, and a pivotal figure in the evolution of blockchain and virtual reality. From the transformative crypto scene in Argentina to spearheading Decentraland’s latest innovations, Yemel’s journey is a testament to the power…
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Cryptography to Crypto Giants: Ran Goldi on Fireblocks, Innovation, and Securing Blockchain’s Future
19:23
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19:23In this epic episode of The Charlie Shrem Show, I sit down with Ran Goldi, VP of Payments at Fireblocks, one of the most influential companies in the crypto and blockchain space. Ran’s journey is as fascinating as the industry he’s helped shape—from algorithmic trading to launching startups, to his time in Israeli intelligence, and ultimately build…
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Building a $2 Trillion network. The Digital Gold revolution explained. Commodity to Currency.
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37:30Bitcoin is a commodity, not money. At least, that's the argument my guest, Digital Gold Yoda, lays out today as we dive into the revolutionary project that aims to achieve what Satoshi Nakamoto originally envisioned DigitalGold.com. Imagine a network of 100 million nodes running proof-of-stake technology on regular computers—decentralized, efficien…
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