Why Private Equity is Losing the AI Race with Ajay Srivatsavai
In this episode of The Long Game, host Elijah Murray sits down with Ajay Srivatsavai, a veteran asset management executive, to unpack why private equity firms are falling behind in the AI revolution - and...
AI Told Him to Write a Book, Now His Company Makes $10M/Year | The Long Game #085
Welcome to Episode #085 of The Long Game, where I have conversations about tech startups, AI, entrepreneurship, and the ideas and principles to make it all happen.Kenneth Correra shares his groundbreaking experience of running his...
Kal Amin: Venture Studios, AI Innovation, and the Great SMB Transfer
Kal Amin is the President at 1848 Ventures, bringing 25 years of experience from companies like Google, Spotify, and Flipboard. In this conversation we explored how venture studios are evolving with AI, focusing on key...
Jenny Fielding: The New Era of Startup Funding, Bootstrapping, and AI Tools
Jenny Fielding is a veteran venture capitalist, entrepreneur, and Cornell professor bringing unique insights from multiple angles of the startup ecosystem. In this conversation, we explored the evolving landscape of startup funding, discussing how AI...
Adam Nathan: Serial Entrepreneurship, Building Blaze.ai, and AI for Small Business
Adam Nathan is the founder and CEO of Blaze.ai, a marketing platform built for solo entrepreneurs and small business owners. In this conversation, we explored Adam’s journey from big tech to startup life, the challenges...
Mike Todasco: AI-Powered Solopreneurs, Vibe Coding & Storytelling with Tech
Mike Todasco is a technologist, educator, and writer who led innovation at PayPal for over a decade and now teaches at the University of San Diego. In this conversation we explored how AI is reshaping...
Garrett Rice: Lessons from Steve Jobs, AI & Job Hunting, and Career Growth
Garrett Rice is a tech entrepreneur and AI hiring innovator who has spent 25 years building and scaling startups. He is the Co-Founder and CEO of Callings.ai, a platform helping job seekers find meaningful careers.In...
Gregory Offner: From Dueling Pianos to Keynote Speaking, Workforce Engagement, and Career Reinvention
Gregory Offner is the Founder and CEO of Global Performance Institute, an award-winning keynote speaker, and the author of The Tip Jar Culture: How to Re-Engage and Reignite Your Workforce.In this conversation, we explore his...
Brett Farmiloe: How to get featured with AI, SEO and Digital PR Strategies
Brett Farmiloe is the Founder & CEO of Featured, a platform that connects experts with publishers for greater exposure. A serial entrepreneur, Brett previously founded Markitors, a digital marketing agency, and launched a career education...
Lucas Lovell: The SaaS Expansion Playbook, AI Payments and Global Growth
Lucas Lovell is the Director of Product at Paddle, a global payments platform helping SaaS founders optimize their pricing, payments, and go-to-market strategies. He has firsthand experience launching and scaling startups across multiple international markets.In...
Dan Curran: AI, Publishing and the Future of the No-VC Path
Dan Curran is a serial entrepreneur and the founder of Chapters.io, an AI-driven publishing platform that helps individuals turn their experiences into books. With a background in content creation, multiple business exits, and leadership in...
Anya Cheng: AI in Fashion, Networking Your Way to Success & Leaving Big Tech
Anya Cheng is the Founder and CEO of Taelor, a leading men's clothing subscription service that provides personal styling and curated rentals, powered by expert stylists and AI. A Girls in Tech 40 Under 40...
Aytekin Tank: Building Jotform, Bootstrapping Success, and AI Innovation
Aytekin Tank is the founder of Jotform, an automation enthusiast, and author. In this conversation, we explore his journey from rural Turkey to New York, building Jotform without outside funding, and the role customer feedback...
Bryan Trilli: Can AI Have a Soul? Ethics, Consciousness & ‘Soulless Intelligence’
Bryan Trilli is an AI expert, entrepreneur, and author of Soulless Intelligence. In this conversation, we explore the ethics and philosophical implications of artificial intelligence, focusing on: -The moral dilemmas of AI development. -Whether AI...
Assaf Weinburg: AI Solopreneurs, Venture 2.0, and the Joy of Creation
Assaf Weinburg is a serial entrepreneur and AI enthusiast with over 25 years of experience in product development and business leadership. In this episode of The Long Game, we discuss: How AI is empowering solopreneurs...
Kyle Bhiro: Weaponized AI, Open Source Innovation, and AI Security
Kyle Bhiro is the 25-year-old co-founder of PensarAI, an open-source AI security platform addressing the challenges of weaponized AI. In this conversation, we explore Kyle's mission to combat AI vulnerabilities, democratize security solutions for developers,...
Adam Nagus: Leading with AI, Data Storytelling, and Building Empathetic Teams in Tech
Adam Nagus is a digital transformation leader who has built award-winning digital and data capabilities for organizations like Accenture and FTI Consulting, along with founding Digimasters. Adam's expertise spans strategic workforce planning, generative AI, and...
Anthony Pierri: Product Positioning, Niche Marketing, and Messaging Clarity
Anthony Pierri is the co-founder of Fletch PMM, a consultancy that helps early-stage B2B startups sharpen their positioning and better articulate their value propositions. In this conversation, we explored: Why niche marketing is critical for...
Deepak Chintala: Digital Twins, State-Backed Companies in the Middle East, and Industry 4.0
Deepak Chintala is a seasoned consultant specializing in business strategy and digital transformation, having driven $100M+ in value through digital initiatives. In this conversation, we explore how state-backed enterprises in the Middle East drive economic...
Chris Duffey: Adobe Firefly, AI in Creativity, and the Creator Economy
Chris Duffey is a leading figure in technological futurism and creative growth strategies, spearheading Adobe's Global Partnerships for GenAI Solutions. In this conversation, we explore: Adobe Firefly and its impact on creative workflows Ethical AI,...
The Future of AI: Living Forever and a Work-Free Society
Dr. Seth Dobrin is a distinguished AI leader and founder of Qantm AI. In this conversation, we explore AI ethics, the implications of artificial general intelligence (AGI), and the concept of a work-free society in...
Greg Shove: Startup Challenges, Venture Capital Shifts, and AI as a Service
Greg Shove is a veteran entrepreneur and current CEO of Section, an online business school preparing professionals for the age of AI. In this episode, we explore: The unique challenges of scaling startups in Silicon...
Hugo Pinto: Data Marketplace, AI in Enterprises, and AI Adoption
Hugo Pinto, Managing Director of Human + Machine, joins me on this episode to discuss actionable AI implementation strategies, how companies can structure their data to create valuable insights, and the growing marketplace for commercial...
Alison Cossette: Graph Data Science, Ethical AI, and AI Governance
Alison Cossette, an expert in graph data science and AI ethics, joins me for an in-depth conversation on the evolving responsibilities in AI governance and ethics. We explore key topics such as graph databases for...
Jose Moreno: Netflix Secrets, AI in Schools, and Data-Driven Education
Jose Moreno is a tech innovator and founder of Neulight, an EdTech company leveraging AI to improve educational outcomes. Previously at Netflix, where he helped develop the ‘skip credits’ feature, Jose now focuses on making...
Bo Abrams: Two-Sided Marketplace, Trust-Based Models, and Startup Conviction
Bo Abrams is a visionary entrepreneur who co-founded Kommu, a home-sharing app focused on building trust-based networks for affordable travel. In this conversation, we explored the complexities of building a marketplace startup, raising capital in...
Bonnie Caver: Reputation in the Age of AI, Misinformation, and Corporate Authenticity
Bonnie Caver is a reputation management expert with over 20 years of experience and the founder of Reputation Lighthouse. In this conversation, we explored how misinformation, deepfakes, AI-generated content, and brand authenticity are reshaping corporate...
Alexander De Ridder: Flow States, AI Utopia or Dystopia, and Finding Purpose
Alexander De Ridder is a visionary AI technologist and the Co-Founder and CTO of Smyth. In this episode, we explore themes like achieving a flow state for meaningful work, the dual potential of AI for...
Rob Saltrese: Fractional Consulting, AI’s Role in Executive Efficiency, and Scaling SaaS Startups
Rob Saltrese is the founder of Scale-Up Advisors and CxO LAB, helping SaaS startups scale by providing leadership expertise through fractional consulting. In this episode, we explore how fractional executives can bring high-level expertise into...
Roger Eintoss: Building Bootstrapped Businesses, Overcoming Idea Theft, and AI’s Role in Software
Roger Eintoss is a Buenos Aires-based software engineer and co-founder of Braintly, which helps companies hire vetted nearshore software engineers from Latin America. In this conversation, we explore building bootstrapped businesses, overcoming the fear of...
Chuck Aikens: AI in Content Creation, Google’s Role in SEO, and the Future of Search
Chuck Aikens is the founder of Tymoo and a seasoned expert in content marketing and leveraging AI. In this conversation, we explored how AI is transforming content creation, breaking down the process into manageable steps...
Aakash Shah: Innovating Allergy Relief, Fast-Paced Startup Culture, and Flawed Healthcare System
Aakash Shah is the founder and CEO of Wyndly, a telehealth company specializing in allergy immunotherapy. In this conversation, we explore Wyndly’s mission to make allergy treatment more accessible and personalized. Key topics include the...
Dino Scheidt: Gen AI in Enterprise, Data P&L, and Event Storming
Dino Scheidt is an AI Engineer, former CTO and Founder who works with Fortune 50s, Start-Ups, and Governments on Data Intelligence and AI Architectures. In this conversation, we explore the evolving landscape of AI with...
Tim Weidinger: The Social Dilemma, Human Relevancy in Tech, and Experiential AI
Tim Weidinger is the dynamic Director of Business Development at the Institute for Experiential AI. In this conversation, we explored the evolution of social media, the imperative for humans to continually learn and adapt, and...
Dr. Yaniv Zaid: The Art of Persuasion, Ethical Sales Strategies, and AI in Marketing
Dr. Yaniv Zaid is known to the world as "Doctor Persuasion". Dr. Zaid is an economist, attorney, and business consultant to government departments, private firms, and public organizations. In this conversation we explored the principles...
Christian Hammer: Tech & Art Fusion, Tech Debt and Future Trends
Christian Hammer is a tech optimist and the dynamic CEO of Vala AI, spearheading innovation at the intersection of artificial intelligence and enterprise solutions. With a career spanning decades across global powerhouses like Wayfair, Nike,...
Dr. Aju Samuel: AI in Healthcare, Strategy Consulting, and Healthtech Startups
Dr. Aju Samuel is a medical graduate turned management professional. He has worked in healthcare and digital industries, led Aviva’s health and pensions businesses in the UK, and co-founded The Performance Factory, a Strategy Consulting...
RJ Kedziora: Digital Health, AI in Healthcare, and Value-Based Care
Richard 'RJ' Kedziora is the co-founder of Estenda Solutions, focusing on people and process management, providing strategic technical direction, guidance, and innovative insights in creating digital health solutions that improve patient outcomes, reduce costs, increase...
James Owens: Transitioning to FinTech, Building AI Solutions, and Modernizing Lending
James Owens is the Chief Technology Officer for Xactus. Over his nearly 30-year career, James has used technology to solve complex business problems, applying innovation to provide businesses with strategic differentiation and building high-performing technology...
Beth Nevins: The Impact of AI on the Workforce, Talent, and Founders
Beth Nevins is the founder at Developa.io and an expert in talent strategy. In this conversation, we explored the interplay between AI integration, talent dynamics, and founder leadership within the realm of tech startups. We focused on...
Joao: CrewAI, Innovations, Complex Systems, and Future of AGI
Joao is the CEO of CrewAI and a former AI Engineering Director, leading the development of AI Agent technology. In this conversation, we explored cutting-edge advancements in AI, focusing on key topics like multi-agent systems,...
Jean Pierre-Louis: Immigrant founders, vision planning, and entrepreneurial resilience
Jean Pierre-Louis is an accomplished global health and strategic leader passionate about leadership, philanthropy, and global health. In this conversation, we explored his entrepreneurial journey, resilience, and the power of purpose in entrepreneurship. EPISODE LINKS:...
Brian Hollins: Time Audit Tactics, Breaking VC Barriers, & Founder Advice for AI
Brian Hollins, founder and managing partner of Collide Capital, joins us to discuss his path from growing up in Washington D.C. to attending Stanford and Harvard, and eventually founding a venture capital firm focused on...
Ryan Coyne: Serhant Realty, Tech in Real Estate, Human & AI Synergy
Ryan Coyne is the CTO of Serhant, an innovative real estate company. In this conversation, we explored the integration of technology with human-centric values in the real estate sector, focusing on key topics like personal...
Gerry Gadoury: Marine Corps to Startup Principles, Branding, & Early Talent
Gerry Gadoury, a seasoned business leader, discusses how his background as a United States Marine Corps Sergeant has shaped his approach to entrepreneurship. This conversation covers the transition from military to civilian leadership, the importance...
Dani Grant: Building Jam.dev, Cold Email Tactics, & Navigating VC Talks
Dani Grant, CEO of Jam and former Tumblr blogger, joins us to discuss her journey in tech, highlighting her experiences from securing her first job through a cold email to founding Jam. This conversation explores...
Jeff Kennedy: Real Estate Tech, Strategic Partnerships, and AI's Role
Jeff Kennedy, the VP of Sales and Partnerships at Leading Real Estate Companies of the World, joins us to explore the nexus of real estate and technology. Our discussion delves into the vital role of...
Nick Lashinsky: AI's Impact on Startup Growth, Venture Capital Strategies and Trends
Nick Lashinsky is an Enterprise Software Sales/GTM Leader with 10+ years in Silicon Valley. In this conversation, we explore the fusion of technical expertise and sales strategies, focusing on key topics like AI's impact on...
James Azar: Embracing Discomfort, Building Resilience, and Authenticity in Entrepreneurship
James Azar, founder of Reservoir, joins me in this episode to discuss the journey of entrepreneurship. We explore topics such as embracing discomfort, building resilience, and the importance of authenticity in the entrepreneurial grind. Our...
Alec Harrison: AI Impact on Design, Building Trust, & Product Market Fit
Alec Harrison is a UX/UI Design professional with over a decade of experience leading product design across various platforms. In this conversation, we explore the impact of AI on the design and development process, the...
Matt Burris: Startup Studios, Investment Strategies, and Innovation
Matt Burris, a key figure in the field of startup studios, joins us in this conversation. We delve into the world of startup studios, exploring their challenges, strategies, and the innovative approach to entrepreneurship and...
Laura Fredericks: The Future of Marketing AI
Laura Fredericks is a serial entrepreneur and marketing leader. In this conversation, we explore the evolution of marketing in the AI era, focusing on its complexities, opportunities, and real-world applications. Laura shares insights from her...
LinkedIn Advertising for B2B Startups with Trey Buchanan
Trey Buchanan is a seasoned B2B paid media expert with a focus on LinkedIn advertising. In this conversation, we delve into the intricacies of LinkedIn advertising strategies tailored for B2B startups. Our discussion spans across...
Marcus Winnfors Ravik: Artificial Intelligence and Creativity
Marcus Winnfors Ravik is the founder of CHEW on This, a platform fostering creativity and dialogue. In this conversation, we explore artificial intelligence and creativity, emphasizing the importance of human creativity in the age of...
Alaina Percival: Women Who Code, Tech Empowerment
Alaina Percival is a tech leader and the co-founder of Women Who Code, an organization that empowers diverse women in technology careers. In this episode, we delve into Alaina's journey, the mission of Women Who...
Mark Bransky: The Dynamics of Fitness, Gamification, and Augmented Reality
Mark Bransky is an independent personal trainer, educator, and mentor based in the California Bay Area. In this conversation, we explore the dynamics of physical fitness, the role of personal training, and the behavioral changes...
Jessica Watts: Product Led Sales, Startup SaaS Tools, and Sales AI
Jessica Watts is an ex-SaaS Sales VP of a $70MM HR Tech company turned Agency Co-Founder turned Free Agent Advisor for early stage founders. In this conversation, we explore the evolving dynamics of the sales...
Ronnie Peters: The Power of Design, AI Integration, and Future Prospects
Ronnie Peters is the founder and Chief Creative Officer of 360Design, a digital design firm collaborating with global brands and emerging companies to deploy a Design Thinking strategic approach to design user experience (UX) and...
Ishveen Jolly: Building Companies, Two-Sided Marketplaces, and Adapting to Change
Ishveen Jolly, founder and CEO of OpenSponsorship, joins us in this episode to discuss the gritty middle part of building companies, the challenges of two-sided marketplaces, and the importance of adaptability in the ever-changing business...
Alex Meredith: Product-Led Growth Strategies
Alex Meredith is the co-founder of Honest, a product growth studio. In this conversation, we explore the concept of product-led growth as a business strategy. We delve into aligning a company around its product, identifying...
Lucas Philips: Entrepreneurship through Acquisition
Lucas Philips is a born-and-bred New Yorker and a third-generation serial entrepreneur. In this conversation, we explore Entrepreneurship through Acquisition (ETA) as Lucas shares his experiences and insights. He discusses his transition from Silicon Valley...
Dominic Costanzo: What Makes a Good Startup, Timing in the Market, and 43North
Dominic Costanzo is the VP of Portfolio at 43North, a startup accelerator sponsored by Empire State Development. In this conversation, we explore the key elements that differentiate a good startup from the rest, the role...
LaSean Smith: Cashflow businesses and intentionality pt 2
LaSean Smith is the founder of CAGR Investments, a firm specializing in compound annual growth rate-based investments in software companies. In this conversation, we explore investments, business models, entrepreneurship, and script contents, focusing on key...
LaSean Smith: Leveraging Capital for Startup Success pt 1
Join me in this insightful conversation with LaSean Smith, founder of CAGR Investments, as we delve into the art of leveraging capital for startup success. We discuss the nuances of raising capital, the impact of...
Chris Zeunstrom: Design Cooperatives, Ethical Internet, and More
Chris Zeunstrom is an American entrepreneur currently residing in Lisbon, Portugal. He owns Crispy Strom Industries Inc., where he focuses on solving problems, creating products, and building businesses—through the thoughtful application of design and technology....
Jason Piperberg: Life of a Comic Artist, Intellectual Property, & AI in Art
Jason Piperberg is a prolific illustrator who has showcased his versatility in comics, book covers, and more. In our conversation, we delve into his life as a comic artist, the essential role of intellectual property...
Sam Gimbel: Product Strategy, Double Diamond Framework, and CRISPR Tech
Sam Gimbel is the co-owner of Honest and formerly the Co-Founder of Clark and VP of Product at Clover. In this conversation we explored the intricacies of product strategy, the importance of low-tech experimentation, and...
Alex Porter: Virtual Production, 3D Content, and Fundraising
Alex Porter is the founder and CEO of Mod Tech Labs, an automated optimization solution reshaping real-time content. In this conversation, we explored the intricate world of virtual production, dove deep into 3D content's vast...
Rich Zazo: CTO-in-a-Box, Pricing Models, and Technical Leadership
Rich Zazo is the CEO and Co-founder of Matter Product Studio, a consultancy that works with early stage startups to build software products. In this conversation, we explore Matter's new product called CTO-in-a-box, pricing models,...
Jason Harris: FinTech Mortgage, COVID Impact, and Interest Rates
Jason Harris is the CEO and Co-Founder of Button Finance, a specialized fintech mortgage lender. In this conversation, we explored Button Finance's unique approach, the impact of COVID on their market, and Jason's journey from...
Keo Sar: Building Startups, AI Strategy, and The Balkan Ecosystem
Keo Sar is a seasoned startup veteran with over 12 years of deep involvement in various stages of company growth. In this conversation, we explored his experiences in startup ecosystems from Silicon Valley to Serbia,...
Stefan Wirth: Bootstrapped Startups, VC Pitfalls, & AI Bridesmaids
Stefan Wirth is a trailblazer in the world of bootstrapped startups, with a unique perspective on building profitable businesses. In this conversation, we explored the mechanics of building bootstrapped companies, the pitfalls of the VC...
Dan Miller: Spora's Vision, Execution in Startups, and Racism in Healthcare
Dan Miller is the CEO and founder of Spora Health. In this conversation, we explored the significance of Spora, emphasizing key topics like its vision, the art of execution in startups, and the challenges of...
Vince Golangco: Building an Online Empire, Entrepreneurship in Manila, and Life Lessons
Vince Golangco is the Founder & Publisher of WhenInManila.com and a serial entrepreneur in Manila. In this conversation, we explored the journey of building WhenInManila.com, the role of luck and timing, and how Vince has...
Hennesys Disla: Healthcare hardware startups
Hennesys Disla is the founder and CEO of ArmHug, a company that revolutionizes the phlebotomy process with portable kits. In this conversation we explored the complexities of building a physical product, tackled entrepreneurship myths, and...
Chris DeLorenzo: Art, ambition, and AI
Chris DeLorenzo is a renowned commercial lifestyle photographer from Los Angeles, capturing the profound interplay of light and color. His client list includes Entrepreneur Magazine, Reef, Toyota, Ferrari, Lexus, Jeep, Infiniti, Nissan, Chevy, and Subaru....
Jared Neutel: Why stealth startups are bad
Spotify Description: Jared Neutel is the founder and CEO of Neutech, a seasoned product manager, strategist, and entrepreneur. In this conversation, we explored decision-making processes, entrepreneurship, and creative thinking. We dive into starting up, overcoming...
Jon Kinney: The Mistakes Non-Tech Founders Make
Jon Kinney is the Partner & CTO at Headway, boasting over 18 years of experience in web and mobile development. In this conversation, we explored humanity's innate desire for connection through technology, AI ethics, the...
Pete McCarthy: Internet Evolution, Dot-Com Bubble, and Earthships
Pete McCarthy is an experienced tech entrepreneur with a wealth of knowledge in various industries. In this conversation we explored the evolution of the internet, his experiences during the dot-com bubble, and his insights into...
Courtney Caldwell: Embracing Slow Growth & Nurturing Entrepreneurship
Courtney Caldwell is a successful entrepreneur and trailblazer in the tech industry. In this conversation we explored transitioning from the corporate world to entrepreneurship, the journey of a non-tech founder, the power of optimism, and...
Shane Brennan: Behavioral Change, AI as an Equalizer & Startup Opportunities
Shane Brennan is a thought leader in the realm of AI and startup landscapes. In this conversation we explored the threshold for behavioral change as a framework for startups, the impact of AI on the...
Chris Serron: Ego, Adversity, and Building Second Brain Systems
Chris Serron is an influential figure in the tech industry with a special focus on building second brain systems. In this conversation, we explored ego and identity, the role of adversity in personal growth, the...
Chip Leigh: Building Sustainable Housing, Electric Vehicles, and Energy Resiliency
Chip Leigh is a seasoned engineer with experience at both Tesla and Rivian. In this conversation, we delved into the intricacies of building electric vehicles, energy management, creating resilient microgrids, and the science behind constructing...
Avinash Mandava: Impact of AI, Future of Work, Unbundling of Cloud Computing
Avinash Mandava is an exited entrepreneur who previously built Vorstella, an A.I. agent that stabilizes and optimizes your data platforms. In this conversation we explored the impact of AI and the future of work, focusing...
Matt Berman: Rethinking Startup Models, AI Ethics, and Silicon Valley Myths
Matt Berman is a self-taught engineer, VC backed, exited founder of Sonar, and a rising star on YouTube. In this conversation, we explored the need for a shift away from the traditional Silicon Valley and...
Rich Zazo: AI & Service Startups, Team Entrepreneurship, Remote Culture
Rich Zazo is the CEO of Matter Product Studio, a consultancy that works with early stage startups to build software products. In this conversation Rich and I talk about the future of the service industry...