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 startup that took him on a cross-country journey interviewing 300+ people about their careers.

In this conversation, we explore:

• The role of creativity in AI businesses
• Why new data is critical for AI products
• SEO and content marketing trends
• Market validation, customer feedback, and scaling

EPISODE LINKS:

• Brett’s LinkedIn: https://www.linkedin.com/in/brettfarmiloe/
• Brett’s Website: https://featured.com/

TIMESTAMPS:

00:00:00 Intro and background

00:11:04 Featured

00:16:28 AI Landscape in Business

00:20:33 Democratization of Content Creation

00:21:33 The Need for Knowledge Sharing

00:24:07 SEO and Niche Content

00:26:12 Monetizing Unique Knowledge

00:28:27 The Future of AI and Content Creation

00:31:42 Featured in Action

00:33:23 The Changing Landscape of Publishing

00:38:18 Entrepreneurial Insights and Product Market Fit

00:42:03 Closing

CONNECT:

• Website: https://hoo.be/elijahmurray
• YouTube: https://www.youtube.com/@elijahmurray
• Twitter: https://twitter.com/elijahmurray
• Instagram: https://www.instagram.com/elijahmurray
• LinkedIn: https://www.linkedin.com/in/elijahmurray/
• Apple Podcasts: https://podcasts.apple.com/us/podcast/the-long-game-w-elijah-murray/
• Spotify: https://podcasters.spotify.com/pod/show/elijahmurray
• RSS: https://anchor.fm/s/3e31c0c/podcast/rss

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 this conversation, we explore:

• The merchant of record model and its impact on SaaS businesses
• Localization strategies for pricing, payments, and expansion
• The decision-making process for international expansion
• How AI is shaping the future of payments and automation

Lucas shares his personal experiences from running a startup through COVID, the pitfalls of not localizing correctly, and his insights on the evolving global SaaS landscape.

EPISODE LINKS:

• Lucas Lovell on Twitter:https://x.com/lucas_lovell
• Lucas Lovell on LinkedIn:https://www.linkedin.com/in/lucaslovell/
• Paddle:https://www.paddle.com/

TIMESTAMPS:

00:00:00 Intro and Background

00:01:12 Paddle

00:01:44 The Merchant of Record Model

00:05:38 Localization Strategies for SaaS

00:07:31 Importance of Currency and Language Localization

00:10:22 Local Payment Methods and Pricing Strategies

00:14:13 Expanding Internationally

00:18:54 Prioritizing Global Expansion for SaaS

00:19:30 When Should SaaS Founders Consider Global Expansion?

00:20:21 Challenges and Strategies in International Markets

00:22:18 Case Study: Multilingual Customer Support Platform

00:24:10 Emerging Trends in the Payment Space

00:26:10 AI and the Future of Transactions

00:31:04 Paddle, AI and Customer Value

00:38:31 Advice for SaaS Founders

00:39:26 Closing

CONNECT:

• Website:https://hoo.be/elijahmurray
• YouTube:https://www.youtube.com/@elijahmurray
• Twitter:https://twitter.com/elijahmurray
• Instagram:https://www.instagram.com/elijahmurray
• LinkedIn:https://www.linkedin.com/in/elijahmurray
• Apple Podcasts:https://podcasts.apple.com/us/podcast/the-long-game-w-elijah-murray
• Spotify:https://podcasters.spotify.com/pod/show/elijahmurray
• RSS:https://anchor.fm/s/3e31c0c/podcast/rss

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 entrepreneurship organizations, Dan shares his insights on how AI is reshaping publishing, the challenges of maintaining editorial integrity, and why storytelling matters.

In this conversation, we explored:

• The role of AI in modern publishing and book creation
• How human editors and AI can work together for better storytelling
• The importance of preserving life experiences and wisdom
• How to build a business without venture capital

EPISODE LINKS:

Dan’s LinkedIn: https://www.linkedin.com/in/currandan/Chapters.io: https://www.chapters.io/

TIMESTAMPS:

00:00:00 Intro and background

00:01:20 The Intersection of AI and Publishing

00:02:30 Challenges and Innovations in Book Publishing

00:04:05 The Process of Writing with Chapters

00:05:49 Human-AI Collaboration in Storytelling

00:11:09 Addressing AI Concerns and Ethical Considerations

00:14:19 Lessons Learned from Building AI Applications

00:19:10 Balancing Human and AI Elements in Writing

00:22:34 Building with AI: Frameworks and Guidelines

00:23:37 Tailoring Content for Different Audiences

00:25:06 The Future of Content Creation

00:26:32 Navigating the Rapid Changes in AI

00:42:27 Entrepreneurial Insights and Advice

00:45:39 Closing

CONNECT:

• Website:https://hoo.be/elijahmurray
• YouTube:https://www.youtube.com/@elijahmurray
• Twitter:https://twitter.com/elijahmurray
• Instagram:https://www.instagram.com/elijahmurray
• LinkedIn:https://www.linkedin.com/in/elijahmurray/
• Apple Podcasts:https://podcasts.apple.com/us/podcast/the-long-game-w-elijah-murray/
• Spotify:https://podcasters.spotify.com/pod/show/elijahmurray
• RSS:https://anchor.fm/s/3e31c0c/podcast/rss

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 honoree, she previously led eCommerce and digital innovation teams at Meta, eBay, Target, and McDonald's.

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In this conversation, we explore:

• The transition from big tech to startup life
• How AI and unique data give startups a competitive edge
• Challenges of being an immigrant entrepreneur
• The fast fashion dilemma and how Taelor is tackling it
• Writing as a tool for stress relief and legacy building

EPISODE LINKS:

• Anya Cheng LinkedIn: https://www.linkedin.com/in/anyacheng
• Taelor LinkedIn: https://www.linkedin.com/company/taelor/
• Taelor Instagram: https://www.instagram.com/taelor.style/
• Taelor Website: https://taelor.style/pages/membership

TIMESTAMPS:00:00:00 Intro and background00:01:03 From Big Tech to Entrepreneurship00:03:20 Networking and Building Relationships00:05:38 Obstacles as an Immigrant in the US00:13:56 Taelor: AI-Powered Menswear Rental00:19:48 The Fast Fashion Conundrum00:20:20 Challenges in the Rental Fashion Market00:24:21 AI's Role in Fashion and Business00:24:38 Founding and Growing Taelor00:25:54 AI and Investment00:27:10 Unique Data00:36:03 Authoring Books and Giving Back00:40:14 Closing

CONNECT:

• Website: https://hoo.be/elijahmurray
• YouTube: https://www.youtube.com/@elijahmurray
• Twitter: https://twitter.com/elijahmurray
• Instagram: https://www.instagram.com/elijahmurray
• LinkedIn: https://www.linkedin.com/in/elijahmurray/
• Apple Podcasts: https://podcasts.apple.com/us/podcast/the-long-game-w-elijah-murray/
• Spotify: https://podcasters.spotify.com/pod/show/elijahmurray
• RSS: https://anchor.fm/s/3e31c0c/podcast/rss

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 played in shaping the product. Aytekin also shares strategic insights on company culture, his approach to leadership, and how AI is shaping Jotform’s future.

EPISODE LINKS:

TIMESTAMPS:

00:00:00 Intro and background

00:00:17 The Entrepreneurial Journey Begins

00:00:35 Discovering a Passion for Computers

00:06:02 From Employee to Entrepreneur

00:08:06 Building JotForm: The Early Days

00:12:24 Facing Competition and Growth

00:20:46 Bootstrapping and Company Culture

00:25:00 Balancing Work and Personal Life

00:28:06 Team Collaboration and Culture

00:29:08 Balancing Work and Personal Life

00:30:15 Delegation and Leadership

00:32:08 Focus on AI Product Development

00:33:27 Introducing JotForm AI Agents

00:42:45 The Future of AI in Business

00:54:17 Closing

CONNECT:

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:

EPISODE LINKS:

TIMESTAMPS:

00:00:00 Exploring Human Sentience and AI

00:03:34 The Ethics and Morality of AI

00:04:50 Philosophical and Religious Perspectives

00:13:25 Defining AGI and Its Implications

00:19:32 Consciousness and Near-Death Experiences

00:24:09 The Intelligence of Machines

00:25:22 Human Worth Beyond Intelligence

00:28:51 Moral Standards and AI

00:31:24 AI and Human Rights

00:38:37 The Future of AI in Physics

00:43:41 Misconceptions and Fears About AI

00:47:27 Closing

CONNECT:

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:

Whether you’re a startup founder or looking to stay ahead in an AI-driven world, Assaf’s insights will inspire and educate.

EPISODE LINKS:

TIMESTAMPS:

00:00:00 Welcome to the Long Game Podcast

00:00:49 The Solopreneur Golden Age

00:03:40 Disruption and Opportunity with AI

00:06:13 Building a Business with AI

00:11:36 Case Study: A Two-Person Company

00:21:49 Venturing into HVAC Industry

00:23:41 Childhood Perception of Technology and Business

00:25:13 The Motivation Behind Creation

00:26:13 The Art of Sandwich Making

00:27:53 Finding Joy in Work and Play

00:39:02 AI and the Future of Work

00:43:09 Failure and Playing the Long Game

CONNECT:

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, and foster open-source innovation. We also dive into his entrepreneurial journey, overcoming imposter syndrome, securing venture funding, and navigating the future of AI.

EPISODE LINKS:

TIMESTAMPS:

CONNECT:

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 design thinking, making him a thought leader in the AI-powered world.

In this conversation, we explored:

EPISODE LINKS:

TIMESTAMPS:

00:00:00 Intro and background

00:01:07 Managing Large Teams: Insights and Challenges

00:07:25 Quantum Computing and Future Technologies

00:10:00 Revolutionizing Data Visualization

00:17:00 Building Effective Data Teams

00:27:14 Defining AI's Role in Organizations

00:28:18 The Chief Data Officer's Perspective

00:29:19 Integrating AI into Products

00:31:40 AI as a Tool, Not a Strategy

00:39:55 The Importance of Empathy in Tech

00:54:12 Advice for Aspiring Data Professionals

CONNECT:

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:

Anthony also dives into the importance of clear messaging, tangible go-to-market assets, and the psychology behind buyer decisions. A must-listen for B2B startups looking to stand out.

EPISODE LINKS:

TIMESTAMPS:

00:00:00 Intro and Background

00:01:20 Fletch PMM

00:01:58 Positioning and Messaging Strategies

00:05:55 Custom Services vs. Productized Services

00:07:50 Vagueness in Product Marketing

00:10:12 Stages of Product Market Fit

00:11:48 Investor Expectations and Market Focus

00:13:06 Executive Alignment and Brand Messaging

00:14:48 Mental Availability and Positioning

00:19:00 Belief Change and Niching Down

00:24:35 Organic Content and Personal Branding

00:29:00 Content Strategy and Funnel Building

00:33:22 Common Homepage Mistakes

00:35:39 The Importance of Focus in Marketing

00:36:39 Voice of the Customer

00:39:53 The Buying Decision Process

00:42:51 Homepages in Customer Acquisition

00:45:03 Positioning Transformation

00:49:24 Steps to Effective Positioning

00:50:53 Choosing the Right Market Segment

01:03:42 Closing

CONNECT: