Venture Step

Dalton Anderson
  • 5.0 (6)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY

Ever wondered what it takes to thrive in the entrepreneurial world? Each week, I unpack AI use cases, company deep dives, founder stories, book and research takeaways, new laws and bills, and the personal challenges I wrestle with as I explore this path. Whether you’re a tech enthusiast, a dreamer, or just curious about leveling up, join me for a raw look at what it means to grow, adapt, and succeed.

  1. 2D AGO

    RECAP: KEY TOPICS OF 2025

    Keywords entrepreneurship, technology, AI, data centers, insurance, personal growth, literature, startup ideas, environmental impact, search evolution Summary In this episode of the Venture Step podcast, host Dalton Anderson reflects on key themes from 2025, including the challenges of discerning reality in an age of advanced technology, the evolution of search with AI, environmental concerns surrounding data centers, the insurance industry's struggles with risk management, the need for return on investment in AI, and personal growth insights from literature and personal experiences. Dalton emphasizes the importance of accountability and leveraging expertise to generate ideas and drive success. Takeaways It's becoming increasingly more difficult to discern what is real. Search is rapidly changing to the point where people are preferring AI for search. The environmental effects of data centers are significant and often undisclosed. There's a 200 billion insurance gap that needs addressing in the industry. We need to focus on AI ROI to justify investments in technology. Start with what your team is especially good at to generate ideas. The hard thing about hard things is a must-read for entrepreneurs. If you're going to eat shit, don't nibble; face challenges head-on. You have about another 40% left to give when you feel exhausted. Hold yourself accountable and be blunt with yourself to improve. Sound bites "Start with what your team is especially good at." "If you're going to eat shit, don't nibble." "You have about another 40% left to give." Chapters 00:00 Introduction to the Venture Step Podcast 00:31 Tech Trends and Insights 00:45 Introduction to Venture Step Podcasts 00:46 2025 Recap and Key Topics 01:06 Introduction to the 2025 Recap 03:33 The Synthetic Rubicon: Tech Challenges Ahead 09:01 The Evolution of Search: AI's Impact 14:34 Environmental Concerns of AI Data Centers 22:43 Navigating the Insurance Gap: Industry Challenges 25:51 AI ROI: The Quest for Value 27:04 Personal Reflections and Startup Insights 31:07 Literature Insights: Key Takeaways from Books 43:17 Personal Journey: Overcoming Adversity

    46 min

  2. JAN 27

    SOCIAL LEVERAGE: THE EVOLVING LANDSCAPE OF FINTECH AND AI WITH MATT OBER

    Keywords entrepreneurship, venture capital, AI, networking, wealth management, customer expectations, investment opportunities, automation, Robinhood, business development Takeaways Social leverage is about leveraging networks for competitive advantage. Building a strong network takes time and effort. AI is reducing barriers to entry for startups. Customer expectations are evolving rapidly in the digital age. Investors look for unique value propositions and domain expertise. Wealth management technology is ripe for disruption. Automation can enhance efficiency in financial services. Specialization can lead to better execution in startups. Pivots should be based on customer feedback and market demand. The future of investing is shaped by user experience and technology. Summary In this engaging conversation, Dalton Anderson and Matt Ober explore the intersection of entrepreneurship, technology, and investment strategies. They discuss the importance of social leverage in building networks, the impact of AI on business development, and the evolving expectations of customers in the digital age. Matt shares insights on navigating investment opportunities, the innovations in wealth management technology, and the role of automation in enhancing financial services. The discussion also touches on the significance of specialization in startups, the disruption caused by Robinhood in the investment landscape, and the considerations for pivoting a business model. Overall, the conversation provides valuable perspectives for entrepreneurs and investors alike. Sound bites "AI is reducing barriers to entry." "Robinhood is redefining investment." "Pivots should be based on feedback." Chapters 00:00 Introduction to Data as the New Oil 00:14 Introduction to Social Leverage and Matt Ober 06:17 The Impact of AI on Speed to Market 12:23 Navigating Customer Expectations in FinTech 19:06 Opportunities in Wealth Management Technology 26:26 The Evolution of Robinhood and User Experience 34:56 The Future of Entrepreneurship in a Rapidly Changing Market 37:48 Introduction to the Conversation 37:49 Exploring the Technical Glitch 38:06 Introduction to the Conversation 38:07 Exploring Key Themes in the Discussion 38:25 Audio Challenges and Solutions 38:26 Exploring the Main Themes of the Conversation 38:35 Audio Restoration Challenges 38:36 Exploring the Importance of Quality Audio 38:44 Audio Challenges and Solutions 38:45 Exploring the Main Themes of the Conversation Learn More https://www.socialleverage.com/ https://www.mattober.co/ Venture Step Venture Stephttps://www.daltonanderson.net/venture-step/

    38 min

  3. JAN 20

    NAPLAB: PROOF OF VALUE WITH DEREK HALES

    Summary In this episode of the Venture Step podcast, host Dalton Anderson welcomes Derek Hales, founder of Nap Lab, to discuss the intricacies of mattress reviews and the journey of building a transparent product testing platform. Derek shares his personal experience of mattress shopping, which sparked his interest in creating a resource that provides objective data for consumers. He recounts how his initial project, Sleep Populous, evolved into Nap Lab, where he now tests and reviews mattresses with a focus on data-driven insights. The conversation delves into the challenges of navigating the mattress industry, the importance of transparency in reviews, and the methodologies used in testing products to ensure consumers make informed decisions. Derek emphasizes the need for consumers to be skeptical of reviews, especially those that may be sponsored or lack transparency. He discusses the innovative testing methods he employs, such as using a medicine ball to measure sinkage, which provides clear and understandable results for consumers. The episode concludes with Derek's vision for Nap Lab, aiming to create the ultimate mattress resource that empowers consumers with the knowledge they need to make confident purchases. This insightful discussion not only highlights the complexities of the mattress market but also offers valuable takeaways for anyone looking to make informed buying decisions in the realm of sleep products. Keywords mattress reviews, Nap Lab, product testing, transparency, consumer insights, sleep products, Derek Hales, entrepreneurship, data-driven testing, mattress industry Takeaways "The inspiration really kind of began in 2014 when my wife and I got married." "I want to make the most data-driven, quantifiable mattress resource possible on the internet." "Sometimes a simpler approach is just as good and sometimes better." "If you can't explain what you're doing to a child, you don't really understand what you're doing." "Consumers should have the same information to know what's in that product." Sound Bites ""We ended up taking a chance on an online bed..."" ""We just got this thing sort of up and running..."" ""Be skeptical of other reviews that you see out there."" Chapters 00:00 Introduction to Nap Lab and Derek Hales 02:02 The Inspiration Behind Nap Lab 06:36 The Journey from Garage to Lab 12:51 Testing Methodologies and Innovations 18:55 Understanding Mattress Scores and Recommendations 25:37 Future Vision for Nap Lab 31:05 Identifying Red Flags in Mattress Reviews 36:29 How to Connect with Nap Lab Learn More https://naplab.com/ https://naplab.com/mattress-quiz/ https://naplab.com/about/derek-hales/ Venture Step https://www.daltonanderson.net/venture-step/

    37 min

  4. JAN 13

    STRETCH: TRANSFORMING GROCERY SHOPPING WITH ANDY ELLWOOD

    Keywords entrepreneurship, pricing transparency, Instacart scandal, grocery shopping, Stretch app, good quests, AI pricing, startup advice, founder journey, consumer behavior Summary In this episode, Dalton Anderson interviews Andy Elwood, founder of Stretch, discussing the importance of pricing transparency in grocery shopping and the implications of the recent Instacart scandal. They explore the concept of 'good quests' in entrepreneurship, the innovative solutions offered by Stretch, and provide valuable advice for aspiring founders. The conversation emphasizes the need for transparency in pricing and the role of technology in enhancing consumer choice. Takeaways Andy Elwood emphasizes the privilege of being a founder again. The concept of 'good quests' is crucial for impactful entrepreneurship. Instacart's pricing manipulation raises ethical concerns in grocery shopping. Stretch aims to provide transparency in grocery pricing for consumers. The app allows users to compare prices across different stores easily. Future updates will enhance personalization and user experience in Stretch. Entrepreneurs should focus on solving real pain points, not just nice-to-haves. Identifying a long-term problem is essential for sustainable startups. Writing down frustrations can help identify potential business ideas. Building a startup requires passion and commitment to the problem being solved. Sound bites "We're doing the right work here" "Focus on good hard quests" "Feeding our families is not a choice" Chapters 00:00 Introduction to Stretch and Pricing Transparency 03:22 The Concept of Good Quests in Entrepreneurship 09:16 Instacart Scandal and Pricing Manipulation 15:10 Stretch's Solution for Grocery Shopping 24:10 Future Vision and Personalization of Stretch 30:49 Advice for Aspiring Founders Learn More https://stretchformore.com/ https://www.linkedin.com/in/andyellwood/ Venture Step https://www.daltonanderson.net/venture-step/

    39 min

  5. JAN 6

    THE VIBE CODER REVIEW: BASE44 VS. EMERGENT, LOVABLE & RIPLET

    Keywords entrepreneurship, AI tools, Base 44, Emergent, Lovable, Riplet, Firebase GenKit, MVP, development tools, technology trends Summary In this episode, Dalton Anderson discusses various tools for entrepreneurs, focusing on AI development tools like Base 44, Emergent, Lovable, and Riplet. He provides insights into their functionalities, strengths, and weaknesses, emphasizing the importance of choosing the right tool for quick MVP development. The conversation also touches on Firebase GenKit and its unique approach to app development. Dalton concludes with a comparison of the tools and shares his final thoughts on their effectiveness in the entrepreneurial landscape. Takeaways It's 2016, a great time to start your entrepreneurial journey. AI tools are evolving rapidly, offering new capabilities. Base 44 stands out for its comprehensive output and user interface. Emergent lacks the functionality expected from a leading tool. Lovable has made significant progress in its offerings. Riplet has potential but faced issues during testing. Firebase GenKit is more of an orchestrator than a full stack generator. Choosing the right tool can significantly impact your development process. Documentation and architecture are crucial in app development. The entrepreneurial landscape is filled with tools that can help streamline processes. Sound bites "Base 44 crushes their competitor." "Base 44 is the gold standard." "GenKit has potential, needs work." Chapters 00:00 Introduction to Entrepreneurship and Industry Trends 00:00 Challenges in Modern Entrepreneurship 00:13 The Best Time to Start Entrepreneurship 00:14 Navigating Industry Trends 00:31 Kickstarting the New Year: Tools for Entrepreneurs 01:00 Exploring AI in Entrepreneurship 01:05 Kickstarting Your Entrepreneurial Journey 03:48 Exploring Full Stack Generators 07:59 Base 44 vs. Emergent: A Comparative Analysis 21:22 Lovable and Riplet: Quick MVP Solutions 32:57 Firebase GenKit: A New Approach to Development

    45 min

  6. 12/30/2025

    EXPLORING GOOGLE WORKSPACE STUDIO: A DEMO OF AI-DRIVEN WORKFLOWS

    Keywords Google Workspace Studio, automation, email management, productivity, AI tools, Microsoft Power Automate, entrepreneurship, technology trends, Google Gemini, project management Summary In this episode of the Venture Step Podcast, Dalton Anderson discusses the newly released Google Workspace Studio, exploring its features, automation capabilities, and how it compares to Microsoft Power Automate. He shares insights on email management, workflow automation, and the potential future developments of the platform. The conversation also touches on the importance of distinguishing between a product and a feature in the tech industry, concluding with reflections on personal value in relationships. Takeaways Google Workspace Studio is a new automation tool from Google. It offers low-code solutions for email and task management. The transition from Maker Suite to Workspace Studio reflects Google's rebranding efforts. Workspace Studio is compared to Microsoft Power Automate, with pros and cons for each. Automation can significantly improve meeting efficiency and email management. The integration of AI tools like Gemini 3.0 enhances Workspace Studio's capabilities. Users can create custom workflows to manage emails and tasks effectively. The importance of organizing digital files for better accessibility is emphasized. Understanding the difference between a product and a feature is crucial for tech companies. Personal value in relationships should be considered, just like in business. Sound bites "Google, you gotta stop doing that." "It just makes more efficient meetings." "Thank you for listening to the show." Chapters 00:00 Introduction to Google Workspace Studio 02:47 Exploring Features and Automations 06:08 Comparing Google Workspace Studio and Microsoft Products 08:53 Practical Applications and Workflows 12:00 Live Demo of Google Workspace Studio 12:09 Introduction to Google Workspace Studio 16:59 Transition from Maker Suite to Workspace Studio 22:24 Exploring Google Workspace Features 26:35 Demonstrating Email Automation Flows 33:18 Managing Email Attachments and Organization 39:51 Automating Promotional Emails and Updates 44:38 Future of Google Workspace and Agentic Workflows 47:03 Product vs. Feature: A Critical Perspective

    37 min

  7. 12/23/2025

    SURVEILLANCE PRICING: THE NEW CONSUMER CHALLENGE

    Keywords pricing, surveillance pricing, legislation, consumer rights, algorithmic pricing, Instacart, market manipulation, historical pricing, value of service pricing, consumer surplus Summary In this episode of the Venture Step podcast, Dalton Anderson explores the evolution of pricing from historical negotiation practices to modern surveillance pricing driven by AI algorithms. He discusses the implications of these changes on consumer rights, the recent Instacart scandal, and the legislative responses aimed at regulating algorithmic pricing. The conversation highlights the moral and ethical considerations surrounding pricing strategies and the potential future of pricing legislation. Takeaways The AI algorithm is now determining consumer pricing based on data. Surveillance pricing can lead to manipulation of consumers. Historical pricing was based on negotiation and transparency. Legislation like the Interstate Commerce Act was created to protect consumers. Instacart's pricing practices led to a significant FTC fine. Value of service pricing was a historical method of pricing based on consumer need. New bills are being introduced to combat algorithmic pricing. The impact of pricing algorithms can lead to significant consumer costs. Legislative responses are evolving in reaction to pricing scandals. The future of pricing legislation is uncertain but necessary. Titles The Future of Pricing: Algorithms vs. Ethics Surveillance Pricing: The New Consumer Challenge Sound bites "That's manipulation, those are quite different." "We don't care if it's a good or a service." "This is unchristian. We're not doing this." Chapters 00:00 The Evolution of Pricing: From Negotiation to Algorithms 06:09 Surveillance Pricing: The New Age of Consumer Manipulation 12:55 Value of Service Pricing: A Historical Perspective 19:51 Legislative Responses to Algorithmic Pricing 28:16 The Future of Pricing: Trends and Implications Support https://www.congress.gov/bill/119th-congress/senate-bill/232 https://www.congress.gov/bill/119th-congress/house-bill/4640 https://www.ftc.gov/news-events/news/press-releases/2025/12/instacart-pay-60-million-consumer-refunds-settle-ftc-lawsuit-over-allegations-it-engaged-deceptive https://www.justice.gov/opa/pr/justice-department-requires-realpage-end-sharing-competitively-sensitive-information-and https://www.consumerreports.org/money/questionable-business-practices/instacart-ai-pricing-experiment-inflating-grocery-bills-a1142182490/

    31 min

  8. 12/16/2025

    THE LOYALTY PENALTY: WHY YOUR FAITHFUL SHOPPING HABITS ARE COSTING YOU MORE

    Keywords Instacart, Consumer Reports, dynamic pricing, AI, surveillance pricing, Eversight, customer surplus, price discrimination, grocery staples, algorithm ethics SummaryIn this episode of the Venture Step Podcast, Dalton Anderson dives into a recent Consumer Reports investigation regarding Instacart’s use of AI-enabled dynamic pricing. Dalton explores how the technology, powered by a company called Eversight, aims to reduce "customer surplus" by charging users different prices for the exact same goods based on their willingness to pay. The discussion highlights the ethical concerns of applying airline-style pricing logic to essential items like milk and eggs, the manipulation of discount perception, and the potential for discriminatory profiling against vulnerable populations. Takeaways While society generally accepts variable pricing for airline seats due to supply and demand, applying this logic to essential goods like bread and eggs raises significant ethical questions. A Consumer Reports investigation involving 437 volunteers found that 74% of items selected had different prices for different people in the same geographic areas. The study revealed massive markups, such as a 23% increase for Wheat Thins in Seattle and a 20% price swing for eggs in DC. This pricing strategy is driven by "Eversight," which uses AI to determine the maximum price a consumer will pay, effectively eliminating the savings a customer might otherwise enjoy . Additionally, the illusion of deals is created when algorithms artificially inflate the list price for certain users to make a standard discount appear larger. Brand loyalty can also act as a disadvantage; if an algorithm knows you will always buy a specific brand, it may charge you more for it. Ultimately, there are fears this technology could evolve into discriminatory profiling, similar to failed predictive policing models, targeting users based on personal data and location. Sound Bites"But what if that same logic applied to staple goods like milk, bread, eggs?" "Your loyalty has a penalty now." "It's predatory price manipulation of goods, of staple goods that people need on a day-to-day basis." "Gross, the whole thing is gross." Chapters00:00 Introduction: Dynamic Pricing in Groceries01:49 From Physical Stickers to Digital Black Boxes03:52 Understanding Eversight and Customer Surplus06:44 The Consumer Reports Investigation Results09:50 The Ethical Cost of AI Pricing11:03 Psychological Manipulation and the Illusion of Deals14:44 The Dangers of Surveillance Pricing and Discrimination18:39 Conclusion: The Need for Pricing Transparency Support https://www.consumerreports.org/money/questionable-business-practices/instacart-ai-pricing-experiment-inflating-grocery-bills-a1142182490/

    21 min
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About

Ever wondered what it takes to thrive in the entrepreneurial world? Each week, I unpack AI use cases, company deep dives, founder stories, book and research takeaways, new laws and bills, and the personal challenges I wrestle with as I explore this path. Whether you’re a tech enthusiast, a dreamer, or just curious about leveling up, join me for a raw look at what it means to grow, adapt, and succeed.

Information

  • Creator
    Dalton Anderson
  • Years Active
    2020 - 2026
  • Episodes
    101
  • Rating
    Explicit
  • Copyright
    © Dalton Anderson
  • Show Website
    Venture Step