• RECAP: KEY TOPICS OF 2025
    Feb 3 2026

    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


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    46 mins
  • SOCIAL LEVERAGE: THE EVOLVING LANDSCAPE OF FINTECH AND AI WITH MATT OBER
    Jan 27 2026

    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/


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    38 mins
  • NAPLAB: PROOF OF VALUE WITH DEREK HALES
    Jan 20 2026

    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/

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    37 mins
  • STRETCH: TRANSFORMING GROCERY SHOPPING WITH ANDY ELLWOOD
    Jan 13 2026

    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/


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    39 mins
  • THE VIBE CODER REVIEW: BASE44 VS. EMERGENT, LOVABLE & RIPLET
    Jan 6 2026

    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


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    45 mins
  • EXPLORING GOOGLE WORKSPACE STUDIO: A DEMO OF AI-DRIVEN WORKFLOWS
    Dec 30 2025

    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


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    37 mins
  • SURVEILLANCE PRICING: THE NEW CONSUMER CHALLENGE
    Dec 23 2025

    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/



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    31 mins
  • THE LOYALTY PENALTY: WHY YOUR FAITHFUL SHOPPING HABITS ARE COSTING YOU MORE
    Dec 16 2025

    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/

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    21 mins