Venture Step
Venture Step

Venture Step

Dalton Anderson

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Episodes

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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.

Recent Episodes

FOUNDER READINESS INSTITUTE: VERTICAL DEVELOPMENT SCIENCE WITH LOGAN YONAVJAK
FEB 17, 2026
FOUNDER READINESS INSTITUTE: VERTICAL DEVELOPMENT SCIENCE WITH LOGAN YONAVJAK
KeywordsFounder Readiness, AI, Leadership Capacity, Coachability, Venture Capital, Diversity, Hiring Transparency, Personal Growth, Investor Relationships, AI in HiringSummaryIn this episode of the VentureStep podcast, Dalton Anderson speaks with Logan Yonavjak, co-founder and CEO of the Founder Readiness Institute. They discuss the innovative use of AI to evaluate founder soft skills and leadership capacity, aiming to reduce bias in venture capital and improve investment decisions. The conversation explores the importance of coachability, emotional resilience, and the need for diversity in funding. They also touch on the significance of transparency in hiring processes and how AI can enhance decision-making in leadership roles.TakeawaysThe current venture capital model accepts a 90% fail rate.AI can illuminate an individual's capacity to lead under pressure.Coachability is a critical component of leadership evaluation.65% of startups fail due to people problems.Diversity in funding is crucial for better outcomes.40% of corporate hires do not work out, highlighting the need for better evaluation.Transparency in hiring processes can improve decision-making.AI can help structure people decisions more effectively.Understanding personal growth through assessments is vital for leaders.Navigating investor relationships requires thorough evaluation of potential partners.TitlesRevolutionizing Founder Evaluation with AIThe Human Element in Venture Capital sound bites"This adds structure to people decisions""How do we handle all of this?""AI is a complexity skill"Chapters00:00 Introduction to Founder Readiness and AI03:00 Evaluating Leadership Capacity Under Pressure06:09 The Role of Coachability in Leadership09:01 Bias in Venture Capital and Founder Evaluation11:58 Diversity in Funding and Decision-Making15:08 The Importance of Transparency in Hiring18:12 Using AI for Leadership Assessment20:54 Navigating VC Relationships and Expectations23:46 The Future of Hiring and AI Integration
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40 MIN
 BACKSTROKE: FROM SELLING HOURS TO SELLING OUTCOMES WITH RJ TALYOR
FEB 10, 2026
BACKSTROKE: FROM SELLING HOURS TO SELLING OUTCOMES WITH RJ TALYOR
Keywordsdigital marketing, AI, creative production, Backstroke, entrepreneurship, marketing technology, email campaigns, generative content, agency landscape, founder lessonsSummaryIn this episode of the VentureStep podcast, Dalton Anderson interviews RJ Talyor, CEO of Backstroke, discussing the evolution of digital marketing, the impact of AI on creative production, and the unique approach Backstroke takes in optimizing email campaigns. RJ shares insights on the importance of adapting to technological changes, the significance of understanding customer needs, and valuable lessons learned from his entrepreneurial journey.TakeawaysDigital marketing has evolved significantly in the last decade.AI is transforming creative production, making it more efficient.Backstroke uses a unique data set to optimize email campaigns.Understanding customer preferences is crucial for effective marketing.The creative process is being disrupted by AI technologies.Agencies must differentiate themselves through strategy and creativity.Founders should prioritize working with people they trust.Listening to customers is key to success in business.AI tools can save time and allow for more creative thinking.Emotional highs and lows are part of the entrepreneurial journey.Sound bites"The tools have changed.""Work smarter, not harder.""Listen to the customer."Chapters00:00 The Evolution of Digital Marketing Workflows10:10 AI's Impact on Creative Production20:04 Backstroke's Unique Data-Driven Approach25:45 The Evolution of Personalization in Marketing30:51 Efficiency and Creativity in the Age of AI36:47 Navigating Change: The Role of AI in Business41:47 Lessons from the Founder: Insights and ReflectionsLearn More https://www.backstroke.com/https://www.linkedin.com/in/rjtalyor/Venture Stephttps://www.daltonanderson.net/venture-step/
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48 MIN
RECAP: KEY TOPICS OF 2025
FEB 3, 2026
RECAP: KEY TOPICS OF 2025
Keywordsentrepreneurship, technology, AI, data centers, insurance, personal growth, literature, startup ideas, environmental impact, search evolutionSummaryIn 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.TakeawaysIt'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."Chapters00:00 Introduction to the Venture Step Podcast00:31 Tech Trends and Insights00:45 Introduction to Venture Step Podcasts00:46 2025 Recap and Key Topics01:06 Introduction to the 2025 Recap03:33 The Synthetic Rubicon: Tech Challenges Ahead09:01 The Evolution of Search: AI's Impact14:34 Environmental Concerns of AI Data Centers22:43 Navigating the Insurance Gap: Industry Challenges25:51 AI ROI: The Quest for Value27:04 Personal Reflections and Startup Insights31:07 Literature Insights: Key Takeaways from Books43:17 Personal Journey: Overcoming Adversity
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46 MIN
SOCIAL LEVERAGE: THE EVOLVING LANDSCAPE OF FINTECH AND AI WITH MATT OBER
JAN 27, 2026
SOCIAL LEVERAGE: THE EVOLVING LANDSCAPE OF FINTECH AND AI WITH MATT OBER
Keywordsentrepreneurship, venture capital, AI, networking, wealth management, customer expectations, investment opportunities, automation, Robinhood, business developmentTakeawaysSocial 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.SummaryIn 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."Chapters00:00 Introduction to Data as the New Oil00:14 Introduction to Social Leverage and Matt Ober06:17 The Impact of AI on Speed to Market12:23 Navigating Customer Expectations in FinTech19:06 Opportunities in Wealth Management Technology26:26 The Evolution of Robinhood and User Experience34:56 The Future of Entrepreneurship in a Rapidly Changing Market37:48 Introduction to the Conversation37:49 Exploring the Technical Glitch38:06 Introduction to the Conversation38:07 Exploring Key Themes in the Discussion38:25 Audio Challenges and Solutions38:26 Exploring the Main Themes of the Conversation38:35 Audio Restoration Challenges38:36 Exploring the Importance of Quality Audio38:44 Audio Challenges and Solutions38:45 Exploring the Main Themes of the ConversationLearn Morehttps://www.socialleverage.com/https://www.mattober.co/Venture StepVenture Stephttps://www.daltonanderson.net/venture-step/
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37 MIN
NAPLAB: PROOF OF VALUE WITH DEREK HALES
JAN 20, 2026
NAPLAB: PROOF OF VALUE WITH DEREK HALES
SummaryIn 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.Keywordsmattress reviews, Nap Lab, product testing, transparency, consumer insights, sleep products, Derek Hales, entrepreneurship, data-driven testing, mattress industryTakeaways"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.""Chapters00:00 Introduction to Nap Lab and Derek Hales02:02 The Inspiration Behind Nap Lab06:36 The Journey from Garage to Lab12:51 Testing Methodologies and Innovations18:55 Understanding Mattress Scores and Recommendations25:37 Future Vision for Nap Lab31:05 Identifying Red Flags in Mattress Reviews36:29 How to Connect with Nap LabLearn Morehttps://naplab.com/https://naplab.com/mattress-quiz/https://naplab.com/about/derek-hales/Venture Stephttps://www.daltonanderson.net/venture-step/
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37 MIN