In this episode, I chat with Lauren, a multifaceted professional whose journey spans journalism, international relations, and the startup world. We discuss her impactful experiences, including her time with the State Department in Bahrain during the Arab Spring, which shaped her storytelling approach. Lauren also shares her role at Revel, where she navigated the challenges of scaling the company during the COVID-19 pandemic.

We then explore her current work at Accenture, focusing on AI adoption and product incubation for Fortune 500 companies. Lauren highlights the challenges founders face in the AI space, particularly in go-to-market strategies, and emphasizes the need for shareable features. As we wrap up, she shares her predictions for the future of AI, stressing the importance of user context and memory in enhancing product experiences.

Chapters:

(0:00) - Intro

(02:40) - Getting Banned from Bahrain

(07:03) - Thoughts on Government Efficiency and Elon Musk

(24:05) - Building AI Products at Accenture

(31:06) - Go-to-Market Strategies for AI Products

(44:04) - Privacy vs. Personalization in AI

Host Links:

https://casperstudios.xyz/

https://www.linkedin.com/in/jaysingh10125

https://x.com/jsingh_08

Guest Links:

https://www.linkedin.com/in/laurenvriens/

In this episode, I chat with Harini Karthik, co-founder and CEO of Zetta, a platform dedicated to helping companies accelerate growth through data and AI. Harini shares her perspective on the critical value of early investment in data teams, emphasizing the need for companies to allocate 10% of their workforce to data roles. We discuss the evolution from spreadsheets to BI to AI in data analytics, and how Zetta is helping companies make this transition quickly and efficiently.

Throughout our conversation, Harini emphasizes the importance of measuring key metrics like LTV to CAC ratio, activation rates, and revenue per employee. She shares her perspective on bootstrapping versus venture funding, highlighting that over 50% of bootstrapped companies succeed compared to only 10% of funded startups. We also explore the challenges and benefits of bootstrapping, including the creative freedom it provides and the long-term sustainability it can offer. 

Chapters:

(02:58) - Importance of Data in Startup Success

(10:13) - Balancing Intuition and Data in Decision Making

(15:21) - Key Metrics for Early-Stage Consumer Products

(25:47) - Transition from Spreadsheets to BI to AI

(38:08) - Bootstrapping vs. Raising Capital

Host Links:

https://casperstudios.xyz/

https://www.linkedin.com/in/jaysingh10125

https://x.com/jsingh_08

Guest Links:

https://www.linkedin.com/in/harinisubramaniankarthik/

https://zettadata.ai/

In this episode, I spoke with Bin Ren, CEO and founder of SigTech, a fintech platform that combines AI and quantitative analysis for market professionals. Bin shared his journey from Shanghai to London, discussing how cultural experiences shaped his entrepreneurial mindset and the importance of balancing exploration and exploitation in creativity.

We also explored the transformative potential of generative AI in finance, particularly its ability to integrate numerical analysis with textual insights. Bin emphasized the need for intellectual honesty in assessing both successes and failures, and he articulated a vision for using advanced reasoning models to enhance trade structuring, aiming to revolutionize traders' strategies. This conversation highlighted the exciting intersection of technology and finance.

Chapters:

(01:32) Reflections on Japan: Efficiency, culture, and entrepreneurial challenges

(17:58) The value of imperfection in fostering creativity and personal growth

(20:07) Finding the right "game" in life and career

(21:12) Experience developing virtual machine monitors that influenced AWS

(39:58) Pivoting to AI strategy, recognizing the potential of large language models in finance

(47:14) The future of reasoning models and their potential impact on trade structuring

Host Links:

https://casperstudios.xyz/

https://www.linkedin.com/in/jaysingh10125

https://x.com/jsingh_08

Guest Links:

https://sigtech.com/

In this episode, we're joined by Matt Sobel, who leads partnerships at Writer, a top generative AI company. Matt shares his insights on the challenges and opportunities of integrating AI into enterprises, emphasizing the importance of user experience and the role of "secret cyborgs" in organizations.

Matt discusses the evolution of AI applications, particularly the shift from simple chatbot interfaces to more complex agentic workflows that can take actions on behalf of users. He highlights Writer's new Amira 4 model, which enhances enterprise workflows by leveraging proprietary data and advanced tool-calling capabilities.

The conversation also goes into the significance of understanding how employees interact with AI tools, the potential biases that can arise, and the importance of fostering a culture of AI adoption within organizations.

Chapters:

(00:00) Intro

(02:27) Matt's background and experience in generative AI.

(05:09) The concept of "secret cyborgs" and their impact on AI adoption in enterprises.

(10:20) The limitations of chatbot interfaces and the need for tailored user experiences.

(15:56) Examples of effective AI use cases in enterprise settings.

(22:15) The importance of consistency in AI-generated outputs for marketing teams.

(28:30) The role of introspection in understanding AI usage within organizations.

(34:12) Overview of Rider's Amira 4 model and its capabilities.

Host Links:

https://casperstudios.xyz/

https://www.linkedin.com/in/jaysingh10125

https://x.com/jsingh_08

Guest Links:

https://www.linkedin.com/in/mattesobel/

https://writer.com/

Keywords:

Generative AI, enterprise AI, secret cyborgs, user experience, Amira 4 model, AI adoption, tool calling, marketing consistency, introspection, AI workflows.

In this episode, we're joined by Brooke Hopkins, CEO and co-founder of Coval, an agent simulation company. Brooke shares her experience at Waymo, where she led the evaluation infrastructure team, and how that experience inspired her to create Coval. 

Brooke explains the concept of AI agents, distinguishing between reasoning agents and autonomous agents. She highlights the critical role of simulation in developing and testing AI agents, particularly for tasks where precision and reliability are crucial. 

The episode also touches on Brooke's experience as a founder, her journey through Y Combinator, and the valuable lessons learned from being part of a supportive startup community

Chapters:

(00:57) AI agents are defined as objective-oriented systems that try to achieve tasks on behalf of users.

(15:22) Simulation is critical for testing autonomous agents as it allows creating a simulated environment to test agents in various scenarios.

(19:18) The Coval platform enables simulating thousands of conversations with an AI agent to create more dynamic, robust and durable tests.

(26:01) Being surrounded by other ambitious founders during YC accelerates learning by allowing you to see "200 simulations of other companies" play out in real time.

(36:26) For enterprise AI agents executing tasks on behalf of users, thorough simulation and testing is crucial to ensure the system gets things right consistently.

Host Links:

https://casperstudios.xyz/

https://www.linkedin.com/in/jaysingh10125

https://x.com/jsingh_08

Guest Links:

https://www.linkedin.com/in/bnhop/

https://www.coval.dev/

Keywords:

AI agents, simulation, Waymo, autonomous agents, evaluation, YC Demo Day, agent architectures, voice agents, iteration time, customer confidence, self-driving cars, edge cases, developer tools

In this episode, we're joined by Sujal Shah, a seasoned entrepreneur and founder of Rosie, a company focused on helping parents manage their digital lives more effectively using AI. Sujal shares his diverse experiences across various industries and countries, including his time in India's burgeoning tech scene and his role at WeWork.

Sujal discusses his entrepreneurial journey, highlighting the importance of serendipity, passion, and authentic connections in building successful ventures. He reflects on the lessons learned from both successes and failures, particularly emphasizing the value of maintaining control and understanding the dynamics of investor relationships.

The conversation covers Sujal's approach to community building in different cities and countries, as well as his insights on exit processes for startups. He shares candid experiences about the challenges of giving up control in his company and the lessons learned from those experiences

Chapters:

(01:21) Sujal's diverse career experiences have given him unique insights into problem-solving across industries.

(03:51) Exposure to emerging technologies like neural networks and machine learning in the late 90s sparked Sujal's interest in tech.

(10:16) The pandemic allowed Sujal to connect with other parents and recognize the untapped potential of the parent community.

(24:50) Sujal's biggest failure with FreeCulture taught him valuable lessons about maintaining control and navigating investor relationships.

(38:05) Rosie aims to solve the problem of digital stress and inefficiency for parents by creating a comprehensive AI-powered solution.

Host Links:

https://casperstudios.xyz/

https://www.linkedin.com/in/jaysingh10125

https://x.com/jsingh_08

Guest Links:

https://www.linkedin.com/in/sujal-shah

Keywords:

trust, AI ethics, responsible AI, governance, data privacy, ethical decisions, Cambridge Analytica, generative AI, explainability, impact assessment, user trust, accountability

In this episode, I chat with Cody Schneider, a tech entrepreneur and founder with over 10 years of experience in building and scaling online companies. Cody shares insights on identifying market opportunities, particularly in the AI-powered background check space. 

He also discussed the process of validating ideas, from analyzing Google Trends data to conducting competitive analysis. Cody emphasized the importance of leveraging one's advantages and personal networks when entering a new market, and provided a framework for pricing strategy: charge 10% of the current market rate and deliver the service twice as fast.

Chapters:

(00:47) The background check industry is a $3.6 billion market growing at 9% annually.

(15:21) Healthcare providers could be a good initial target market for an AI-powered background check service.

(24:39) Incumbents in the social media scheduling space are being disrupted by AI-native startups offering integrated solutions at lower prices.

(32:29) A potential pricing strategy for a new background check service could be charging 10% of the current market rate and delivering results twice as fast.

(40:03) Programmatic SEO content, especially "versus" comparisons of competitors, can be an effective way to capture bottom-of-funnel traffic.

Host Links:

https://casperstudios.xyz/

https://www.linkedin.com/in/jaysingh10125

https://x.com/jsingh_08

Guest Links:

https://www.linkedin.com/in/codyxschneider

https://x.com/codyschneiderxx

https://www.youtube.com/@codyschneiderx

https://codyschneider.com/

Keywords:

AI background checks, social media screening, Google Trends, market sizing, healthcare providers, unstructured data, structured data, API, vector DB, cold email, Facebook ads, Google ads, SEMrush, programmatic SEO, landing pages

In this episode, we're joined by Justin Fineberg, the CEO of Cassidy, a workflow automation platform for generative AI applications. Justin discusses how his journey as a content creator led to the founding of Cassidy.

He shares insights on the power of creating valuable content and how it can lead to unexpected opportunities. He emphasizes the importance of focusing on providing value rather than extracting it, which has been crucial to his success in building an audience and launching Cassidy. Justin also discussed how his experience in content creation helped him validate product ideas and connect with potential customers.

We cover various aspects of building an AI-focused startup, including the challenges of integrating AI into enterprise workflows, the concept of product-led growth within enterprises, and the psychological aspects of being a founder. We also touch on the unique excitement surrounding AI in the workplace and how it's creating opportunities for "AI champions" within organizations.

Chapters:

(02:58) Embracing the cringe is essential when starting to create content.

(16:55) If your TikTok goes viral about a product you're thinking of building, you should probably build it.

(22:22) Creator-led founders have built-in trust that can decrease the time it takes to close deals.

(30:06) Cassidy aims for product-led growth within enterprises by focusing on making the product easy to use and share.

(37:12) As a founder, developing the ability to quickly return to a normal mental state after highs and lows is crucial for long-term success.

Host Links:

https://casperstudios.xyz/

https://www.linkedin.com/in/jaysingh10125

https://x.com/jsingh_08

Guest Links:

https://www.linkedin.com/in/justin-fineberg

https://www.justinfineberg.com/

https://www.cassidyai.com/

Keywords:

AI founders, content creation, product development, audience building, workflow automation, enterprise AI, product-led growth, mindfulness, founder psychology, TikTok marketing, Cassidy, no-code platforms, AI agents, sales and support automation, mental resilience

In this episode, we’re joined by Ben Roome, an expert in AI ethics and the co-founder of Ethical Resolve. Ben has been at the forefront of responsible AI practices for over a decade, working with major tech companies and startups to help them navigate the complexities of ethical decision-making in technology.

Ben shares insights on the importance of trustworthiness in technology and how it has become essential for companies to prioritize ethical practices. He emphasizes that there are no inherently ethical companies; rather, there are companies capable of making ethical decisions reliably and at scale. We discuss how culture and capacity play crucial roles in fostering an environment where ethical considerations are integrated into business practices.

Chapters:

(00:00) Trust is essential for companies, and breaking that trust can lead to users leaving the platform.

(03:21) Ethical companies are those capable of making reliable ethical decisions at scale, combining culture and capacity.

(10:18) The Cambridge Analytica scandal marked a significant shift in public perception regarding the ethical implications of technology.

(20:16) Responsible AI practices can lead to increased revenue and reduced costs by fostering trust and avoiding ethical debt.

(40:54) Trustworthiness should be a prerequisite for participation in the market, as it directly impacts user engagement and company success.

Host Links:

https://casperstudios.xyz/

https://www.linkedin.com/in/jaysingh10125

https://x.com/jsingh_08

Guest Links:

https://www.linkedin.com/in/benjaminroome/

https://x.com/benjaroome

Keywords:

trust, AI ethics, responsible AI, governance, data privacy, ethical decisions, Cambridge Analytica, generative AI, explainability, impact assessment, user trust, accountability

In this episode, we're hosting Matt Sobel, a partnership leader at Writer, one of the top generative AI companies in the market. We discussed the challenges and successes of integrating AI into enterprise workflows. 

Matt shared insights from Writer's experience helping large companies like Vanguard, and UnitedHealthcare operationalize AI. We explored the difficulties enterprises face in scaling AI solutions, including the "last mile" problem of achieving high accuracy and the importance of bringing employees along on the AI adoption journey.

The conversation covers the importance of bringing employees along on the AI journey, addressing their concerns, and identifying champions within organizations to drive adoption. We also explore the difficulties in measuring ROI for AI implementations and discuss potential business ideas in the AI space, including the need for services to support AI adoption in enterprises.

Chapters:

(00:28) Enterprise generative AI is more challenging than expected.

(05:20) Writer gains unique insights by building their own LLMs.

(08:07) Victoria's Secret successfully used AI to improve product descriptions.

(14:16) AI implementation requires addressing both technical and human challenges.

(20:27) CIOs face bottom-up demand for AI adoption from employees.

(27:32) Early-stage AI use cases fall into conversational, analysis, and generation categories.

Host Links:

https://casperstudios.xyz/

https://www.linkedin.com/in/jaysingh10125

https://x.com/jsingh_08

Guest Links:

https://www.linkedin.com/in/mattesobel

Keywords:

Writer, generative AI, enterprise adoption, AI integration challenges, ROI measurement, Victoria's Secret, AI champions, workflow optimization, employee training, productivity gains, AI analysis capabilities