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The {Closed} Session

Tom Chavez -- super{set}
Venture Capital
Artificial Intelligence
Startup Growth
AI Startups
Culture
Entrepreneurship
Investment Banking
Sales and Marketing
Salesforce
AI Infrastructure
Storytelling
Diversity In Startups
Data Architecture
Sleep.ai
Geopolitics
Energy Consumption
Goldman Sachs
Vertical AI
Unite and Renew
Hubspot

Building a company from scratch is soul-sucking and mind-numbingly hard - but it’s the best thing ever. We know this because we’ve built a couple ourselves - and we’re building a lot more right now. We’ve made a lot of money for our employees, our shareholders, ourselves - we’re proud of that - and that’s why we want to talk about how it’s done. Join us - Tom Chavez and Vivek Vaidya - in The Close... more

PublishesTwice monthlyEpisodes71Founded4 years ago
Number of ListenersCategories
InvestingEntrepreneurshipBusiness

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Artwork for The {Closed} Session

Latest Episodes

Most healthcare AI founders pitch the technology instead of patient outcomes. Colin Lawlor, founder of Sleep.ai with 15 years in sleep science and 250+ clinical studies, explains why sleep data requires specialized infrastructure beyond generic LLMs.... more

Most founders treat culture like an afterthought until it breaks. George Schlossnagle, founder of Message Systems (sold to MessageBird for $600M), explains why culture debt accumulates faster than technical debt and destroys scaling companies from wi... more

Most enterprise AI delivers generic responses when you need role-specific intelligence. Peter Day, General Partner at super{set} with a PhD in machine learning and 8 years leading product at Quantcast, breaks down why agentic personalization creates ... more

Most enterprise AI failures aren't model problems—they're data architecture problems. Vivek Vaidya, serial entrepreneur with 25+ years building enterprise software and current CTO/Co-founder of super{set}, explains why vector databases alone can't so... more

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Recent Guests

Colin Lawlor
Founder and CEO of Sleep.AI
Sleep.AI
Episode: Why sleep data may redefine healthcare AI
George Schlossnagle
Tech partner at Rally Ventures; founder of Message Systems
Rally Ventures; MessageBird (acquired)
Episode: How Culture Evolves as Companies Scale and Exit
Peter Day
General Partner at Superset
Superset
Episode: How agentic personalization creates enterprise advantage
Vivek Vaidya
Founding general partner, SuperSET
SuperSET
Episode: Why augmented intelligence (not automation) will define enterprise AI
Kelly Littlepage
Co-founder and CEO of OneChronos
OneChronos
Episode: How auction theory is reshaping finance and compute trading
Charles Gaudet
CEO and founder of Predictable Profits
Predictable Profits
Episode: How to systematically remove yourself as your business's biggest bottleneck
Arjun Arora
Managing Partner at Format One
Format One
Episode: The Path to Funding Your Next Great AI Startup Idea
Vijay Rajendran
Executive coach, venture builder at gAI Ventures, adjunct professor at UC Berkeley and author of The Funding Framework
gAI Ventures; UC Berkeley; The Funding Framework
Episode: 4 Part Framework to Secure Startup Funding
Miguel Milano
President and Chief Revenue Officer at Salesforce
Salesforce
Episode: Institutional CRM AI deployment strategies

Host

Tom Chavez
Host of The Closed Session; principal podcast host focusing on startup building, investment, and technology topics.

Reviews

4.2 out of 5 stars from 20 ratings
  • No holds-barred advice for entrepreneurs!

    Tom and Vivek always offer unfiltered advice for entrepreneurs and techies - whether you’ve already started a company, are thinking about it one day, or are an employee of a startup, they lift the veil on what to know when it comes to people, product, and customers (“in that order”!) - keep it up Tom and Vivek!

    Apple Podcasts
    5
    NK2011-2
    United States3 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Guests and hosts lift the veil on what matters in people, product, and customers.
No holds-barred, unfiltered startup advice for entrepreneurs and techies.
Episodes mix storytelling with actionable frameworks for growth.
Insights are practical and battle-tested, not just theory.

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Talking Points

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Institutional CRM AI deployment strategies
Q: How does Salesforce price and license agent-centric deployments?
Salesforce offers a spectrum from pay-as-you-go for experimentation to an Agentic Enterprise License Agreement (ILs) that provides a flat fee for unlimited agent use cases over several years, plus seed-based licenses for add-ons and consumption-based options to align with customer scale and value.
Institutional CRM AI deployment strategies
Q: What are the three critical things enterprises need to scale AI according to Salesforce?
The three critical elements are a strong data foundation, an agentic layer that orchestrates AI agents, and enterprise apps that codify and execute processes, all supported by deterministic workflows and governance to ensure reliability.
How agentic personalization creates enterprise advantage
Q: What are the architectural implications of this leap beyond traditional SaaS?
Architecture must support replayability, state reconstruction, and continuous evaluation of dynamic, possibly stochastic systems, ensuring users can verify or adjust outputs and that the system can be consistently tuned over time.
How agentic personalization creates enterprise advantage
Q: How will UX change when software is learning you and your role?
Interfaces will be more dynamic and personalized, potentially moving toward conversational or filtered views, with the system understanding a user's daily tasks and preferences to surface the most relevant actions.
How agentic personalization creates enterprise advantage
Q: What actually changes when enterprise software starts learning from you, instead of waiting for the next release cycle?
The software begins to adapt in real time by learning from user feedback and interactions, moving away from static feature deployments toward responsive, personalized behavior that improves over time.

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Frequently Asked Questions About The {Closed} Session

What is The {Closed} Session about and what kind of topics does it cover?

The show centers on practical, no-nonsense lessons from building and scaling startups, often through founder-focused storytelling, capital strategy, and hands-on operating expertise. Episodes frequently explore topics like storytelling in investor pitches, diversity in funding, AI-driven growth, enterprise software, and navigating the evolving finance and tech landscapes. A standout trait is the host pair's willingness to challenge conventional wisdom, spotlight real-world constraints, and spotlight operators' perspectives in venture funding and go-to-market strategy. This mix makes it appealing to builders, investors, and operators who want actionable takeaways, candid candid conversations, and guidance on turning ambitious ideas into sust... more

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The {Closed} Session launched 4 years ago and published 71 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on The {Closed} Session?

Recent guests on The {Closed} Session include:

1. Colin Lawlor
2. George Schlossnagle
3. Peter Day
4. Vivek Vaidya
5. Kelly Littlepage
6. Charles Gaudet
7. Arjun Arora
8. Vijay Rajendran

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