This week I sat down with Aaron Levie, Co-Founder and CEO of Box. Aaron came up with the idea behind the cloud computing company as a 19 year old college student and has led the company since its inception in 2005. Today, Box does over $1B in revenue with a market cap of $4.4B, and has raised over $560 million from the likes of DFJ, Andreesen Horowitz, and Meritech Capital.
---
Timestamps:
(0:00) Intro
(0:10) Excitement in AI
(6:50) Startups vs incumbents
(15:04) Pricing agents
(17:42) AI over or under hyped
(19:17) Being first to cloud
(24:55) Staying motivated
(28:29) Shifting political landscape
---
Linktree: https://linktr.ee/uncappedpod
Twitter: https://x.com/jaltma
Email: friends@uncappedpod.com
Uncapped #2 | Keith Rabois from Khosla Ventures
Thursday, March 20, 2025 • Duration 56:31
This week I enjoyed speaking quickly with Keith Rabois, a Managing Director at Khosla Ventures and the CEO of OpenStore. At Khosla, Keith led the first institutional investments in DoorDash, Affirm, and Faire, invested early in Stripe, and co-founded Opendoor. While a General Partner at Founders Fund, he led investments in Ramp, Trade Republic, and Aven, and before that made early personal investments in YouTube, Airbnb, Palantir, Lyft, Udemy, and Eventbrite. Keith started his career in leadership roles at PayPal and LinkedIn before becoming COO of Square.
---
We covered:
(0:00) Competing where there isn’t competition
(2:29) Traits of top decile founders
(7:16) Picking people
(9:57) Being a consigliere
(13:54) Decision making
(21:51) Acting when confident
(26:43) Advantages of a large fund
(31:06) Raising in a frothy market
(35:47) Tech and the government
(43:21) Being vocal on politics
(46:47) Valuing board members
(52:24) Former operators vs career investors
---
Linktree: https://linktr.ee/uncappedpod
Twitter: https://x.com/jaltma
Email: friends@uncappedpod.com
Uncapped #1 | Shaun Maguire from Sequoia
Season 1 · Episode 1
Thursday, March 13, 2025 • Duration 01:13:51
This week I spoke with Shaun Maguire, a Partner at Sequoia Capital. He led their investments into SpaceX, The Boring Co, and X among others. Prior to Sequoia Shaun co-founded a cybersecurity company which was acquired for $1B and worked at DARPA. I could have happily spoken with Shaun for four hours.
---
We covered:
(0:00) Speaking his mind in public
(13:38) Trust and the media
(24:27) Tech’s political flip
(29:27) Investing in hard tech vs. software
(45:27) Thinking with a beginner's mind
(52:30) Fulfillment in investing
(59:33) Investing in outlier people
---
Linktree: https://linktr.ee/uncappedpod
Twitter: https://x.com/jaltma
Email: friends@uncappedpod.com
Uncapped #5 | Sarah Guo from Conviction
Thursday, April 3, 2025 • Duration 46:30
I was pumped to chat this week with Sarah Guo. Sarah is a startup investor and the founder of Conviction, an investment firm purpose-built to serve intelligent software, or "Software 3.0" companies. Some of her investments include Harvey, Mistral AI, Sierra, Cognition, HeyGen, and Cartesia, among others. Prior to 2022, she spent nearly a decade incubating and investing as a General Partner at Greylock Partners. Sarah co-hosts a podcast with Elad Gil called No Priors where they discuss the AI revolution.
We covered:
Compounding qualities of enduring firms
Brand building in the current market
Taking risk by having an opinion
Learnings from her time at Greylock
AI discourse compared to previous cycles
---
Timestamps:
(0:00) Intro
(0:11) What a VC firm is at its core
(2:27) Compounding qualities of enduring firms
(6:44) Intentionality behind building Conviction’s brand
(13:01) Correlation or causation between brands and returns
(16:33) Shape of the current VC market
(27:15) Learnings from experience at Greylock
(32:06) Market vs founder driven
(33:55) AI conversation shifting from inputs to outputs
(36:28) More billion dollar companies than ever before
(42:44) Agency being the last human resource
(44:40) Important skills for kids to learn
---
Linktree: https://linktr.ee/uncappedpod
Twitter: https://x.com/jaltma
Email: friends@uncappedpod.com
Uncapped #4 | Adam Guild from Owner
Tuesday, April 1, 2025 • Duration 49:18
Adam Guild is the CEO of Owner, a business he started when he was only 17. It now has tens of millions of revenue, hundreds of employees, and thousands of customers.
I’ve had the pleasure of working on his board for a few years now, and he is one of the most impressive people I’ve ever gotten to know. Working with him was a big part of what made me realize I want to do venture for the rest of my career.
He tracks his nutrition, exercise, time, and sleep to an extreme degree so he can show up to work every day as strong as possible. He goes to extreme lengths to recruit the best talent. He is equal parts hungry to learn from everyone around him, but courageous in making his own unconventional decisions.
I think he’s one of the most under-known founders right now, but I think that will soon change.
Hope you enjoy watching this.
---
Timestamps:
(0:00) Intro
(0:07) Inside the mind of a young founder
(6:36) Boldly purchasing Owner’s domain
(9:34) Listening to others vs being instinctual
(14:12) Decision making as a CEO
(16:43) Fostering a culture while scaling
(18:34) High impact interview questions
(21:29) Recruiting the best talent
(29:50) Never missing an investor update
(34:16) Getting canceled on Twitter
(42:41) Startups are the Olympics of business
---
Linktree: https://linktr.ee/uncappedpod
Twitter: https://x.com/jaltma
Email: friends@uncappedpod.com
Uncapped #6 | Elad Gil
Thursday, April 10, 2025 • Duration 47:37
It’s always a pleasure to jam with Elad Gil, a serial entrepreneur and a startup investor. As an early leader at Google, Elad helped build the initial mobile team, before founding MixerLabs, which was acquired by Twitter. Later, he co-founded Color Health, a genetic testing company specializing in cancer detection. Over the past decade, he's backed nearly 40+ companies valued north of $1B each, including Airbnb, Coinbase, Figma, Instacart, and Stripe. He's also invested in Harvey, Mistral, Perplexity, Pika, and other leading AI startups.
Elad is also author of the High Growth Handbook and is excited to be working on his next book focused on how to scale during the zero to one phase of a startup’s journey.
We covered:
Optimizing for market need and optionality
Recipes for long career arcs
Getting more leverage on time
Investing outside of AI
Value in getting the theme right
---
Timestamps:
(0:00) Intro
(0:50) Shamelessness mindset
(4:16) Optimizing for market need
(5:55) Cultivating optionality
(8:29) Characteristics of people with long career arcs
(9:54) What to optimize for early in a career
(22:20) Different phases of your life
(25:20) Aspiring to do things that are useful
(26:33) Pivot points in careers
(31:16) Becoming great investors
(33:28) Getting more leverage on time
(36:57) Investing outside of AI
(40:58) Getting the theme right means more
(47:01) Elad’s new book
---
Linktree: https://linktr.ee/uncappedpod
Twitter: https://x.com/jaltma
Email: friends@uncappedpod.com
Uncapped #7 | Garry Tan from Y Combinator
Thursday, April 17, 2025 • Duration 46:26
This week I sat down with Garry Tan, President & CEO of Y Combinator. YC has funded 5,000+ startups including Airbnb, Stripe, DoorDash, Rippling, and Reddit, among others that have totaled $600B in combined valuation.
Garry is a designer, engineer, and investor in early stage startups. Previously Founder & Managing Partner of Initialized Capital, an early stage venture capital fund that was earliest in Coinbase and Instacart. Before that, Garry was a partner at Y Combinator where he invested in and directly worked with over 700 companies at the earliest stage. He previously co-founded Posterous and helped build it to a world-class website used by millions (acquired by Twitter).
Garry is a builder at heart.
We covered:
Running YC like a founder
Advice for founders
Picking winners
What changes because of AI
YC being the “YC of hard tech”
Public service
---
Timestamps:
(0:00) Intro
(0:25) Running YC like a founder
(6:25) Focusing on growth and prosperity
(12:40) Incredible pick rate
(14:34) Role of the Group Partner
(19:21) Lean vs fat startups
(20:53) Archetypes of special founders
(25:18) Rule changes because of AI
(33:00) YC being the “YC of hard tech”
(37:40) Community and political involvement
---
Linktree: https://linktr.ee/uncappedpod
Twitter: https://x.com/jaltma
Email: friends@uncappedpod.com
Uncapped #8 | Josh Kopelman from First Round Capital
Thursday, May 1, 2025 • Duration 58:55
It was a pleasure to sit down this week with Josh Kopelman, one of the original architects of seed stage investing who continues to re-invent what it means to operate within venture.
Josh co-founded First Round Capital, which has invested at the earliest stages in companies like Square, Uber, and Roblox. Some of Josh’s more recent investments include Notion, Pomelo Care, Loyal, and Perpay. Since First Round’s inception in 2004, Josh has invested in 500+ startups and has frequently made the Forbes “Midas List” which ranks the top 100 tech investors.
Josh has been a founder three times (four if you include founding First Round). In 1992, while in college, he co-founded Infonautics Corporation – and took it public on NASDAQ in 1996. Josh co-founded Half.com in 1999 and led it to become one of the largest sellers of used books, movies and music in the world. Half.com was acquired by eBay in 2000, where Josh remained for three years. In late 2003, Josh helped to found TurnTide, an anti-spam company that created the world’s first anti-spam router. TurnTide was acquired by Symantec just six months later.
We covered:
His “Venture Arrogance Score”
The role of relevance in venture
Making money in disequilibrium
Overlooking margin superiority
Decision-making as a product
---
Timestamps:
(0:00) Intro
(0:25) Current landscape
(4:39) Venture Arrogance Score
(10:49) Comparing fund models
(14:24) The role of relevance in venture
(21:03) Small funds vs large funds
(26:36) Making money in disequilibrium
(33:57) Overlooking margin superiority
(43:17) First Round’s strategy
(49:02) Operating like a company
(56:49) Future of First Round
---
Linktree: https://linktr.ee/uncappedpod
Twitter: https://x.com/jaltma
Email: friends@uncappedpod.com
Uncapped #12 | Marc Andreessen from a16z
Wednesday, June 11, 2025 • Duration 01:39:33
Marc Andreessen is a cofounder and general partner at the venture capital firm Andreessen Horowitz, a venture capital firm that manages $45 billion in assets under management. He is an innovator and creator, one of the few to pioneer a software category used by more than a billion people and one of the few to establish multiple billion-dollar companies.
Marc co-created the highly influential Mosaic internet browser and co-founded Netscape, which later sold to AOL for $4.2 billion. He also co-founded Loudcloud, which as Opsware, sold to Hewlett-Packard for $1.6 billion. He later served on the board of Hewlett-Packard from 2008 to 2018.
Marc serves on the board of the following Andreessen Horowitz portfolio companies: Applied Intuition, Carta, Coinbase, Dialpad, Flow, Golden, Honor, OpenGov, Samsara, Simple Things, and TipTop Labs. He is also on the board of Meta.
We covered:
Evolution of the venture playbook
Small vs large funds
Current AI landscape
Politics and Silicon Valley
Tech and the media
A few highlights:
Optimizing for the maximum amount of power
Conflicts being the reason a16z isn’t even larger
The middle is dead; you’re either Gucci or Walmart
Only 8 companies in the S&P 500 are innovating
We’ve lived in an era of intense preference falsification
AI and machines making the ultimate decision
---
Timestamps:
(0:00) Intro
(0:27) Evolution of the venture playbook
(15:54) Small vs large funds
(29:10) Becoming a top tier firm
(35:33) Limiting factors to building big companies
(40:11) Investing in AI
(50:02) Developing investors
(59:06) AI going wrong
(1:09:20) Politics and Silicon Valley
(1:11:39) Tech and the media
(1:23:22) Preference falsification
(1:31:10) Career advice
(1:34:07) Huberman “beef”
(1:38:21) Question from X
---
More on Marc:
https://x.com/pmarca
https://pmarca.substack.com/
https://a16z.simplecast.com/
More on Uncapped
https://linktr.ee/uncappedpod
https://x.com/jaltma
---
Email: friends@uncappedpod.com
Uncapped #11 | Jordan Bramble from Antares
Thursday, May 29, 2025 • Duration 45:58
Jordan Bramble is the CEO of Antares, a nuclear energy company that has raised over $50M to become America’s industrial base partner for special-purpose microreactors.
Antares focuses on high-value use cases in power-constrained environments that wouldn’t be possible without nuclear power. They are developing resilient fission-based power systems for critical assets for the Department of Defense on earth and in space. Unlike grid-scale reactors, these use cases primarily favor kilowatt-scale systems. This focus on non-commodity energy applications with smaller scale reactors will enable Antares to develop its first deployments on faster timelines with less research and development and capitalization risk. Antares also partners with commercial companies in extractive industries, edge computing, and space power, in turn bringing the benefits of commercial scale back to the DOD.
We covered:
History of nuclear
Demand for nuclear
Small modular reactors
Government collaboration
Building in hard tech
Scaling nuclear reactors
A few highlights:
First nuclear reactor built under UChicago’s football field
A nuclear powered airplane that could fly indefinitely
Net zero not being possible without nuclear
Powering the AI demand for data centers
The Golden Dome and lasers in space
Working back from the mission effect
Interdisciplinary problems attracting talent
---
Timestamps:
(0:00) Intro
(0:22) History of nuclear
(6:50) Radical decline in development
(10:51) Current appetite for funding
(20:53) Small modular reactors
(30:11) Selling to defense
(34:30) LA becoming a hard tech hub
(37:13) Fostering a culture in hard tech
(43:42) How to scale nuclear reactors
---
More on Antares:
https://antaresindustries.com/
https://x.com/jordanbramble
More on Uncapped:
https://linktr.ee/uncappedpod
https://x.com/jaltma
---
Email: friends@uncappedpod.com
Related Shows Based on Content Similarities
Discover shows related to Uncapped with Jack Altman, based on actual content similarities. Explore podcasts with similar topics, themes, and formats, backed by real data.
