Startups grow faster and avoid costly mistakes when they learn from those who came before them. In each episode, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
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EP 134: Eric Yuan (CEO, Zoom): What Zoom’s AI Strategy Can Teach Every Operator
Episode 134
Friday, March 21, 2025 • Duration
After unveiling 45 new product announcements this week, Zoom CEO Eric Yuan joined the show to share how he’s thinking about the future of work. He shared how he prioritizes which features to build, his approach to rebuilding company culture, what he’d do differently if he were starting Zoom today, and much more.
(00:00) Intro
(01:14) Eric Yuan on Zoom's Recent Innovations
(02:02) AI Companion and Its Capabilities
(03:23) Zoom's Open Platform and AI Features
(04:36) Customer-Centric AI Development
(06:21) Innovative Features and Real-World Applications
(11:15) Balancing Core and Future Innovations
(13:32) Zoom's AI-First Transformation
(25:05) Security and Data Privacy in AI
(27:46) Customer Feedback Driving Innovation
(29:36) Eric Yuan's Leadership Style
(33:22) Navigating the Pandemic: Rapid Growth and Cultural Challenges
(34:44) Rebuilding Company Culture: The Culture Playbook
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
Ep 133: Flexport CEO Ryan Petersen Breaks Down the Global Impact of Trump’s New Tariffs
Episode 133
Thursday, March 13, 2025 • Duration 01:18:37
As tariff drama continues to heat up, Ryan Petersen, CEO of Flexport (one of the hottest freight forwarders in the world) came on the show to unpack the impact. Ryan also dives deep into the hidden world of US shipping, opportunities for AI automation in logistics, reflections on building Flexport, and some supply chain conspiracy theories.
(00:00) Intro
(01:16) Flexport's Mission and Operations
(02:28) Impact of Tariffs on Businesses
(05:15) Navigating New Duties and Regulations
(09:19) Flexport's Strategic Response
(14:39) Challenges in U.S. Shipping Policies
(28:21) Union Influence on Port Automation
(40:35) National Security and Trade Negotiations
(41:06) Tariffs and Business Planning Challenges
(42:16) Investment Opportunities in Ports
(44:02) Port Automation and AI Integration
(45:09) Flexport's Big Tech Launch
(47:02) AI's Role in Supply Chain Management
(53:14) Digitizing Freight Contracts
(58:18) Lessons from Flexport's Growth
(01:09:13) Conspiracy Theories in Shipping
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
EP 124: Databricks CEO Ali Ghodsi Breaks Down the AI Hype-Cycle
Episode 124
Friday, November 22, 2024 • Duration 01:14:03
Ali Ghodsi, CEO of Databricks (now a $61B company), has become one of the top minds in AI, evolving from researcher to leading one of the biggest AI-centered private companies. In our conversation, he broke down the AI hype cycle in detail and made bold predictions for the future. He also shared his biggest operating lessons from scaling Databricks to a market leader and pivotal moments in his journey.
(00:00) Introduction to AGI and AI Challenges
(01:00) Ali Ghodsi's Journey in AI
(01:38) The Evolution and Impact of AI
(03:59) AI in Enterprises and Consumer Adoption
(05:25) Specialized AI Systems and Data Advantage
(07:32) The Hype Cycle and Future of AI
(08:22) Scaling Laws and Compound AI Systems
(19:52) AI Use Cases and Industry Applications
(28:29) Early Days of Databricks and Spark
(38:43) Taking Over as Interim CEO
(39:00) Focusing on Enterprise Sales
(40:42) Innovating in Open Source
(41:08) Challenges and Pivots in 2015
(44:31) Building and Scaling New Products
(47:57) Leadership Evolution and Advice
(54:45) Hiring and Promoting Leaders
(01:10:44) Future of AI and Databricks
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
EP 42: Zach Weinberg Returns, His Take on FTX, Venture’s Culpability and the Possible Death of Twitter
Episode 42
Saturday, November 19, 2022 • Duration 01:08:26
In the 42nd episode, Zach Weinberg returns to have everything he’s said about crypto suddenly proven right. Logan and Zach break down FTX, DeFi, SBF and venture’s role in it all. Plus why you can’t spot a successful company in finance like you can in tech, what makes a smart founder, and Rashad joins to help recap the last week of Elon and Twitter.
EP 41: FTX Part 2 and the Twitter Breakdown: Aztec’s Jon Wu joins to talk FTX then Former Twitter Director Ryan Sarver & Fintwit Poster Compound248 Break Down Elon’s Takeover, Paid Verification, Advertisers Fleeing and the FTC
Episode 41
Saturday, November 12, 2022 • Duration 01:49:32
In episode 41 we get a visit from Aztec’s Jon Wu to talk briefly about FTX and then former Twitter Director Ryan Sarver joins along with Fintwit Personality Compound248 to try to explain everything that’s happened with the Twitter take private. From Elon firing half the staff, desperately trying to rehire them, advertisers bailing, and paid verification leading to fake companies and celebrities. As well as explaining why this has gotten so bad so quickly, why Twitter is unique, and what could have been done differently.
(0:00) Intro
(1:54) Welcome Rashad
(4:12) “Verified” Twitter Accounts
(7:36) FTX
(10:08) Rashad’s new podcast
(12:43) Welcome back Jon Wu
(14:32) SBF, FTX, and Alameda
(21:33) What was the fraud?
(24:56) Malicious intent or the tipping point?
(30:49) What was the sentiment of SBF by people in the ecosystem?
(34:10) What’s upcoming to pay attention to?
(36:23) CZ
(38:10) Welcome Ryan Sarver and Compound248
(43:04) Recapping what’s happened since Elon bought Twitter
(45:30) Blue checks
(51:48) Why Twitter is a difficult business
(1:00:30) Brand-based advertising to subscription
(1:16:33) Who will pay for verification?
(1:26:51) Why has Twitter been advertising-based?
(1:32:12) How much was pseudonymity a feature?
EP 41 - Bonus Episode: Mike Burgersburg, Twitter Poster Who Helped Discover FTX’s Issues, Breaks Down How It All Happened
Episode 41
Wednesday, November 9, 2022 • Duration 47:27
In a special bonus episode crypto writer and analyst, Mike Burgersburg joins to help explain what Binance buying FTX would mean, explains the Celsius scam, and other shady FTX deals, plus how this differs from other crypto. He also gets into his own writing on it, how such a big con was missed by so many, and what happens when you try to talk about it on social media.
🎬 Clips on TikTok - https://www.tiktok.com/@cartoonavatars
EP 40: Peter Fenton, VC and Founder Mindsets, Current Market State and Rashad’s New Podcast
Episode 40
Friday, November 4, 2022 • Duration 01:32:39
In the 40th episode Benchmark’s Peter Fenton joins to discuss his early VC aspirations and path to get where he is now, the successful VC and entrepreneurial mindsets, plus inflation and the current market state. Rashad also joins to discuss Rahul Ligma, Twitter layoffs, and his brand new show No Agenda.
(0:00) Intro/Rahul Ligma
(04:56) Rashad’s new podcast “No Agenda”
(9:28) Introducing Peter Fenton
(17:06) Working at Accel
(24:59) Mentorship
(28:50) Benchmark
(39:21) Entrepreneurial mindset
(49:19) Successful founder characteristic
(54:08) Estimating timelines
(1:03:07) Everyone gets worse in venture over time
(1:13:48) VC websites
(1:19:18) Inflation
(1:26:55) Robert Sapolsky
(1:32:06) Outro
Show Notes:
Subscribe to No Agenda: https://open.spotify.com/show/2KHruq3qC0IKm5U9wOIjKZ?si=13bab75351d74c70
EP 39: All-In’s Jason Calacanis Joins, Breaking Into Media, Tech in Journalism and the Kanye Controversy
Episode 39
Friday, October 28, 2022 • Duration 01:24:04
All-In’s Jason Calacanis joins to talk about how he broke into media and how it impacted his success as an entrepreneur. Plus the origins of blogs and the early internet, tech in journalism today, his own experiences as a podcaster and interview, and finally the Kanye controversy.
(0:00) Welcome Rashad
(2:25) Kanye Controversy
(9:32) Elon buys Twitter
(13:58) Welcome Jason Calacanis
(15:00) NYC and Silicon Alley
(18:32) Getting into media
(28:52) Web 1.0 to Web 2.0
(34:02) Tech and journalism
(44:09) This week in startups
(49:48) Palmer Luckey interview
(56:56) Kanye on Lex Friedman
(59:35) Responsibility as a public figure
(1:02:53) All-In and Cartoon Avatars
(1:09:23) Capturing lightning in a bottle
(1:16:19) Being in the public spotlight
(1:22:30) Wrap up
Mixed and edited: Justin Hrabovsky
Produced: Andrew Nadeau and Rashad Assir
Executive Producer: Josh Machiz
Music: Griff Lawson
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/three-cartoon-avatars/id1606770839
EP 38: Anchor CEO/Founder, Spotify’s Former Head of Talk and Lightspeed Partner Mike Mignano talks the History/Future of Podcasting, Clubhouse and Web3 for creators
Episode 38
Friday, October 21, 2022 • Duration 01:30:00
In the 38th episode Founder of Anchor Mike Mignano joins to talk about how he and Logan met, the origins of Anchor, selling to Spotify, what he sees as the future of podcasting, and Web3’s role in the creator economy. Plus Logan talks about his most recent Twitter backlash over being reasonably skeptical.
EP 37: Mark Cuban Talks with Us About How He Succeeded, Advice for Young Entrepreneurs, Buying the Mavericks & Cost Plus Drugs
Episode 37
Friday, October 14, 2022 • Duration 01:41:15
In the 37th episode of Cartoon Avatars Mark Cuban joins to talk about his life story, how and why he succeeded, and his best and worst business decisions. Plus advice for young entrepreneurs, his experience buying the Mavericks, crypto, the Internet bubble, fame, Cost Plus Drugs, and his biggest issue with the SEC. And somehow even more.
(0:00) Welcome Rashad
(1:20) Ghostwriting tweets
(16:18) Mark Cuban backstory
(17:24) Introducing Mark Cuban
(18:23) When Bill Gates stole Mark’s girl
(19:24) Making his email public
(20:49) Mark’s superpower
(22:29) Advice for young entrepreneurs
(25:52) Growing up in Pittsburgh
(30:27) Owning the sales process
(35:18) Mark’s journey
(41:10) Retiring at 30
(44:00) Broadcast.com
(47:50) Recognizing the internet bubble
(50:25) Crypto and early Internet parallels
(58:28) Buying the Mavericks
(1:02:50) Create your own narrative
(1:06:08) Fame
(1:08:37) Cost Plus Drugs
(1:26:30) Rapid fire questions
(1:31:25) Problem with the SEC
(1:40:24) Outro
Mixed and edited: Justin Hrabovsky
Produced: Andrew Nadeau and Rashad Assir
Executive Producer: Josh Machiz
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
Tap follow and enable notifications to stay ahead of the game.
Check out Unsupervised Learning,
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
Tap follow and enable notifications to stay ahead of the game.
Google Podcasts: https://podcasts.google.com/feed/aHR0cHM6Ly9mZWVkcy5zaW1wbGVjYXN0LmNvbS9zb0hJZkhWbg
🎬 Clips on TikTok - https://www.tiktok.com/@cartoonavatars
About the Show
A Saturday morning podcast hosted by Logan Bartlett (Partner and Managing Director at Redpoint Ventures) covering the tech news with his friends and other people with industry expertise.
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
Tap follow and enable notifications to stay ahead of the game.
🎬 Clips on TikTok - https://www.tiktok.com/@cartoonavatars
About the Show
A Saturday morning podcast hosted by Logan Bartlett (Partner and Managing Director at Redpoint Ventures) covering the tech news with his friends and other people with industry expertise.
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
Tap follow and enable notifications to stay ahead of the game.
About the Show
A Saturday morning podcast hosted by Logan Bartlett (Partner and Managing Director at Redpoint Ventures) covering the tech news with his friends and other people with industry expertise.
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
Tap follow and enable notifications to stay ahead of the game.
Music: Griff Lawson
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/three-cartoon-avatars/id1606770839
🎬 Clips on TikTok - https://www.tiktok.com/@cartoonavatars
About the Show
A Saturday morning podcast hosted by Logan Bartlett (Partner and Managing Director at Redpoint Ventures) covering the tech news with his friends and other people with industry expertise.
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
Tap follow and enable notifications to stay ahead of the game.
Google Podcasts: https://podcasts.google.com/feed/aHR0cHM6Ly9mZWVkcy5zaW1wbGVjYXN0LmNvbS9zb0hJZkhWbg
🎬 Clips on TikTok - https://www.tiktok.com/@cartoonavatars
About the Show
A Saturday morning podcast hosted by Logan Bartlett (Partner and Managing Director at Redpoint Ventures) covering the tech news with his friends and other people with industry expertise.
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
Tap follow and enable notifications to stay ahead of the game.
Music: Griff Lawson
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/three-cartoon-avatars/id1606770839
🎬 Clips on TikTok - https://www.tiktok.com/@cartoonavatars
About the Show
A Saturday morning podcast hosted by Logan Bartlett (Partner and Managing Director at Redpoint Ventures) covering the tech news with his friends and other people with industry expertise.
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
Tap follow and enable notifications to stay ahead of the game.
Music: Griff Lawson
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/three-cartoon-avatars/id1606770839
🎬 Clips on TikTok - https://www.tiktok.com/@cartoonavatars
About the Show
A Saturday morning podcast hosted by Logan Bartlett (Partner and Managing Director at Redpoint Ventures) covering the tech news with his friends and other people with industry expertise.
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
Tap follow and enable notifications to stay ahead of the game.
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