Best Drew Shah Podcasts (2024)

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EP 122: Okta CEO Todd McKinnon on Scaling to $13B, High-Stakes Decisions, and Market Dynamics 1:21:28

12m ago1:21:28

1:21:28

What does it take to scale a company from an idea to a $13B industry leader? In my latest episode, Okta CEO Todd McKinnon dives into the essential lessons he’s learned on high-stakes decision-making, managing up to the board, and competing against tech giants like Microsoft. Todd also reflects on his journey to founding Okta, his bold choice to tea…

1
EP 121: Snowflake CEO Sridhar Ramaswamy on the Future of AI and Data 50:31

17h ago50:31

50:31

Nine months into his role as Snowflake’s CEO, Sridhar Ramaswamy sat down for a candid discussion on the journey so far & what’s ahead. He uncovered details about his transition to Snowflake CEO, the operational changes he’s put in place to accelerate product development, and his bold predictions for AI’s future—along with how he’s guiding a vision …

1
PFB Radio #214 1:00:00

4d ago1:00:00

1:00:00

Tracklist:1. Paul Hazendonk, Return To Saturn - Moonraker (Mule Club Re-Vision)2. Parra for Cuva, Sébastien Léger - Pinie (Sébastien Léger Remix) [feat. orbit]3. Space Motion & Alar - My Dreams4. WhoMadeWho & RY X - Love Will Save Me (Clemente Rodríguez Remix)5. Flowers On Monday ft. Eleonora - Memories6. Lilyass - Amorise7. MATARA , Sheera - Water…

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EP 120: Evan Goldberg (Founder and EVP, Oracle NetSuite) on 26 Years of Operating Lessons Running NetSuite 1:17:14

14d ago1:17:14

1:17:14

Evan Goldberg has been leading NetSuite for 26 years and counting. In this episode, Evan reflects on the journey of building NetSuite—from launching it with Larry Ellison’s support, to scaling through its IPO, and eventually being acquired by Oracle for $9.3B. He shares his leadership philosophies around humor and empathy, lessons learned from Larr…

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EP 119: Drew Houston (CEO, Dropbox): Reflections on the 17+ Year Battle Against Big Tech 1:34:53

12d ago1:34:53

1:34:53

Drew Houston has now been CEO of Dropbox for over 17 years. In my latest conversation, he opens up about the pivotal leadership lessons he's learned, the mistakes that shaped the company, and the true challenges of going head-to-head with big tech. We also dive into the highs and lows of fundraising, how valuations can make or break a company traje…

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PFB Radio #213 58:14

17d ago58:14

58:14

Tracklist:1. Tom Baker - Train To Yakkyn2. Mashk - Galim (Salbah Remix)3. Oliver Koletzki - Finding Love (Temple Tears Remix)4. Tom Baker - Train To Yakkyn (Quivver Remix)5. Yuli Fershtat, Gabi2B - Malli Mi Mass (Tom Baker Remix)6. SUBMÄRS - Mahoya7. Rafael Cerato, Laherte, Jonatan Bäckelie - Proximity8. Tom Baker - My Mistake9. Y.Y - The Rhythm10.…

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Digital Currency Strategies of Central Banks | Andreas Veneris 37:05

21d ago37:05

37:05

Central banks are reaching beyond legacy financial systems into the digital world to embrace new technologies and systems. Most central banks have initiated projects on adoption of blockchain in CBDC. We dive into this prominent use-case with Computer Engineering Professor, Andreas Veneris of University of Toronto. He has been in the digital asset …

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EP 118: Will Gaybrick (President of Product and Business, Stripe) on Capital Allocation, Org Design, AI, and Global Growth 1:42:18

2M ago1:42:18

1:42:18

Will Gaybrick joined Stripe as CFO after investing in the company at Thrive Capital. Over the past 9 years, now as President, he's helped grow Stripe's into one of the world's largest private startups. In this episode, we explore his impressive career journey—from Harvard Math to software engineering, Yale Law, venture capital, and now his leadersh…

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PFB Radio #212 (34th Birthday Episode) UP ON YOUTUBE!!! 58:00

2M ago58:00

58:00

Listen Here --> www.djcooltown.com/podcasthttps://www.youtube.com/watch?v=vsLf62ol4M0Hello Citizens and welcome to yet another week for PFB Radio, Number 212, Cooltown Live w/ Shingo Nakamura, Julian Gray & Half An Orange! I got to play an exclusive after party set on Saturday and was able to compile my favorite original records and jam out! Today …

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EP 117: Parker Conrad (CEO, Rippling) His Opinion on Founder Mode, Fundraising, and VC Advice 1:42:29

2M ago1:42:29

1:42:29

Parker Conrad has spent the last 8 years building Rippling into a $13B company, marking his redemption after being ousted from Zenefits. In his second appearance on the podcast, Parker and I discussed Paul Graham's "founder mode" essay and how he operationalizes it at Rippling. He also reflected on the key lessons he's learned throughout his career…

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PFB Radio #211 (Cooltown B2B Oiwa Live @ Opaline 9.6.24) 1:00:00

2M ago1:00:00

1:00:00

🎙️ Happy Sunday Cooltown Citizens! Welcome back to your favorite radio show, PFB Radio #211!On this week’s episode, I’m excited to present a debut back-to-back set featuring myself and Oiwa! We've known each other for a long time, and it was an absolute blast finally jamming live at Opaline for my Tech House Portland residency hosted by Team Yellow…

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PFB Radio #210 (Cooltown Live w/ Wasted Penguinz 8.31.24) 1:00:00

2M ago1:00:00

1:00:00

WOW! What a weekend. You are listening to PFB Radio, Number 210, Cooltown Live w/ Wasted Penguinz 8.31.24. I got to live out a childhood dream and play direct support for the penguinz, thanks for one of the best nights of my life. Up next? I'm back at Opaline this Friday for my Tech House Portland residency, tickets are on sale now!Listen Here --> …

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EP 116: John Fieldly (CEO, Celsius) How He Saved Celsius From Near Bankruptcy to a $10B Company 1:06:53

2M ago1:06:53

1:06:53

Many know Celsius as a top energy drink brand today, but few are aware of the tumultuous journey CEO John Fieldly took to get it here. In the episode, John shared how the company nearly went bankrupt multiple times, lost 50% of its revenue overnight and even got delisted from the NASDAQ. Despite these challenges, John stepped up to rebuild the bran…

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PFB Radio #209 (Cooltown Live @ Bridgecity Uptempo 8.24.24) 1:04:16

2M ago1:04:16

1:04:16

Hello Cooltown Citizens and welcome to another week of PFB Radio, Number 209! On this weeks episode I am pleased to share my live set from Bridgecity Uptempo where I played the 3AM slot under a bridge in the streets of Portland! I got to dig through the crates on this one spinning a genre that is very close to my heart, Hard Dance. It's very fittin…

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EP 115: Josh Wolfe (Co-Founder, Lux Capital) On Uncovering Hidden Opportunities 1:54:27

2M ago1:54:27

1:54:27

Josh Wolfe, co-founder and managing partner at Lux Capital, is a master at quickly understanding complex, emerging technologies. In our conversation, Josh shared how he identifies the next big thing, his contrarian views on nuclear energy, biotech, and robotics, as well as his thoughts on the state of the venture capital market today. (00:00) Intro…

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EP 114: Emery Wells (CEO, Frame.io) on Selling to Adobe for $1.3B, Working with SNL and High Pain Tolerance 1:41:57

3M ago1:41:57

1:41:57

Emery Wells is the co-founder and CEO of Frame.io, which he sold to Adobe in 2021 for nearly $1.3 billion. In our conversation, Emery shares his journey from NYC bartender to startup founder, including his agency work with Saturday Night Live that highlighted the pain points that led to Frame.io. We dive deep into his rejection of the lean startup …

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PFB Radio #208 1:00:00

3M ago1:00:00

1:00:00

Welcome Cooltown Citizens and Happy Sunday! You are listening to PFB Radio, Number 208! On this weeks episode, I feature new music from Gai Barone, Soul Of Zoo, A new Cooltown original and many others! My 🔑 Cooltown Key To The City 🔑 this week, goes out to Mayro with their beautiful remix of JFR, Morning Feelings! In Team Yellow News, this next wee…

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EP 113: Dara Khosrowshahi (CEO, Uber) Lays Out the Path to Autonomous Vehicles 1:09:15

3M ago1:09:15

1:09:15

Dara Khosrowshahi runs one of the most complicated businesses in the world, Uber. Since taking over in 2017 Dara has led the company to profitability against all odds. In this episode, we touch on a number of things including Uber’s position on the future of Autonomous Vehicles (AVs), the challenges that were overcome in making Uber profitable, and…

1
EP 112: Mike Maples (Founding Partner, Floodgate): What Makes Startups Win & The Future of Venture Capital 2:03:48

3M ago2:03:48

2:03:48

Mike Maples is an 8x Midas List investor and founding partner at Floodgate Fund. In our conversation, we dive into his latest book, "Pattern Breakers: Why Some Startups Change The Future." Mike shares his frameworks on how top startups beat incumbents by redefining categories, and he reflects on his worst and best decisions. We also discuss what th…

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EP 111: How Josh Reeves (CEO, Gusto) Built a $10B Company Serving Small Businesses 1:34:05

3M ago1:34:05

1:34:05

Josh Reeves has built Gusto into a nearly $10B company with over $500M in ARR, serving small businesses. In our conversation, Josh delves into Gusto’s 13-year journey, sharing insights on how they achieved product-market fit by initially targeting a very narrow niche. He also highlights the tactics they’ve used to build an intentional culture of hu…

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EP 110: How Eric Glyman (CEO, Ramp) Runs One of The Fastest Growing Startups 1:33:52

4M ago1:33:52

1:33:52

Eric Glyman (CEO, Ramp) shared his operating playbook for leading one of the fastest-growing startups on his second appearance on the podcast. We also explored the unique ways Ramp leverages AI internally, strategies for startups to build moats in AI, and the concept of self-driving money. We concluded with one of the most profound and thoughtful d…

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PFB Radio #207 1:00:00

4M ago1:00:00

1:00:00

Happy Sunday Citizens and welcome back to your favorite radio show, PFB Radio number 207! On this weeks episode, I start things off slow with a couple of new downtempo records then move straight into my 🔑 Key To The City 🔑 for this week, a beautiful remix of U2's Ordinary Love by Soulmac & Grance! We party the rest of the episode with music from El…

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EP 109: Sebastian Siemiatkowski (CEO, Klarna) on the Future of Klarna, Valuation Changes and AI in Finance 2:05:57

4M ago2:05:57

2:05:57

Klarna CEO Sebastian Siemiatkowski led the rise from a profitable business to their peak $50 billion valuation, in which they were burning $150 million a month. In my latest episode, Sebastian shares how he turned Klarna back to profitability and discusses Klarna’s ongoing pursuit of creating a digital financial assistant. He also reflects on their…

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PFB Radio #206 1:00:00

5M ago1:00:00

1:00:00

Tracklist:1. Jerro - Fever (feat. Running Touch)2. Liva (IL) - Its Boomdrum3. Birdy And Rhodes - Let It All Go (Alejo Fochi Remix)4. AVÖ, Guapo, Cheb Rayan – Dana Dana (Ft. Rima)5. Dowden & Andreas Bühler - Nixie🔑 6. Nino Tores, Tal Tobi - Strange (Original Mix) 🔑7. Seth Schwarz, Lydgen, ARTEMIDES - Who we are (Gabriel Ananda Remix)8. Space Motion …

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Reshaping the Auto Industry | Alex Rawitz DIMO 36:07

4M ago36:07

36:07

Tech-savvy listeners who are excited about cars, IoT, data, crypto, Web3, and software development can benefit from listening to this conversation between Alex Rawitz, Co-Founder and COO at DIMO and President of Cornell Blockchain, Leah Valente. How does owning more data collected by your car provide more value to you? And can you leverage this dat…

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PFB Radio #205 1:03:30

5M ago1:03:30

1:03:30

Listen Here --> djcooltown.com/podcastHappy Sunday Citizens of Cooltown & Happy Father's Day!!! On this weeks episode of PFB Radio I feature new music from Nox Vahn, Arqade, Initial Eyes and many others! My Cooltown 🔑 Key To The City, goes out to Iman Hanzo with his remix of Hanz Zimmer's Quiet Storms as featured in the cinematic masterpiece Dune. …

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EP 108: Olivier Pomel (CEO, Datadog) Shares Every Lesson From Scaling to $40B 1:32:04

5M ago1:32:04

1:32:04

Olivier Pomel built Datadog into a $40B company while burning only $25M in capital. In our conversation, he shares the fundraising lessons, operating principles, and core insights that made this possible. He also discusses the pros and cons of building a tech company in NYC, how early-career professionals should approach learning AI tools, how Data…

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EP 107: Steve Kaufer (Co-Founder, Tripadvisor) - Why He Left & What He’s Building Now 1:39:55

5M ago1:39:55

1:39:55

Steve Kaufer led Tripadvisor to multi-billion dollar success over a 20+ year run as CEO. He discusses getting acquired and spun out from IAC, becoming a public company CEO, and his biggest operating lessons from his decades-long journey. Steve also shares behind-the-scenes of his new venture, Give Freely, and reflects on his entrepreneurial path. (…

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PFB Radio #204 (Cooltown Live @ Trap.Wave Portland 5.31.24) 59:30

5M ago59:30

59:30

PFB Radio #204 (Cooltown Live @ Trap/Wave Portland 5.31.24)Welcome Citizens! Incredible thank you for all you turning up this last Friday! We had a blast and I got to spin a debut Trap set live which was awesome. It's a genre I hold close to my heart and seeing all you dancing out there has inspired me even further. With that, here is my live set u…

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EP 106: How Bill Shufelt (CEO, Athletic Brewing) Built Athletic Brewing - Every Plot Twist Along The Way 1:15:20

5M ago1:15:20

1:15:20

Since 2017, Bill Shufelt (CEO, Athletic Brewing) went from hedge fund trader to the CEO of the leading producer of non-alcoholic craft beer. Unlike the typical tech-focused chats, this one centers around a product many have fallen in love with. In the conversation, Bill tells stories of the unscalable but crucial strategies he used to build a brand…

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EP 105: Vlad Tenev (CEO, Robinhood): The Meme Stock Crisis, The Future of Crypto, and AI Opportunities in Finance 1:47:23

6M ago1:47:23

1:47:23

In the midst of meme stock craziness, Robinhood CEO Vlad Tenev shared his most eye-opening insights from running the company that transformed the game for retail investors. He talks about Robinhood’s new Gold Card, his views on crypto, the media side, how artificial intelligence could change finance, and more. (00:00) Intro (03:27) The Origin of th…

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PFB Radio #203 1:00:00

5M ago1:00:00

1:00:00

Happy Sunday Citizens of Cooltown and welcome back to PFB Radio, Number 203! On this weeks episode, I feature new music from Alex O'Rion, BT, Shingo Nakamura and many others! My Cooltown Key To The City this week, goes out to Hicky & Kalo's Beyond Spacetime. In Team Yellow news we've got an exciting annoucement so stay tuned on socials for more inf…

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EP 104: Sam Altman (CEO, OpenAI) talks GPT-4o and Predicts the Future of AI 46:30

6M ago46:30

46:30

On the day of the ChatGPT-4o announcement, Sam Altman sat down to share behind-the-scenes details of the launch and offer his predictions for the future of AI. Altman delves into OpenAI's vision, discusses the timeline for achieving AGI, and explores the societal impact of humanoid robots. He also expresses his excitement and concerns about AI pers…

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EP 103: The Untold Story of Marcus Ryu (Co-Founder Guidewire & Partner at Battery Ventures) Scaling to $10B and Diving into VC 1:50:28

6M ago1:50:28

1:50:28

After 18 years leading Guidewire (~$10B), Marcus Ryu made the transition from CEO to partner at Battery Ventures. In the episode, Marcus shares his journey of co-founding Guidewire in 2001, steering the company through its IPO in 2012, and building one of the largest vertical software businesses in the world. He shares his insights on how to build …

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Applying Blockchain to the HBW Project | Ayesha Hardison & Drew Davidson 25:39

6M ago25:39

25:39

The History of Black Writing project is an excellent example where an internationally renowned source for information converted from a distributed online database to a blockchain. A conversation with English Professor Ayesha Hardison, the Director of the History of Black Writing, and Engineering Professor Drew Davidson who implemented the technolog…

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PFB Radio #202 (Cooltown Live w/ BYNX 5.3.24) 1:00:51

6M ago1:00:51

1:00:51

What's good Citizens! Welcome back to your favorite radio show, PFB Radio number 202, Cooltown Live w/ BYNX in Portland at our home base Opaline. All of us at Team Yellow & Vivid Presents had such a blast hosting and Patrick is truly an awesome person and DJ. Thank you to all you Citizens for dancing with us and enjoy another episode of PFB Radio!P…

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EP 102: Armon Dadgar (Co-Founder, HashiCorp) Reflects 48-Hours After Selling to IBM 1:54:42

6M ago1:54:42

1:54:42

After last week’s announcement that IBM is acquiring HashiCorp for $6.4B, HashiCorp co-founder Armon Dadgar discussed a few behind-the-scenes elements of the acquisition and HashiCorp’s full journey from the early days. Armon shares some of his biggest lessons from the journey, from fundraising to community building and more. (00:00) Intro (01:17) …

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PFB Radio #201 (Cooltown Live @ Hard Dance Portland 4.26.24) 1:02:50

6M ago1:02:50

1:02:50

Tracklist:1. Project One - Life Beyond Earth (Eternate Edit)2. ATHYN, Garonzos, Medusa - One In A Million3. Subshock & Evangelos - Deus Ex Makina4. Markus Schulz - Destiny (Hardfunction Remix)5. More & More (Hixxy's VIP Extended Remix)6. Craig Connelly & HALIENE - Other Side of the World (Hixxy Extended Remix)7. Darren Styles - Save Me 2022 (DS VIP…

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EP 101: Andrew Bialecki (CEO, Klaviyo) on Building a $6B Software Company - Klaviyo’s Uncharted Path 1:52:44

6M ago1:52:44

1:52:44

Before Andrew Bialecki took Klaviyo public and scaled the company to $6B, he bootstrapped it to over $1M in ARR. In our discussion, Andrew reveals his philosophies around fundraising, finding the best talent, cultivating entrepreneurship inside Klaviyo, scaling culture, and more. (00:00) Intro (01:13) Klaviyo's Bootstrap Beginnings (09:37) The Stra…

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Anjunabeats Worldwide Tour 11 (Cooltown Live Set @ Opaline, Portland) 1:23:12

6M ago1:23:12

1:23:12

Tracklist:1. Still Corners - The Trip (Mass Digital Remix)2. Michel Cleis feat. Totó La Momposina - La Mezcla (Shai T Remix)3. Cooltown & Surge Kush - Lockbox (Cooltown Deep Vocal Edit)4. LAR, Nu-La - Erase (Extended Mix)5. Elliot Moriarty - By My Side6. Dougall Sorcha & Cooltown - New Worlds7. Nils Hoffman - Higher Power8. Pierre Locher - Cannibal…

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EP 100: Jeremy Levine (Partner, Bessemer) Reflects on His Best and Worst Investments 2:44:43

6M ago2:44:43

2:44:43

After 23+ years in venture capital, Jeremy Levine has thrived in many eras, taking risks on now-iconic companies like LinkedIn, Shopify, Yelp, Pinterest, and more. In our discussion, Jeremy shared stories behind these investments and the mindsets he’s developed along the way. We also explored how the VC landscape has evolved over the last 20 years …

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EP 99: Garret Langley (CEO, Flock Safety) - The $4B Tech Startup Solving Crime with AI 1:47:45

7M ago1:47:45

1:47:45

Garrett Langley is the CEO of Flock Safety, a $4B company helping solve 10% of US crimes with AI-powered tech. Garrett offers an in-depth look into Flock Safety’s ambitious vision to eliminate crime in America and all the operating lessons he’s learned along the way, including how to build a strong and motivated team, keep people accountable, and l…

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EP 98: Sanjit Biswas (CEO, Samsara) on Building to $20B: The CEO Behind One of The Fastest Growing Startups Ever 1:24:20

7M ago1:24:20

1:24:20

In less than 8 years, Sanjit Biswas scaled Samsara from 0 to over $1B ARR. In our latest conversation, Sanjit shares all the lessons he’s learned about running a hyper-growth organization, including all the changes he’s made since growing and selling his first company Meraki to Cisco for $1.2B and going on to scale Samsara to $20B. A great episode …

1
PFB Radio #200 1:00:00

7M ago1:00:00

1:00:00

200 Episodes Citizens. I started this journey years back at a time in my life when I had lost everything. Music was all I had and it has never left, gave me purpose and made this life of mine worth living. I'd like to dedicate this episode to all you Cooltown Citizens for your consistant belief, shares passion and for never giving up on me. I'll co…

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EP 97: How Aravind Srinivas (CEO, Perplexity) is Disrupting Google Search with AI 1:38:14

7M ago1:38:14

1:38:14

One of the most preeminent AI founders, Aravind Srinivas (CEO, Perplexity), believes we could see 100+ AI startups valued over $10B in our future. In the episode, we discuss why Perplexity decided to compete with Google and Aravind shares predictions for the utopian future of artificial intelligence. He also discusses the differences between workin…

1
EP 96: Tracy Young (CEO, TigerEye) Emerges from Stealth and Shares Every Mistake She Made As A First-Time CEO 1:35:35

7M ago1:35:35

1:35:35

This week, Tracy Young launched her second startup, TigerEye, from stealth mode. After selling PlanGrid to Autodesk for $875 million and working with YC for a couple of years, Tracy and her husband/co-founder decided to build the software they wished they’d had while building PlanGrid. In our conversation, Tracy unmasks her vision for TigerEye and …

1
Industry Episode with Zach Weinberg: Market Trends, Avoiding Hiring Bulls***ers, and Who Will Win In AI 1:16:10

8M ago1:16:10

1:16:10

Zach Weinberg is the Co-Founder and CEO of Curie.Bio, which has raised over $500 million to combine early-stage investing in biotech and drug discovery copiloting. He is also the co-founder of Flatiron Health, which sold to Roche for $1.9B, and Invite Media, which sold to Google when he was 21. In the episode, Zach dives into the current venture ma…

1
EP 95: Tooey Courtemanche (CEO, Procore) Everything This Veteran CEO Would Tell Founders After Building To $11B 1:39:36

8M ago1:39:36

1:39:36

Tooey Courtemanche has been the CEO of Procore for over two decades, bringing the company from $0 to over $1B ARR and a $11B+ valuation today. In my latest episode, we explore how Tooey built the #1 Construction Management Software company, including his strategies for maintaining a talented team, his mindsets for tough times, lessons from mentors …

1
PFB Radio #199 (It's A TRAP! Vol. 5) 1:01:28

8M ago1:01:28

1:01:28

Boom and we are live! Welcome Cooltown Citizens to your favorite radio show, PFB Radio, Number 199! It's A TRAP! Vol. 5! I know last week was volume four, but I has so much music saved up we are rolling straight into volume five. This one is extremely vocal, hard and wonky with new music from AHEE, Lookas, Levity and many others! My 🔑 Cooltown Key …

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PFB Radio #198 (It's A TRAP! Vol. 4) 1:00:00

8M ago1:00:00

1:00:00

Greetings Citizens of Cooltown and welcome to your favorite radio show, PFB Radio number 178, It's A TRAP! Vol. 4. On this weeks episode, I feature my favorite Trap & Bass Music from the likes of NGHTMRE, BRAINWAVEZ, Paused Pilot and many others! My Cooltown Key To The City, goes out to 🔑13. Dabow - TRAPBELL🔑Tracklist:1. Leaf Leaf - Blazen2. Maddy …

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