Marketing mentorship for every step along the way. Your host is Justin Watkins of Native Digital.
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Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, 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.
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The Herpreneur show is on a mission to help amplify your greatness in business and in life. Join award winning entrepreneur Annette Lackovic as she shares with you life changing interviews and world class education from other success entrepreneurs in business, health, wellness and happiness. Helping you build your business empire without the burnout allowing you to up-level and thrive as an unstoppable business women.
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EP 119: Drew Houston (CEO, Dropbox): Reflections on the 17+ Year Battle Against Big Tech
1:34:53
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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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Entrepreneurship isn't just about ideas—it's about evolving with your company and nurturing a skilled team. In our latest episode, Justin Watkins, CEO & Founder of Native Digital, sits down with our guest, Alexandre Douzet, CEO of Pumpkin®, one of the fastest growing pet insurance and wellness brands in the U.S. He discusses his background as a CEO…
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Marketing isn't just about campaigns - it's about being a strategic business partner that drives innovation across industries. In our latest episode, Justin Watkins, CEO & Founder of Native Digital, sits down with our guest, Ann Hand, Chairman & CEO at Super League Gaming. She shares with us her unique journey of majoring in economics and initially…
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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
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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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Greg Fass - VP Marketing at Liquid Death
1:05:59
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Marketing isn't just about selling products—it's about crafting memorable experiences that resonate and entertain. In our latest episode, Justin Watkins, CEO & Founder of Native Digital, sits down with our guest, Greg Fass, VP Marketing at Liquid Death. He shares with us his journey from a snowboarding-focused youth to a marketing career influenced…
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EP 117: Parker Conrad (CEO, Rippling) His Opinion on Founder Mode, Fundraising, and VC Advice
1:42:29
1:42:29
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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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Marketing isn't just about creativity—it's about navigating the delicate balance between innovation and security in evolving industries. In our latest episode, Justin Watkins, CEO & Founder of Native Digital, sits down with our guest, Melissa Beltrame, Marketing Director, SVP at NBKC Bank. She charts her course from Fine Arts to FinTech, revealing …
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EP 116: John Fieldly (CEO, Celsius) How He Saved Celsius From Near Bankruptcy to a $10B Company
1:06:53
1:06:53
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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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Marketing isn't just about traditional strategies—it's about applying diverse knowledge to drive innovation. In our latest episode, we are joined by Karina Kogan, CMO at Infinite Reality, an innovation company powering the next generation of digital media and e-commerce through AI and immersive technologies. She shares her unique journey from polit…
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EP 115: Josh Wolfe (Co-Founder, Lux Capital) On Uncovering Hidden Opportunities
1:54:27
1:54:27
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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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Marketing isn't just about tactics— In our latest episode, Justin Watkins, CEO & Founder of Native Digital, sits down with our guest, Jack Gazdik, Growth Marketing Manager at Level20, the new business incubator of Progressive Insurance, with the goal of establishing product-market fit and bringing businesses to scale. Gazdik shares his unique exper…
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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
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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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Marketing isn't just about skills—it's about building resilience and fostering meaningful connections. In our latest episode, Justin Watkins, CEO & Founder of Native Digital, sits down with our guest, Sam Meers, EVP, Health Innovations at BarkleyOKRP, one of the largest full-service independent advertising agencies in the United States. Throughout …
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EP 113: Dara Khosrowshahi (CEO, Uber) Lays Out the Path to Autonomous Vehicles
1:09:15
1:09:15
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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…
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EP 112: Mike Maples (Founding Partner, Floodgate): What Makes Startups Win & The Future of Venture Capital
2:03:48
2:03:48
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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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Marketing isn't just about creativity—it's about being a strategic business partner. In our latest episode, Justin Watkins, CEO & Founder of Native Digital, sits down with our guest, Brian Martorana, SVP Sales & Marketing at TeamSupport, a premier ticketing and live chat solution designed to improve customer engagement. They share insider tips on a…
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EP 111: How Josh Reeves (CEO, Gusto) Built a $10B Company Serving Small Businesses
1:34:05
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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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Career growth in marketing: It's about blending creativity with business acumen. In our latest episode, Justin Watkins, CEO & Founder of Native Digital, sits down with our guest, Callie England, Director of Brand Marketing at the University of Missouri - Kansas City, to discuss navigating leadership roles, balancing analysis and innovation, and sta…
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EP 110: How Eric Glyman (CEO, Ramp) Runs One of The Fastest Growing Startups
1:33:52
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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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EP 109: Sebastian Siemiatkowski (CEO, Klarna) on the Future of Klarna, Valuation Changes and AI in Finance
2:05:57
2:05:57
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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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In our latest episode, Justin Watkins, CEO & Founder of Native Digital, sits down with our guest, Mike Goff, Founder of Goff + Marketing, to discuss their insights on brand management, marketing career progression, and the evolving nature of leadership in the post-COVID world. In this episode, dive into the art and science of marketing, from unders…
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In our latest episode of From Here To There, hear from Justin Watkins, CEO & Founder of Native Digital, and Lori Wiles, Founder of Fractional CMO, as they discuss their experiences in navigating career paths in various industries, emphasizing the importance of transferable skills, adaptability, and mentorship. They also discuss the unique challenge…
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EP 108: Olivier Pomel (CEO, Datadog) Shares Every Lesson From Scaling to $40B
1:32:04
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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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In this episode, Estelle Mense, VP of Marketing at Ascend Learning, joins Justin Watkins, CEO & Founder of Native Digital, to discuss leadership skills, personal branding, and career progression in marketing. They emphasize focusing on people, seeking mentorship, and adapting to industry changes. The conversation covers the shift from storytelling …
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EP 107: Steve Kaufer (Co-Founder, Tripadvisor) - Why He Left & What He’s Building Now
1:39:55
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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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EP 106: How Bill Shufelt (CEO, Athletic Brewing) Built Athletic Brewing - Every Plot Twist Along The Way
1:15:20
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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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In this episode, CEO and Founder of Native Digital, Justin Watkins hosts a dynamic conversation with Emily Elizabeth, VP, Marketing and Executive Team Leader at Onspring, who shares her journey from working in advertising agencies to client-side roles in B2B SaaS companies, teaching at a university, and then starting her own business. They discuss …
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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
1:47:23
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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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George Brooks is the founder of Crema, a design and technology consultancy building custom software. He is well known for his uniquely empathetic approach to mentorship and leadership — tied together with design thinking. In this episode you'll hear Justin Watkins, CEO & Founder of Native digital, talk with George about being the business of replac…
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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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Mentorship is not just delegating tasks and telling a team what to do. In this episode, Brian Brooker, VP Global Creative at Garmin, talks about a true leadership mindset and how to get the most out of your marketing team — whether they are data and performance talent or creatives. For more growth marketing resources, check out nativedigital.com…
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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
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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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If you've ever wondered how to combine the powers of creative and performance marketing, this episode is for you. Join CEO and Founder of Native Digital, Justin Watkins, and CMO Paul Piggott as they discuss how to deal with the demands placed on marketers in fast growth organizations. From high level concepts like incrementality and predictive mode…
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EP 102: Armon Dadgar (Co-Founder, HashiCorp) Reflects 48-Hours After Selling to IBM
1:54:42
1:54:42
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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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Join us on "From Here To There" as Native Digital's own Justin Watkins chats with Eden Bidani, a top-tier conversion copywriter and messaging strategist. Eden specializes in transforming tech companies' messaging to captivate and convert their audience effectively. Tune in to hear Eden's take on the marketing journey. Check out nativedigital.com fo…
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EP 101: Andrew Bialecki (CEO, Klaviyo) on Building a $6B Software Company - Klaviyo’s Uncharted Path
1:52:44
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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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EP 100: Jeremy Levine (Partner, Bessemer) Reflects on His Best and Worst Investments
2:44:43
2:44:43
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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
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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
1:24:20
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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 …
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EP 97: How Aravind Srinivas (CEO, Perplexity) is Disrupting Google Search with AI
1:38:14
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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…
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Ever wondered how the best in the business turn challenges into opportunities? Join us in our new podcast series "From Here To There" where our host, Justin Watkins, Founder & CEO of Native Digital engages with leading marketers to reveal their career paths, strategies, and the advice they swear by. In this episode we get into the challenges, break…
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EP 96: Tracy Young (CEO, TigerEye) Emerges from Stealth and Shares Every Mistake She Made As A First-Time CEO
1:35:35
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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 …
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Industry Episode with Zach Weinberg: Market Trends, Avoiding Hiring Bulls***ers, and Who Will Win In AI
1:16:10
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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…
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EP 95: Tooey Courtemanche (CEO, Procore) Everything This Veteran CEO Would Tell Founders After Building To $11B
1:39:36
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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 …
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EP 94: Niraj Shah (CEO, Wayfair) Building To $10B in Home Decor Revenue
1:13:52
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Niraj Shah is the Co-founder and CEO of Wayfair. In this episode, Niraj shares Wayfair’s journey from a collection of 250 sites generating $500 million in revenue to a single, unified brand achieving over $10 billion in online sales of home goods and furniture. He explains the challenges of overseeing a vast e-commerce platform with more than 10,00…
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Parker Conrad (CEO, Rippling): The Zenefits Redemption Story That Led to Rippling ($11B)
1:15:52
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In this memorable episode from our podcast archives, we revisit our conversation with Parker Conrad, Co-Founder of Rippling and former CEO of Zenefits. Parker opens up about his entrepreneurial path, detailing everything from fundraising challenges to his departure from Zenefits and the founding of Rippling. We also discuss the dynamics between VCs…
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EP 93: Filip Kaliszan (CEO, Verkada) AI Security Cameras to $3.5B Company
1:57:37
1:57:37
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1:57:37
Filip Kaliszan is the Co-Founder and CEO of Verkada, one of the fastest-growing private companies out there today. In the episode, Filip discussed many of the first principles decisions he has made in growing Verkada into a $3.5B business that employs over 2000 people. He also dives deep into their 2021 hack, what it was like dealing with that cris…
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EP 92: Mike Volpi (Partner, Index Ventures) Top AI Investor Predicts How The AI Wave Will Play Out
1:45:55
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Mike Volpi is a top AI investor and GP at Index Ventures, where he’s invested in companies such as Confluent, Scale AI, Sonos, and many others. In our discussion, Mike reveals the frameworks he uses for making investment decisions and his predictions on the trajectory of the AI wave. He also shares stories from his early career at Cisco, what made …
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EP 91: How George Kurtz (CEO, Crowdstrike) Built A $65B+ Company
1:37:15
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George Kurtz is the CEO of CrowdStrike, a $65B+ public cybersecurity company. In this episode, George reveals the surprising intricacies of paying ransom and discusses how CrowdStrike is dealing with increasing cybercrime in the age of AI. We also talk about CrowdStrike’s early days, including how the company found product market fit and the operat…
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EP 90: Eric Vishria (General Partner, Benchmark Capital) Behind The Scenes of Benchmark’s Boldest Bets
1:22:46
1:22:46
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Eric Vishria and I both got into venture in 2014 and both focus on enterprise software. In episode 90, we discuss Eric’s unique approach to investments and what he looks for in founders and companies. We go back and forth on his model versus mine, as well as Eric's background, having grown up in Memphis and graduating from Stanford at 19 years old …
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