Best Sam Gupta Podcasts (2025)

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WBSP744: Grow Your Business by Learning the Top 10 Make-to-stock Manufacturing ERP Systems in 2025 w/ Sam Gupta 18:41

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2d ago18:41

18:41

Send us a text Make to Stock (MTS) manufacturers may span diverse industries, but their ERP needs often align around the essentials: accurate demand forecasting, efficient inventory management, and resilient supply chain operations. With production driven by forecasts rather than confirmed orders, the stakes for planning precision are high—making t…

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20VC: Cognition CEO Scott Wu on Acquiring Windsurf: The Process, The Deal, The Rationale | Did Google Overlook a Goldmine in the Core Asset and Did Founders Leave a Sinking Ship | How Cursor and Cognition ... 48:08

19m ago48:08

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Scott Wu is the co-founder and CEO of Cognition, the company behind Devin, the world’s first AI software engineer. On Friday last week they pulled off the acquisition of the year, acquiring Windsurf, following their licensing agreement with Google. Previously a world-class competitive programmer, he was a gold medalist at the International Olympiad…

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20VC: Windsurf x Google x Cognition: Full Breakdown: Who Made Money, Who Did Not | Lovable vs Replit: Will These Be $100BN Businesses | Why Elon Could Beat Sam Altman with the New Grok | Why Every S&P ... 1:21:58

1d ago1:21:58

1:21:58

Agenda: 00:00 Windsurf was dead—then this deal changed everything 05:00 The Windsurf x Google x Cognition saga explained 09:00 The OpenAI deal collapsed—what really happened 15:00 FTC rules forced a brutal deal structure—who lost? 17:00 The investors’ returns: who actually made money? 21:30 Will Google’s corp dev team get fired over this? 23:00 Cog…

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Kenon Chen: Innovating Real Estate Valuation Models 30:39

5h ago30:39

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My guest today is Kenon Chen. Kenon leads strategy and growth at Clear Capital, a real estate analytics, data solutions, and valuation technology company. With a background in tech, he's grown to love the housing and real estate space, bringing an innovative outlook to product development and organizational growth. In our conversation, we delve int…

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Shocking Near Death Experience Reveals Deep Life Lessons 58:44

1d ago58:44

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Content Warning: This video contains discussions of loss, trauma, and near-death experiences. While it touches on heartbreaking events, it ultimately offers a powerful message of healing, hope, and the resilience of the human spirit. Recorded live at Tony and Sage Robbins’ 2024 Platinum Partners Happiness event, this raw and deeply emotional conver…

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WBSP746: Grow Your Business by Understanding ClickUp's Capabilities, an Objective Panel Discussion 57:27

8h ago57:27

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Send us a text Project management has come a long way from rigid, legacy systems to more adaptable, user-friendly platforms that cater to today’s fast-paced work environments. Modern solutions range widely—from balanced tools that blend structure with flexibility to sprawling, spreadsheet-like systems demanding heavy consulting to tailor workflows.…

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WBSP745: Grow Your Business by Learning from Enterprise Software Stories - Feb 2025, Ep 8, an Objective Panel Discussion 59:06

1d ago59:06

59:06

Send us a text The enterprise technology landscape is heating up with a wave of strategic acquisitions and bold AI investments signaling a new era of innovation and consolidation. Lenovo’s move to acquire Infinidat strengthens its foothold in enterprise storage, while CDP consolidation accelerates as Rokt absorbs mParticle, tightening the data ecos…

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20VC: Vlad Tenev on Robinhood’s $85BN Resurgence | Tokenizing SpaceX & OpenAI | Building Nine Revenue Lines Over $100M | Why Crypto Will Be Robinhood's Biggest Revenue Line | Why Stablecoins Will Replace ... 57:52

3d ago57:52

57:52

Vlad Tenev is the Founder and CEO of Robinhood, the greatest story on Wall St of the last decade. In the previous 18 months, Robinhood has increased its net revenue by 58% to nearly $3B; a $500M loss in 2023 turned into a $1.1B profit in 2024. Robinhood’s stock is up roughly 4x, lifting their market cap to north of $80B. Today, Robinhood has nine l…

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20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025 1:15:51

5d ago1:15:51

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Kieran Flanagan is the CMO at HubSpot, where he’s led the transformation of their growth strategy from SEO-led to multi-channel and AI-powered. Formerly SVP of Marketing, he helped scale HubSpot’s user base to millions and revenue past $2B. Before HubSpot, he drove breakout growth at Marketo and Salesforce. Kieran is one of the most respected voice…

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20VC: Daniel Gross and Nat Friedman: Acquired by Meta | OpenAI’s SBC Bombshell: More Stock Comp Than Revenue | Privat Equity is Back: Olo Bought for $2BN | Microsoft Lays Off 9,000 People: Is This Just ... 1:07:29

7d ago1:07:29

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Agenda: [00:00] The AI Talent Crisis No One’s Ready For [03:00] Daniel Gross and Nat Friedman: Why Two Legendary VCs Walked Away From $1B to Join Meta [12:00] Meta’s AI Talent Magnet: Will It Actually Work? [15:00] Cursor Is Breaking the Market: Can Anyone Compete? [18:30] OpenAI’s SBC Bombshell: More Stock Comp Than Revenue [22:00] CoreWeave’s Pow…

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WBSP743: Grow Your Business by Learning from Enterprise Software Stories - Feb 2025, Ep 7, an Objective Panel Discussion 56:25

7d ago56:25

56:25

Send us a text The enterprise tech space is buzzing with momentum as AI-driven innovation, strategic acquisitions, and infrastructure investments redefine the competitive landscape. From Qbiq’s $16M raise to automate architectural design to Vasco’s funding to optimize startup revenue trajectories with AI, it’s clear that intelligent automation is n…

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WBSP742: Grow Your Business by Learning Chris' Research on the Value Analyst Firms Offer for Startups w/ Chris Holscher 56:55

10d ago56:55

56:55

Send us a text Startups and scaleups often sprint toward innovation, laser-focused on building game-changing products—but in the rush, many forget that visibility is just as critical as viability. While founders perfect their pitch decks and chase product-market fit, they often underestimate the power of analyst firms. These aren’t just report writ…

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20VC: Scott Galloway on Are Billionaires Happy & The Impact of Money on Psychology and Self-Worth | Becoming a Better Father & Husband | Why We Should Drink More and Not Work From Home | The Tinder Effect ... 1:10:50

10d ago1:10:50

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Scott Galloway is a Professor of Marketing at NYU Stern, where he’s taught for over two decades. He’s the founder of several successful companies, including L2 (acquired by Gartner for over $150M), Red Envelope, and Prophet. He’s a New York Times bestselling author of four books on business and tech, and co-hosts the award-winning Pivot podcast. Ga…

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WBSP741: Grow Your Business by Learning the Top 10 Make-to-order Manufacturing ERP Systems in 2025 w/ Sam Gupta 21:38

9d ago21:38

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Send us a text Make-to-Order (MTO) industries operate on the principle that production begins only after a confirmed customer order, demanding ERP systems that can gracefully handle variability, non-standard workflows, and high-precision job tracking. From custom fabrication to complex project-based builds, the ERP platforms featured in our list ha…

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20VC: Figma's IPO: The Full Breakdown | Index Returns $3.5BN on Two Deals | Why Melio's $2.5BN Acquisition is "Discouraging" | Asana's New CEO and the Great Founder Exodus | Oracle's $30BN AI Deal and ... 1:11:17

15d ago1:11:17

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AGENDA: 00:00 – $400B in AI CapEx: Rational Investment or Madness? 05:00 – Figma's IPO: Rule of 80, $1.5B in cash, 40% margins. Unreal. 08:00 – Adobe Screwed the Deal—Should They Have Just Bought Canva? 16:00 – Pay-to-Play Deals: Heroic Hail Mary or Guaranteed Write-Off? 21:30 – How Index Is Returning $3.5B on 2 Deals 24:00 – Melio’s $2.5B Exit: In…

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WBSP740: Grow Your Business by Learning How Modern, AI-ready ERPs Subtly Steer Vendors Toward Success w/ Jon Reed 1:02:12

14d ago1:02:12

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Send us a text ERP implementation has come a long way from the days of consultant armies and 15-to-1 service ratios—today, it’s more about smart AI-human collaboration than brute-force deployment. As Jon Reed points out in his cloud ERP article, the real transformation isn’t in the flashy go-live moment, but in the gradual, AI-assisted journey to m…

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What 99% of Investors Don’t Know About GP Stakes with Michael Rees 1:04:50

15d ago1:04:50

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Welcome to the second episode of The Holy Grail of Investing podcast! In this fascinating conversation, my co-hosts ChristopherZook and Mark Wade of CAZ Investments, sit down with Michael Rees, Co-President of Blue Owl Capital to unpack the asset class known as GP Stakes. This strategy has grown geometrically over the past decade and is rapidly bec…

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WBSP739: Grow Your Business by Understanding Freshsales' Capabilities, an Objective Panel Discussion 54:57

17d ago54:57

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Send us a text Blending IT Service Management (ITSM) with Customer Experience (CX) might raise eyebrows—kind of like pineapple on pizza—but for some businesses, it's the perfect combo. In industries where support teams double as customer-facing heroes, separating internal service workflows from external customer engagement creates more chaos than c…

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20VC: Inside KKR's Monster $8BN European Fund | The $500M Turkey Gamble That Went Wrong | Do Andreessen & General Catalyst Scare KKR? | Will AI Kill the PE Model? | Can The PE Model Survive without IPOs ... 1:01:32

16d ago1:01:32

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Philipp Freise is Co-Head of European Private Equity at KKR, where he manages the largest private fund in Europe with $8BN in the latest fund. Philip has led KKR's investments in FGS Global, Superstruct, Axel Springer SE, BMG Rights Management, Fotolia, GetYourGuide, GfK SE, Leonine, Mediawan SAS, Scout24 Switzerland and Trainline. Previously, Phil…

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WBSP738: Grow Your Business by Learning the Top 10 Food & Beverage ERP Systems in 2025 w/ Sam Gupta 22:01

18d ago22:01

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Send us a text Selecting the right ERP system for the food and beverage (F&B) industry demands more than a surface-level comparison—it requires a deep dive into the unique operational and regulatory challenges that shape each business model within this sector. From raw ingredient sourcing to last-mile delivery, F&B companies must navigate strict tr…

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20Sales: How to Layer Enterprise Sales on PLG | How to Sell AI Tools To Enterprises That Are Scared | Should Reps Own Their Own Pipeline | Mistakes All Founders Make When Moving From Founder-Led to Rep ... 1:17:24

21d ago1:17:24

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Kim Graves is GM, Americas at Notion, where she oversees all Sales and Customer Success efforts across the region. She brings extensive experience in building and scaling high-performing sales organizations, most notably at Slack where she helped grow revenue from $6M to over $1.5B. In addition to her operational role, Kim serves as a founding part…

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20VC: Nat Friedman and Daniel Gross Bought with Zuck's $100BN AI Budget | Navan Files to Go Public and Canva Pulls the Brakes: Why and What Happens | Why Larry Ellison is the Smartest Man in Tech | Substance ... 1:13:57

22d ago1:13:57

1:13:57

Agenda: 04:21 - The Meta Acquisition Bombshell: Nat Friedman & Daniel Gross Join Facebook?! 06:00 - Facebook’s $100 Billion Gamble: Can Zuck Buy the Future? 09:27 - The “Magic Room” Theory: Why Only Insiders Get Billion-Dollar Paydays 11:27 - Is Loyalty Dead in Silicon Valley? The Great Talent Exodus 16:00 - Harvey’s $5 Billion Valuation: Genius or…

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WBSP737: Grow Your Business by Understanding Marketo’s Capabilities, an Objective Panel Discussion 52:26

23d ago52:26

52:26

Send us a text In a world where every software platform claims to do marketing automation, the line between true orchestration and glorified batch-and-blast gets blurry fast. Enterprise marketers, in particular, need more than bolt-on features—they need a unified engine that can keep cross-channel journeys seamless, scalable, and, ideally, sanity-p…

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WBSP736: Grow Your Business by Learning from Enterprise Software Stories - Feb 2025, Ep 6, an Objective Panel Discussion 1:02:18

24d ago1:02:18

1:02:18

Send us a text The tech landscape is rapidly evolving as major players and emerging startups alike double down on AI-driven innovation and infrastructure transformation. Qlik’s acquisition of Upsolver enhances real-time data ingestion for Apache Iceberg, while Epicor’s new Prism Vertical AI Agents are reimagining how frontline workers interact with…

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20VC: The Wild Story Raising $450M From Masa and Softbank | Why My Biggest Mistakes Came From Listening to VCs | Why 100 VCs Turned Us Down | Why European Founders Are Tougher Than US Founders with Johannes ... 1:16:45

25d ago1:16:45

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Johannes Reck is the Founder and CEO of GetYourGuide, the $2BN company that started with a holiday to China and nothing to do. For the first two years, GetYourGuide received only 5 bookings. Today the platform is worth $2BN. They have raised from some of the best, including an amazing story with Masa Son and Softbank. In Today’s Episode We Discuss:…

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WBSP735: Grow Your Business by Learning the Top 10 ERP Systems for Service-centric Industries in 2025 w/ Sam Gupta 31:27

25d ago31:27

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Send us a text Evaluating ERP systems through the lens of service-centric versus product-centric industries is essential, as service-based businesses face a unique set of challenges that demand greater flexibility and configurability. Unlike their product-focused counterparts that rely on standardized inventory and supply chain modules, service org…

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20Product: How Duolingo Build Product 10x Faster with AI | Duolingo's Biggest Lessons on Paywalls, Push Notifications and In-App Purchases | Why Small Teams are the Future of Product | Why PMs Will Become ... 1:19:24

28d ago1:19:24

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Cem Kansu is the Chief Product Officer at Duolingo, where he leads product strategy for over 90 million monthly active learners. Since joining Duolingo, Cem has played a pivotal role in driving record user engagement, revenue growth, and product innovation, including the launch of Duolingo Math and the wildly successful Duolingo Music. Under his le…

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20VC: Scale's $14.8BN Acquisition: Is Scale a Dead Man Walking / What Did Meta Buy | Chime IPO: Are IPOs Hotter Than Ever | Ramp Hits $16BN Diluting Only 1% | Salesforce, Slack and Dropbox Falling Behind ... 1:06:44

29d ago1:06:44

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Agenda: 00:00 – Meta’s $14.8B Deal for Scale: The Analysis 05:40 – Will Scale Lose Their $800M ARR? Will All Customers Leave? 13:00 – Who is the Winner from All Scale Customers Leaving? 21:30 – Who Made the Most Money From Scale? 24:00 – LPs Just Got $14B Back. Are They Reinvesting? 26:45 – Chime IPO: The Breakdown 29:20 – Ramp Hits $16B Valuation:…

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WBSP734: Grow Your Business by Learning about the Phase 0 Planning for SAP ECC w/ Sana Asher 48:32

1M ago48:32

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Send us a text The transformation and Phase 0 planning for SAP ECC are pivotal in setting the stage for a smooth transition to a more agile and future-ready ERP environment. This initial phase focuses on a comprehensive assessment of the existing system landscape, uncovering opportunities for business process enhancements, and crafting a clear stra…

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WBSP733: Grow Your Business by Understanding Personio's Capabilities, an Objective Panel Discussion 55:45

1M ago55:45

55:45

Send us a text Despite rumors of SaaS’s decline, numerous SaaS companies boasting billion-dollar valuations continue to push innovation, particularly in Payroll and Human Capital Management (HCM). Yet, a paradox emerges as some of these firms, after initially delivering advanced HR features, have rolled back functionality, leaving users disappointe…

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20VC: How We Made $800M on Coursera | We Lost Money on Uber and Made Money on Lyft | We Did 3x on Postmates in 18 Months | DPI is King, MOIC is BS | We Dodged Theranos and I Still Lost Millions with Larry ... 1:34:40

1M ago1:34:40

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Larry Aschebrook is the Founder and Managing Partner of G Squared in what is one of the wildest stories of venture capital. Larry started G Squared with nothing, dialling for dollars having personally invested in Twitter and Uber. In his first fund, Larry made sizable bets into SpaceX, Palantir, Alibaba and Twitter. Larry has also had mega losses a…

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WBSP732: Grow Your Business by Learning the Top 10 ERP Systems for Product-centric Industries in 2025 w/ Sam Gupta 24:12

1M ago24:12

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Send us a text ERP systems designed for product-centric industries stand out by offering deep, purpose-built capabilities in critical areas such as bill of materials management, shop floor control, warehouse operations, and vendor collaboration. Unlike service-oriented ERPs, which may offer only basic support for procurement or inventory, these pla…

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Stop Searching for Happiness - Start Creating It with Sister Shivani 1:02:37

1M ago1:02:37

1:02:37

What if happiness wasn’t just a fleeting feeling, but our natural state of being? In this powerful and heart-opening session, Sister Shivani, Brahma Kumaris Spiritual Teacher and host of “Happiness Unlimited,” shares a deeply transformative message from Tony and Sage Robbins' 2024 Date with Destiny stage in Abu Dhabi—a spiritual wake-up call to rec…

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20VC: SpaceX, Tesla, Neuralink: Elon’s Empire After the Firestorm | Are Circle and Coreweave Meme Stocks: IPO Analysis | Anduril Raises $2.6BN & Becomes Founders Fund's 1st and 2nd Largest Check Ever ... 1:16:12

1M ago1:16:12

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Agenda: 00:03 – Circle’s IPO: Investors Just Left $BNs on the Table 00:06 – CoreWeave & Circle: Are We Back to Meme Stock Madness? 00:11 – Should Stripe and Databricks Finally Go Public? 00:17 – US Stock Markets: How They DOMINATE the Global Game 00:21 – 50% of Unicorns Are DOOMED. What Happens Now? 00:25 – Founders Fund Just Dropped $1B on Anduril…

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WBSP731: Grow Your Business by Learning Current Market Trends in the AI Space w/ Hyoun Park 50:15

1M ago50:15

50:15

Send us a text The AI-driven enterprise software landscape is undergoing rapid transformation, shaped by diverging stakeholder priorities and the evolving demands of real-world applications. While analysts focused on R&D highlight the potential of cutting-edge innovations, those examining implementation underscore the need for usability and measura…

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WBSP730: Grow Your Business by Learning from Enterprise Software Stories - Feb 2025, Ep 5, an Objective Panel Discussion 52:52

1M ago52:52

52:52

Send us a text The enterprise technology space is buzzing with bold moves and fresh innovations as major players double down on AI, unified commerce, and real-time data capabilities. Salesforce is making headlines with its planned launch of AI agents and a cloud-based POS for retailers, even as its CEO, Marc Benioff, critiques Microsoft Copilot as …

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20VC: Fiverr CEO: ‘If You’re Not Adapting to AI, F* You. You’re Done | Why "Time to Copy" is the Most Important Metric in Startups Today | Why 99% of AI Companies Today Will Die | Why Governments Will ... 1:06:00

1M ago1:06:00

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Micha Kaufman is the Founder and CEO of Fiverr, the leading online marketplace for freelance services. Fiverr has had an insane ride in the public markets, in 2019 the company went public with a $650M market cap, at their peak that hit over $8BN. Today, facing a wave of AI, the company has a market cap of $1.121BN on an estimated $430M EOY revenues…

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WBSP729: Grow Your Business by Learning the Top 10 Real-time Transportation Visibility Platforms in 2025 w/ Sam Gupta 20:43

1M ago20:43

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Send us a text A major trend shaping the Real-Time Transportation Visibility Platform landscape is the significant variation in platform scope and geographic coverage. While some platforms excel in specific transportation modes—such as ocean freight or truckload—they often fall short in delivering comprehensive insights due to limited modal support…

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20VC: The Science of Storytelling: Three Steps to Master the Perfect Story | From Near Death Experience to Unicorn Startup: The Untold Story of Omaze with Matt Pohlson 1:25:51

1M ago1:25:51

1:25:51

Matt Pohlson is the co-founder and Chairman of Omaze, the most insane story in startups that you have never heard. From near death experience to working with Arnold Schwarzenegger, George Clooney and The Pope. Omaze has raised over $200 million for charity by offering once-in-a-lifetime celebrity experiences and luxury house draws. He's a master st…

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20VC: Is Chamath Right: Is DPI The Only Thing That Matters | Does OpenAI Even Matter | Mary Meekers AI Report: The Analysis| IPO Breakdown: Chime, Circle & Thoma Bravo's New Fund 1:23:15

1M ago1:23:15

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Agenda: 00:00 – The Most Unfiltered Episode Ever Begins 03:30 – Does OpenAI Even Matter? Sam Lessin Says Maybe Not. 05:45 – TVPI Is Bullshit? 09:20 – Asset Gatherers vs Real Investors: Who Actually Wins? 12:15 – The Death of the Billion-Dollar VC Fund? 16:00 – Mid-Tier VC Funds Are Getting Annihilated 21:00 – Chime: Great Exit or Missed Opportunity…

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WBSP728: Grow Your Business by Understanding Creatio's Capabilities, an Objective Panel Discussion 53:08

1M ago53:08

53:08

Send us a text BPM has undergone a notable transformation, shedding its earlier complexity to become a powerful asset in ad-hoc CRM scenarios, particularly for industries with sophisticated customer engagement needs. While traditional CRMs suffice for straightforward use cases, they often falter when faced with rigid data structures that don’t alig…

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Tony Robbins x Robert Smith: The Power of the Playbook - Making Great Companies Extraordinary 1:14:30

1M ago1:14:30

1:14:30

Welcome to the debut episode of The Holy Grail of Investing, a new podcast from Tony Robbins and Christopher Zook, inspired by their #1 New York Times bestselling book. In this premier conversation, we sit down with Robert F. Smith, Founder, Chairman, and CEO of Vista Equity Partners, to explore how he built one of the most successful private equit…

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WBSP727: Grow Your Business by Learning from Enterprise Software Stories - Feb 2025, Ep 4, an Objective Panel Discussion 55:17

2M ago55:17

55:17

Send us a text The enterprise tech and AI landscape is evolving at a breakneck pace, marked by bold investments, leadership changes, and groundbreaking innovations. Mike Ettling’s departure from Unit4 prompts reflection on AI’s transformative role in ERP, even as companies like Overhaul secure $55 million to tackle persistent supply chain challenge…

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20VC: Windsurf Founder on Will Model Companies Own the App Layer | Why Moats Do Not Exist in a World of AI | Why the Notion of Single Person $BN Companies is BS | Lovable vs Bolt & Cursor vs Windsurf ... 1:05:58

2M ago1:05:58

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Varun Mohan is the CEO and Co-Founder of Windsurf, the leading AI-native IDE, which has over a million users and generates over 50% of all committed software across thousands of companies. Prior to Windsurf, Varun graduated with a Master’s in Computer Science from MIT and led a team at Nuro focused on large-scale deep learning infrastructure for au…

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WBSP726: Grow Your Business by Learning the Top 10 Supply Chain Suites in 2025 w/ Sam Gupta 21:27

2M ago21:27

21:27

Send us a text Supply chain suites distinguish themselves from traditional ERP and analytics platforms by being specifically designed to meet the intricate needs of supply chain-intensive industries. These industries depend on tightly integrated processes that span forecasting, procurement, logistics, and fulfillment, requiring systems that priorit…

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20Sales: From $2M ARR to $40M ARR: The Playbook | How to Use AI To Supercharge Your Sales Team | Why Pipeline Reviews are BS | The Sales Call Script that Closes 99% of Prospects and How to Hire the Best ... 1:18:34

2M ago1:18:34

1:18:34

Kyle Norton is the Chief Revenue Officer at Owner.com, where he scaled revenue from $2M to $40M ARR in under 3 years while selling to one of the toughest markets: SMB restaurants. Before Owner, Kyle led sales at Shopify, where he helped architect one of the most operationally elite GTM orgs in SaaS. Agenda: 00:00 – From Shopify to $40M ARR at Owner…