Best Best Smb Podcast Podcasts (2025)

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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

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16h ago1:23:15

1:23:15

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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55. From Breached to Bulletproof: How Smart Businesses Stay Ahead of Cyber Threats with Michael Ritsema 37:20

1d ago37:20

37:20

What would happen if your entire business was encrypted overnight? No files. No access. No plan. In this episode of UnHacked, we sit down with Michael Ritsema—cybersecurity strategist and President of i3 Business Solutions—who’s helped multiple companies survive full-scale breaches. Together with co-hosts Bryan Lachapelle and Mario Zake, we unpack …

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Big Business Marketing for your SMB: Unlocking Potential 25:11

2d ago25:11

25:11

In this episode of On the Record, we dive into how small and mid-sized businesses can harness big business marketing strategies to drive growth, scale impact, and compete in a rapidly evolving digital landscape. Joined by Michaela Mueller, Senior Marketing Manager at Tria, we explore how brands of any size can unlock the power of data-driven market…

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Getting Graded: Inside the Wild World of Card Authentication with TGA's Tyler Stilborn 1:03:38

3d ago1:03:38

1:03:38

Getting Graded: Inside the Wild World of Card Authentication with TGA's Tyler Ever wondered how a piece of cardboard can be worth millions of dollars? This week, we dive deep into the fascinating (and slightly insane) world of sports card grading with Tyler, founder of TGA(True Grade Authentication), a new Canadian authentication company that's sha…

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Venture Capital Pitfalls: Insights from Rand Fishkin 52:13

3d ago52:13

52:13

In this captivating episode of the Startup CEO Show, host Mark MacLeod sits down with Rand Fishkin, co-founder and CEO of SparkToro, for a candid conversation about entrepreneurship, venture capital, and building successful businesses. Rand, best known for founding Moz and his influential role in the SEO industry, shares invaluable insights from hi…

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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

4d ago1:05:58

1:05:58

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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DragonForce Ransomware: MSPs Under Attack! (EP 831) 19:57

6d ago19:57

19:57

This episode dives deep into the recent DragonForce ransomware attack that targeted an MSP using the SimpleHelp RMM tool, compromising both the provider and its clients. Uncle Marv is joined by Dave Sobel, host of MSP Radio and The Business of Tech podcast, to analyze what went wrong and how MSPs can avoid similar fates. The conversation covers the…

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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

7d 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…

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54. The Receipts Are Fake, The Photos Are Lies: A Small Business Owner's Survival Guide with Mounir Ibrahim 46:27

7d ago46:27

46:27

Three small business owners are about to discover why their $150 inspection costs are bankrupting them—and how one diplomat's experience in Syrian war zones revealed the game-changing solution. In this eye-opening episode, cybersecurity experts Justin, Bryan, and Mario sit down with Mounir Ibrahim, former US diplomat and Chief Communications Office…

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The Future of MSPs and AI's Impact on the Industry 26:36

8d ago26:36

26:36

Overview: In this episode of the SMB Community Podcast, hosts James and Amy discuss their Memorial Day experiences before diving into a deep discussion about the future of Managed Service Providers (MSPs) and the impact of AI on the industry. They examine predictions for 2026, including the staggering forecast that 75% of MSP services will be deliv…

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20VC: OpenAI's $6BN Jony Ive Deal | YC Is Both Chanel and Walmart—and Has Officially Won | Builder.ai Implodes and Hinge IPOs: Who Wins & Who Loses | Seed Is Easy. Series A Is Brutal & The Dirty Truth ... 1:19:44

8d ago1:19:44

1:19:44

Agenda: 00:00 – Why “Fund Returners” Are a Myth in Late-Stage VC 05:02 – Builder.ai Implodes: $500M Gone & Fraud Allegations Begin 11:40 – The Dirty Truth About Late-Stage Venture Math 15:57 – The Hinge IPO: Who Won, Who Lost, and Why It’s a Game Changer 23:03 – The Chime Bombshell: Late-Stage VCs Forced to Crystallize Huge Losses 27:14 – Why YC Is…

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Look the Part: Video Appearance Tips for IT Pros (EP 830) 1:00:27

8d ago1:00:27

1:00:27

Uncle Marv welcomes back Lisa Shorr, a leading authority on personal branding and client experience for IT businesses, for a lively and insightful discussion on video meeting etiquette. After breaking down the latest cybersecurity threats, the conversation shifts to the “new normal” of remote and hybrid work, where your camera is your connection to…

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Why Pax8 Beyond is a Must-Attend for MSPs (EP 829) 30:58

8d ago30:58

30:58

Watch the video here: https://www.youtube.com/watch?v=VSQ4kIIBbRQ === Join Uncle Marv and Rob Rae as they preview Pax8 Beyond 2025, the can’t-miss conference for managed service providers. Rob shares the inside story of how this event has grown into a global phenomenon, with plans for expansion into Europe and Southeast Asia. Listeners get a sneak …

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Syncro XMM: MSP’s Secret Weapon (EP 828) 48:14

9d ago48:14

48:14

Uncle Marv welcomes Syncro’s CEO Michael George and Chief Product Officer Dee Zepf for an in-depth conversation about the all-new XMM platform. Listeners get an insider’s look at how Syncro is addressing the biggest pain points for MSPs—integrating Microsoft 365 management, automating security baselines, and streamlining workflows within a single p…

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53. The One Thing That’s Tanking Your Business Value (And How to Fix It) with James DuBos 36:10

9d ago36:10

36:10

Are your cybersecurity gaps quietly devaluing your business? In this episode, entrepreneur and advisor Jim DuBos shares the top reasons buyers walk away—and how small business owners can protect their company’s value before it’s too late. Learn the 3 essential controls every buyer looks for, how to build a culture of security, and why cybersecurity…

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Obliterating the Box with Nancy Henriquez (EP 827) 31:59

9d ago31:59

31:59

Uncle Marv sits down with Nancy Henriquez, CEO of Sibyl Consulting Group and a force for change in the MSP community. Nancy shares her journey from launching a break-fix shop at 22, building and selling her own MSP, working with SuperOps, and finally founding Sibyl Consulting. She explains the origin of her company’s name, rooted in Greek mythology…

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20VC: The Most Insane Story in Startups: Airwallex: The Angel That Turned $1M into $1BN | The Fund That Pulled a Term Sheet & Lost $1BN | Rejecting Stripe's $1.2BN Offer | Scaling to $1BN in Revenue ... 1:26:48

10d ago1:26:48

1:26:48

Airwallex is the most insane story in startups: The best angel investment ever: The angel that turned $1M into $1BN. One of the world's best VCs pulled a term sheet and lost $1BN. The company turned down a $1.2BN offer from Stripe. The company scaled to $1BN in transaction volume in 9 months. The company has never not grown 100% in a year. Jack Zha…

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Kyle Schumacher of Caliente Hot Sauce Company 58:25

10d ago58:25

58:25

Kyle Schumacher, founder and owner of Caliente Hot Sauce Company, joins the podcast to discuss his entrepreneurial journey from trades worker to successful hot sauce manufacturer. Based in British Columbia, Kyle has built a unique fresh hot sauce business that operates exclusively in refrigerated retail sections. find Kyle here: https://www.linkedi…

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Building Relationships: The Key to Successful Company Acquisitions 52:41

10d ago52:41

52:41

In this insightful episode of the Startup CEO Show, host Mark MacLeod sits down with Eli Portnoy, a serial entrepreneur with two successful exits under his belt. Portnoy shares his journey from his first venture to his current role as co-founder and CEO of BackEngine, offering a masterclass in navigating acquisitions and building thriving startups.…

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20VC: ElevenLabs Head of Growth on Why You Do Not Need PMs | The 7-Part Launch Playbook That Gets 700K+ Views Per Product | The Truth About CAC, Payback & Performance Marketing in AI with Luke Harries 1:15:44

14d ago1:15:44

1:15:44

Luke Harries is Head of Growth at ElevenLabs, where he leads marketing, product, engineering, and developer experience. ElevenLabs has raised $281M with the latest round pricing the company at $3.3B valuation. Previously, Luke held roles at PostHog and Microsoft, and is also an angel investor supporting startups like Lovable and Runna. In Today’s E…

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History Lessons for Modern Cyber Risk (EP 826) 47:45

14d ago47:45

47:45

Uncle Marv welcomes Nick Shevelyov, former CIO of Silicon Valley Bank and CEO of VCSO.AI, for a masterclass in cybersecurity storytelling and risk management. Nick shares how his unique journey—defending the innovation economy, banking tech giants, and advising boards—led him to write “Cyber War and Peace,” a book that uses analogies from history t…

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Where is the Market: Where do I sell my MSP Practice? 24:05

15d ago24:05

24:05

Overview: In this episode of the SMB Community Podcast, hosts James and Amy discuss the viability of selling small MSP practices, emphasize the growing market for small MSP sales, and suggest dual strategies for business growth through acquisitions and marketing. The conversation covers Berkshire Hathaway CEO Warren Buffett's step down and the impa…

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20VC: Chime IPO: The Breakdown | Why Fund Returners Are Not Enough & Seed is for Suckers | Are IPOs Dead & The Future of the Late Stage Private Market | Rippling vs. Deel Lawsuit: WTF Happens Now? 1:17:53

15d ago1:17:53

1:17:53

Agenda: 04:34 Chime's IPO Announcement: Who Wins & Who Loses 06:28 The Lopphole That Means Chime Has a Better Business than JP Morgan 10:51 Why Investors Who Invested at $25BN Will Make Money When it IPOs at $12BN 18:59 Are IPOs Dead & The Future of the Late Stage Private Market 27:32 Exits are Larger Than Ever: So What? What Happens? Who Wins? Who…

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Surviving MSP Pressure & Burnout (EP 825) 1:05:24

15d ago1:05:24

1:05:24

Industry News: Chrome & Windows 10: Chrome’s password manager gets a major upgrade, offering one-click fixes for weak or compromised passwords, while Microsoft issues a crucial Windows 10 patch to fix a bug locking users out. Marv and Dawn break down what these updates mean for MSPs and their clients. MSP Differentiation & Business Models: Dawn dis…

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52. Deepfakes Are Coming for Your Business: Here’s How to Fight Back with Ilke Demir 52:11

16d ago52:11

52:11

In this episode, hosts Justin Shelley and Mario Zaki welcome Dr. Ilkay Damir, a deep fake detection expert who developed FakeCatcher at Intel. Dr. Damir explains how deepfakes threaten businesses through financial scams, political misinformation, and reputation damage. She discusses her groundbreaking technology that detects fake videos by analyzin…

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Building a Marketing Agency with Staying Power 27:00

17d ago27:00

27:00

How do you build a marketing agency that not only lasts—but thrives in a fast-moving, tech-fueled digital world? In this episode, we sit down with Ryan Kulka, Founder and Owner of BOOM! Marketing Agency, to uncover the foundation of over 11 years of agency success. From BOOM!’s early vision to crafting powerful brand strategies and long-term client…

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The Newfoundland Chocolate Company 57:55

17d ago57:55

57:55

In this special episode of "This Commerce Life," host Phil travels to St. John's, Newfoundland, where he tours the Newfoundland Chocolate Company with founder Christina Dove. Christina shares her remarkable journey from neuroscientist to chocolatier and gelato expert, detailing how she built her thriving business from her basement to a factory prod…

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AI's Impact on SaaS: Why Software is Changing Forever 52:11

18d ago52:11

52:11

In this captivating episode of the Startup CEO Show, host Mark MacLeod sits down with Josh Pantony, co-founder and CEO of Boosted AI, to explore the cutting-edge world of artificial intelligence in finance. Josh, a veteran in the AI space, shares his journey from co-founding Maluva, an early competitor to Siri, to his current role revolutionizing W…

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20VC: Duolingo Co-Founder on Why $3M is Harder than $100M to Raise | Why You Should Always Take Tier 1 VCs Even at Worse Terms | Why Europe Can't Win Unless the US Screws Up | How AI Impacts the Future ... 1:31:43

18d ago1:31:43

1:31:43

Severin Hacker is the Co-Founder and CTO of Duolingo, the world’s most downloaded education app with over 100 million monthly users. Since its 2021 IPO, Duolingo has reached a market cap of $20BN. The company has raised over $183M from top-tier investors including CapitalG, Kleiner Perkins, Union Square Ventures, NEA, Ashton Kutcher, and Tim Ferris…

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20Product: Figma CPO on How Figma Builds Products: What Works, What Does Not | How Figma Does Testing and Product Reviews | The Future of Design, Engineering and Product with Yuhki Yamashita 1:01:51

21d ago1:01:51

1:01:51

Yuhki Yamashita is the Chief Product Officer at Figma, where he leads the development of one of the world’s most beloved design platforms. Previously, he was Head of Product at Uber, overseeing the core rider experience used by millions globally. A master of product storytelling and team-building, Yuhki has redefined how world-class digital product…

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MSP Industry Trends: Interview with Rich Freeman of Channelholic 24:53

22d ago24:53

24:53

Overview: In this episode of the SMB Community Podcast, host James Kernan interviews industry guru Rich Freeman of Channelholic. Rich discusses his background in covering the SMB channel and managed services, along with his insights on current industry trends. They delve into the impacts of supply chain uncertainties, AI adoption and its implicatio…

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20VC: Tiger Global Saved by OpenAI | Coatue's New Fund: Hype or Substance | Why SBF is the Greatest Investor of the Last 5 Years | Why Big Funds are Investing in Perplexity 1:14:37

22d ago1:14:37

1:14:37

Items Mentioned in Today’s Episode: 04:11 Owner’s New $120M Round at $1BN 06:05 Why Series A is F****** Today 14:55 Could Tiger Global Be Saved by OpenAI and Scale 22:43 Why SBF is the Greatest Investor of the Last Decade 31:34 Why No Individuals Should Invest in Venture Funds 36:27 Why Microsoft Laying 3% of Their Workforce Off is not Enough 41:38…

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TechCon Unplugged Hits the Road (EP 824) 56:51

22d ago56:51

56:51

Uncle Marv welcomes back Paco Lebron for an episode packed with honest MSP talk, laughs, and a fresh take on community events. Hear why TechCon Unplugged is hitting the road this year, moving away from the big annual gathering to a more intimate, city-based tour designed to spark real connections and practical conversations. Paco pulls back the cur…

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51. Behind the Likes: What Small Business Owners Must Know About Social Media Fraud 59:00

23d ago59:00

59:00

In this episode of UnHacked, hosts Justin Shelley and Mario Zake are joined by Tim O'Hearn, author and former software engineer, to explore the darker side of social media engagement strategies. Tim shares insights from his personal journey of creating social media bots and discusses the implications of fake activity on platforms like Instagram. Th…

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Giant Rocketship: Smarter Ticketing (EP 823) 50:02

23d ago50:02

50:02

In this lively episode of Uncle Marv’s IT Business Podcast, Marvin Bee sits down with Dustin Puryear, CEO and founder of Giant Rocketship, for a candid, insightful, and often hilarious conversation about the real-world challenges of automating helpdesk operations. Dustin, a former MSP owner himself, shares how Giant Rocketship is changing the game …

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Sarah Harper and the Fiery World of Stoke The Fire Hot Sauce 50:07

24d ago50:07

50:07

Sarah Harper and the Fiery World of Stoke The Fire Hot Sauce Join hosts Phil and Kenny for an engaging conversation with Sarah Harper, the self-proclaimed "Sauceress" and CEO of Stoke The Fire Hot Sauce. This episode takes you on a journey from Sarah's fascinating background as a performance artist and Arctic chef to her current life as a passionat…

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Navigating Burnout and Building a Best Place to Work - with Craig Letton 49:42

25d ago49:42

49:42

In this episode of the Startup CEO Show, Mark MacLeod sits down with Craig Letton, founder and CEO of alcohol marketing platform hyble, for a raw and honest discussion about entrepreneurship, burnout, and building a successful global business. Craig shares the remarkable story of how he took over his parents' small print shop in Scotland and transf…

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20VC Exclusive: Mercury Founder Launches First $26M Fund | Why Founders Should Take the Highest Price | Why Serial Entrepreneurs are Better | Why AI Is So Overhyped | The Future of Venture Capital with ... 1:02:21

25d ago1:02:21

1:02:21

Immad Akhund is the CEO of Mercury. Launched in 2019, Mercury has raised $500M in funding from Sequoia, Coatue, CRV, Andreessen Horowitz and others. He is a former part-time partner at Y Combinator and is an active angel investor, with more than 350 investments in startups including Rippling, AirTable, Rappi, Applied Intuition, and Substack. In Tod…

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20VC: Four Traits of the Most Successful Founders | How to Hunt and Close Talent Like a Pro and Where All Founders Go Wrong | Lessons Raising $397M From the Best Investors in the World with Eléonore Crespo ... 1:09:46

28d ago1:09:46

1:09:46

Eléonore Crespo is the Co-Founder and CEO @ Pigment, one of Europe’s fastest-growing companies. With Pigment, Eleonore has raised over $397M from the best in the world including ICONIQ, Greenoaks and IVP to name a few. Prior to Pigment, Eléonore was on the other side of the table as an investor with Index Ventures. In Today's Episode We Discuss: [0…

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Exploring the Four-Day Work Week 37:34

28d ago37:34

37:34

Overview: In this episode of the SMB Community Podcast, hosts Amy & James dive into the concept of a four-day work week for IT professionals. They explore the pros and cons, including staggering staff schedules and focusing on productivity. The hosts also discuss how the current economic climate might impact tech spending and business operations. A…

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Windows 11: Forced Update Alert (EP 822) 35:43

29d ago35:43

35:43

Main Theme & Key Takeaways This episode centers on resilience-how IT professionals juggle demanding projects, unexpected technical hurdles, and personal upheaval, all while staying ahead of industry changes. Marv’s firsthand stories and practical advice make this episode a masterclass in adaptability, resourcefulness, and the importance of communit…

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50. Security Is a Team Sport: Turning Employees from Liabilities to Cyber Defenders 45:33

29d ago45:33

45:33

This episode focuses on the critical role people play in cybersecurity. The hosts discuss how most breaches (95-97%) involve human error, emphasizing that while technology defenses are important, humans remain the weakest link. They explore how hackers exploit human psychology through social engineering and why creating a positive security culture …

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20VC: Benchmark vs a16z: Why Stage Specific Firms Win | Windsurf Sells For $3BN | Decagon Raises at 100x ARR | Do Mega Funds Win the Future of VC | What Does Harvard's Losing Their For-Profit Status Mean ... 1:11:34

30d ago1:11:34

1:11:34

Today’s Topics: 04:44 Analysis of $3 Billion Windsurf Acquisition 12:39 Will Mega Funds Win the Future of Venture Capital 18:39 Does Every Fund Have to do Pre-Seed to Win Series A and B Today 27:53 Why AI Will Create Massive Unemployment 31:06 The $100,000 Bet on the Future of Work 35:52 Why Venture Has Become a Bundled Good 37:52 Why Stage Specifi…

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More Data, More Revenue: The Secret to Smarter Lead Generation 27:50

1M ago27:50

27:50

In this Season Three premiere of On The Record, we explore how marketers can turn overwhelming amounts of data into smarter lead generation with the help of Leadpages’ built-in lead enrichment tools. Inspired by MF DOOM’s conceptual album Mm..Food, we draw powerful parallels between niche branding and targeted marketing, revealing how data segmenta…

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From Restaurant Owner to Tea Entrepreneur with Nicole Keats 47:17

1M ago47:17

47:17

From Restaurant Owner to Tea Entrepreneur with Nicole Keats Join hosts Phil and Kenny as they sit down with Nicole Keating, founder of The Newfoundland Tea Company. In this candid and energetic conversation, Nicole shares her remarkable journey from running a fine-dining bistro in Gander to building a premium organic tea brand that's rapidly expand…

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20VC Exclusive: Why Mega Platforms Will Win in VC | Why You Cannot Do VC If You Do Not Do Pre-Seed | Why Market Sizing is BS | Where Will Foundation Models Build/Buy Apps vs Where Will They Not with Bucky ... 1:05:07

1M ago1:05:07

1:05:07

Bucky Moore is a Partner @ Lightspeed Venture Partners, announced exclusively in the show today on 20VC. Prior to Lightspeed, Bucky spent an incredibly successful 7 years at Kleiner Perkins working with Mamoon Hamid to build one of the most successful early stage firms of the last decade. Bucky has made investments in the likes of Prisma, Netlify, …

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Athlete to Entrepreneur: PartnerStack Founder's Winning Mindset 54:49

1M ago54:49

54:49

In this episode of the Startup CEO Show, Mark MacLeod sits down with Bryn Jones, co-founder and CEO of PartnerStack, to explore the world of B2B partnerships and scaling a successful SaaS company. As PartnerStack approaches its 10-year anniversary, Bryn shares valuable lessons from his journey as a competitive swimmer turned entrepreneur. He discus…