Best Kieran Flanagan Podcasts (2025)

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HubSpot’s Kieran Flanagan on how AI is transforming SaaS go-to-market 40:10

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24d ago40:10

40:10

Alex Theuma speaks with Kieran Flanagan about his learnings from leading AI and GTM at HubSpot. Kieran shares his journey from leading HubSpot’s inbound and PLG transformations to spearheading its AI-powered GTM initiatives, including:- Why integrating AI into your workflow is now essential for top performers.- The rise of new AI-driven roles like …

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Fireflies.ai's path to $1B valuation: How being "too early" to AI paid off 50:08

2d ago50:08

50:08

Most AI companies launched after ChatGPT went viral in 2022. Fireflies.ai started in 2016 - years before the AI revolution began.This week, Co-founder and CEO Krish Ramineni shares how he built a unicorn AI company with 80% organic growth.Krish and Alex discuss: - How being "too early" to AI became their biggest competitive advantage.- Why they cho…

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The #1 Job Needed in the AI Era Right Now 17:24

2d ago17:24

17:24

Want our One-Person Agency Stack (with 10 prompts)? Get it here: https://clickhubspot.com/hvn Ep. 365 Will businesses need more humans than ever to actually make AI work? Kipp and Kieran dive into why the AI revolution is creating an explosion of opportunity for consultants and businesses who know how to integrate new technology. Learn more on why …

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Everything you need to know about AEO in 2025 36:15

4d ago36:15

36:15

Want the guide to implement AI Engine Optimization (AEO) to your content? Get it here: https://clickhubspot.com/ymv Ep. 364 Did you know Google’s new AI-powered Chrome could mark “the death of web pages” as we know them? Kipp and Kieran dive into how Google’s latest Gemini integration is completely transforming search, content consumption, and the …

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How This AI Startup Grew to $50M ARR in 2 Years (Marketing Playbook) 22:04

9d ago22:04

22:04

Want to steal Gamma's influencer-led strategy? Get our 10 AI prompts: https://clickhubspot.com/hgb Ep. 363 Is influencer marketing the new product virality? Kipp and Kieran dive into the viral marketing playbook that skyrocketed an AI startup to $50M ARR and 50 million users with just 30 employees. Learn more on the explosive power of influencer-le…

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Moving from a lifestyle business to a growth business with the CEO of Ticket Tailor 29:46

10d ago29:46

29:46

This week, we revisit one of our most popular episodes from 2023.Alex Theuma is joined by Jonny White, founder & CEO at Ticket Tailor, who discusses their move from a lifestyle business to a growth business. Jonny shares: - Why he chose to bootstrap Ticket Tailor- The anti-climatic reality of getting acquired (and why he bought Ticket Tailor back!)…

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The Brand NEW AI Marketing Strategy for 2025 32:58

11d ago32:58

32:58

Want our free Loop Marketing Prompt Library (with 100 prompts)? Get it here: https://clickhubspot.com/kcl Ep. 362 Did you know that 58.5% of Google searches now end without a click? Kipp and Aja Frost, Sr. Director of Global Growth at HubSpot, dive into how AI has fundamentally changed the marketing landscape—and what you can do about it. Learn mor…

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This is How the Top 1% Marketers are Using AI 26:29

16d ago26:29

26:29

Want 22 ChatGPT Marketing Agents to handle your work? Get it here: https://clickhubspot.com/bpg Ep. 361 Marketing is only limited by your own creativity and ambition right now. Kipp and Nicholas Holland, Head of AI, SVP Product at HubSpot, dive into how the world’s top 1% of marketers are deploying AI for explosive growth. Learn more on why context…

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Scaling Customer.io to $100M ARR: Colin Nederkoorn on AI, growth, & longevity 33:15

17d ago33:15

33:15

Alex Theuma speaks with Colin Nederkoorn, CEO & Co-Founder of Customer.io, about the 12 year journey to (almost) $100M ARR, running a fully distributed team across 30+ countries, and how AI is reshaping the future of SaaS.Colin shares:- How Customer.io scaled to 7,800+ customers worldwide.- Why AI is no longer optional for SaaS companies, and how C…

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I Stole Microsoft CEO’s 4 Most Powerful AI Prompts 15:16

18d ago15:16

15:16

Want Kieran's 4 AI prompts that drive big results? Get it here: https://clickhubspot.com/uph Ep. 360 Did you know the CEO of Microsoft, just gave away his four most powerful daily AI prompts for boosting productivity and leadership? Kieran dives into how you can swipe, upgrade, and use the very same prompts Satya Nadella relies on every single day.…

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Marketing is Broken - This is the Future of Conversions (Loop Framework) 27:34

23d ago27:34

27:34

Want our NEW Loop Marketing Prompt Library? Get it here: https://clickhubspot.com/lmp Ep. 359 Did you know that 60% of Google searches now end without a single click? Kipp and Aja Frost, Sr. Director of Global Growth at HubSpot, dive into why traditional marketing is broken and what the future of conversions looks like in a world dominated by AI. L…

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The Startup Letting 99% of People Build Apps Without Code 34:36

25d ago34:36

34:36

Want our complete app-building guide + $25 Lovable credit? Get it here: https://clickhubspot.com/fkw Ep. 358 10% of all new sites on the internet in June were built with Lovable Kieran dives into Lovable, the fastest-growing app in Europe, with its co-founder Anton Osika. Learn more about the implications for marketers and founders, how distributio…

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How the Top 1% Use AI to 10x Their Productivity (Before Lunch) 22:10

1M ago22:10

22:10

Want Kieran's AI Executive Team Stack? Get it here: https://clickhubspot.com/kfv Ep. 357 Did you know 95% of all AI pilots are failing, according to a recent MIT study? Kieran dives into how the top 1% of executives, leaders, and founders are using AI to 10x their productivity—before lunch. Learn more about how to use AI as your Chief of Staff to e…

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Scaling RTA: CEO Josh Turley on culture, clarity, and getting to $14M ARR 20:55

1M ago20:55

20:55

This week’s episode comes live from SaaStock USA 2025. Join special guests Greg Head (Practical Founders) and Josh Turley (CEO, RTA) as they discuss the story of transforming RTA from a 1970s COBOL-based business into a thriving SaaS company with a $100M valuation.Josh shares:- Why a fanatical focus on culture and clarity fueled RTA’s growth.- The …

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Inside the $130M AI Startup Growing Faster Than ChatGPT 45:15

1M ago45:15

45:15

Want Elena's AI Tech Stack that helped grow her startup? Get it here: https://clickhubspot.com/fkv Ep. 356 Did you know Lovable is the fastest-growing AI app on the planet—scaling faster than ChatGPT? Kieran dives into what it takes to succeed in today’s AI-native startup world, with growth leader Elena Verna revealing how Lovable is changing the g…

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The New Marketing Playbook: Identity Over Algorithm 12:27

1M ago12:27

12:27

Want our Vibe Marketing Playbook to resonate with your audience? Get it here: https://clickhubspot.com/wua Ep. 355 Is the era of "who publishes the most content wins" over? Kipp, Kieran, and Alex Lieberman, co-founder of Morning Brew, dive into why marketers need to shift from churning out content to building a resonant brand identity that stands o…

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Reimagining software development: Guy Podjarny's AI Vision 31:32

1M ago31:32

31:32

Alex is joined by Guy Podjarny, serial entrepreneur and Founder and CEO at Tessl (and Founder of Snyk). In the episode, they discuss Guy’s incredible journey from founding Snyk (valued at $8.5B at its peak) to leaving the unicorn he built to tackle the next frontier: reimagining software development for the AI era.Guy reveals why he believes softwa…

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Only 2 Types of Marketers Will Survive the AI Era (Which Are You?) 15:11

1M ago15:11

15:11

Want our Full Stack AI Marketing Toolkit? Get it here: https://clickhubspot.com/wmb Ep. 354 Are marketing teams about to shrink because of AI? Kieran dives into how AI is transforming marketing teams, the skills that will set you apart, and what the future of marketing roles looks like. Learn more about the shift from specialists to generalists pow…

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Turn GPT-5 into Your Creative Writer with this one trick 21:49

1M ago21:49

21:49

Want our 10 advanced prompts for GPT-5? Get em' here: https://clickhubspot.com/ngm Ep. 353 Is GPT-5 any good for creative writing, or is it just another overhyped AI release? Kipp dives into the one trick most marketers miss that instantly turns any AI into a better writing assistant. Learn how to craft a content ICP that actually works, why copy-p…

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Scaling Storyblok: 270 people, 47 countries, $138M raised 35:53

1M ago35:53

35:53

Storyblok CEO and Co-founder Dominik Angerer joins Alex Theuma to share how a side project evolved into a global SaaS company with 270 people in 47 countries and $138M in funding. Dominik reveals the strategies behind scaling a fully remote team, expanding into the U.S., blending PLG with enterprise sales, and integrating AI to transform content ma…

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This AI Startup Is Beating Apple and NVIDIA at Their Own Game 35:01

2M ago35:01

35:01

Want Darius' 20 Prompts to create killer ad content? Get it here: https://clickhubspot.com/jdm Ep. 352 Is AI actually making our content worse—and could human imperfections be the key to better marketing? Kipp and Kieran dive into the real impact of AI on creative originality with Darius Lam, CEO and founder of NEX, an AI content platform built for…

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GPT-5 Just Dropped: What Marketers Need to Know 15:00

2M ago15:00

15:00

Want our 10 Advanced Marketing Prompts to use with GPT-5? Get the list here: https://clickhubspot.com/jgp Ep. 351 GPT-5 is here for everyone (including free users) and it's a meaningful step forward for AI. Kipp breaks down OpenAI's hour-long livestream so you don't have to, covering what GPT-5 means for marketers, the biggest improvements in codin…

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Everyone’s Using AI Wrong – This Is the Real Unlock 35:39

2M ago35:39

35:39

Want AI that works while you sleep? Get our blueprint for AI Agents in 2025: https://clickhubspot.com/wgv Ep. 350 Can you communicate four to five times faster with voice AI than typing? Kipp and Allan Guo, Cofounder & CEO at Willow, dive into the untapped power of voice AI for marketers, founders, and busy professionals, exploring how it can trans…

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$70M to $100M in 2.5 yrs: PandaDoc President on growth 20:52

2M ago20:52

20:52

This special episode comes live from SaaStock USA 2025. PandaDoc President Keith Rabkin joins Go Nimbly CEO Jen Igartua to reveal the strategies that took them from $70M to $100M ARR in just 2.5 years. In the 20 minute chat, Keith shares: - How PandaDoc wins against incumbents Docusign and Salesforce.- The strategy that helped PandaDoc increase fin…

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6 AI Marketing Strategies To 3x Conversion in 2025 35:59

2M ago35:59

35:59

Want Kieran's AI Marketing Playbook for 2025? Get it here: https://clickhubspot.com/wcf Ep. 349 By 2027, will 95% of all B2B buyer journeys start on an LLM? Kipp and Kieran dive into the essential AI-powered marketing playbook for building a modern marketing plan from scratch in today’s rapidly changing landscape. Learn more on how to win in AI sea…

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How to Turn Claude Into a 6 Person Marketing Team (AI Demo) 23:37

2M ago23:37

23:37

Want our 6 AI-engineered prompts to turn Claude into your own data analyst? Get it here: https://clickhubspot.com/vwr Ep. 348 What if you could build an entire year-long content strategy in just one AI prompt? Kipp dives into the brand new HubSpot and Claude AI integration that's set to revolutionize how marketers work. Learn more on building your …

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An existential moment for SaaS, Venkat Thiruvengadam on the AI shift 35:17

2M ago35:17

35:17

Host Alex Theuma is joined by DuploCloud Founder and CEO Venkat Thiruvengadam. Venkat shares his journey from Microsoft Azure to building a $50M-funded DevSecOps platform. He discusses bootstrapping the company for the first three years, through to leading the company through what he calls an “existential moment” for all SaaS businesses: the shift …

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Perplexity Comet: Testing the NEW AI Web Browser 19:51

2M ago19:51

19:51

Want more AI tools that will automate your work like this? Get a list of 40+ tools here: https://clickhubspot.com/mcb Ep. 347 Is this AI browser really good enough to be your default? Kipp dives into a hands-on unboxing of Perplexity’s new Comet browser to find out if the hype lives up to the reality, and whether AI-native browsing can truly superc…

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The New ChatGPT Agent Promised to Save Me Hours - Did It? 22:05

2M ago22:05

22:05

Want 22 ChatGPT Agents you can launch in 5 minutes? Get the prompts here: https://clickhubspot.com/akv Ep. 346 Is ChatGPT agent actually a game changer for marketers, or just more overhyped AI? Kieran dives into whether ChatGPT agent can truly automate complex marketing and growth tasks, or if specialized AI tools still reign supreme. Learn more on…

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Inside Protex AI: $54M raised, 300% growth, Fortune 500s closed 30:28

2M ago30:28

30:28

Dan Hobbs, CEO & Co-Founder of Protex AI, joins SaaStock’s Alex Theuma to break down how his startup is transforming factory safety using AI and how they scaled to triple-digit growth with an enterprise-first GTM motion.In this episode, you’ll learn:- How Protex AI went from YC to 300% YoY growth- Why they moved fast into the U.S. (and why you shou…

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How to Vibe Code Tools That Actually Grow Your Business 24:47

2M ago24:47

24:47

Want our 10 Vibe Code Prompts? Get it here: https://clickhubspot.com/aeh Ep. 345 Is “vibe coding” the most addictive and important new skill for marketers in 2025? Kieran dives into how any marketer can quickly build lightweight tools and apps using AI and no-code platforms like ChatGPT, Perplexity Labs, and Replit. Learn more on defining your ICP …

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How To Create A Lead Magnet With AI (Full Tutorial) 19:12

2M ago19:12

19:12

Want our 10 Prompts + Web App to Create a Lead Magnet? Get it here: https://clickhubspot.com/vwd Ep. 344 Did you know you can go from idea to publishing a working lead magnet app in under an hour with AI? Kipp dives into how AI code generation tools are changing the game for small businesses and marketers by making it easier than ever to build free…

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Scaling Mollie: SaaS growth, AI & fintech with Koen Köppen 27:13

2M ago27:13

27:13

In this episode of the SaaS Revolution Show, Alex Theuma talks to Koen Köppen, CEO of Mollie and ex-CTO of Klarna. Koen shares how Mollie is expanding from 6 to 31 markets by 2026, why they prioritise operational efficiency over growth hacks, and how AI reduced their customer contact rate by 3x. Plus: essential lessons for SaaS founders on market e…

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Is Grok 4 Worth $30/mo? (Full Test) 27:28

2M ago27:28

27:28

Want a list of Creative Prompts to test with Grok? Get it here: https://clickhubspot.com/jvk Ep. 343 Is Grok 4 really the smartest AI model? Kipp and Kieran dive into the hype, hands-on tests, and real-world marketing applications of Elon Musk’s latest AI release. Learn more on what makes Grok 4 different from other models, explore creative ways ma…

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The AI Stack That Makes Our Product Marketing 10x Faster 39:16

3M ago39:16

39:16

Want our Product Marketing team's AI stack (live interview + prompts)? Get it here: https://clickhubspot.com/ekg Ep. 342 How can you build a robust ideal customer profile with A ? Kipp, Kieran, and Rachel Leist (VP of Marketing for HubSpot) dive into how AI is making product marketing 10x faster—and dramatically more personalized—by automating ever…

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How AI Is changing SaaS and search: Insights from Mike Walrath (Yext) 37:51

3M ago37:51

37:51

This week, Alex speaks with Yext CEO Mike Walrath about his journey in the software industry, the challenges faced by SaaS companies, and the impact of AI on the market. Mike shares insights on leadership, the importance of judgment in decision-making, and how AI is reshaping marketing and SEO strategies. They also discuss the evolving SaaS landsca…

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This FREE AI Video Tool Makes Ads Faster & Better Than You 10:17

3M ago10:17

10:17

Want the ultimate list of 40+ AI tools (including AI video tools)? Get it here: https://clickhubspot.com/fvb Ep. 341 Did you know most AI video tools are still better at creating 6-8 second clips, than full-length ads? Kipp dives into the latest in AI video, sharing hands-on experiments with new tools and why the viral Cat Olympics video is a perfe…

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Joe Hyrkin on scaling Issuu to $30M, raising smart debt, and surviving as CEO 35:48

3M ago35:48

35:48

In this episode of the SaaS Revolution Show, host Alex Theuma speaks with Joe Hyrkin, CEO of Care Grit Learning and former CEO of Issuu. They discuss Joe's journey in the tech industry, focusing on his experiences with Issuu, its acquisition, and the importance of profitability and growth strategies. Joe shares insights on navigating debt, the chal…

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The Great Content Collapse 15:27

3M ago15:27

15:27

Ep. 340 Did you know that for every 18 pages Google scrapes from content publishers today, they now send back just one visit—down from two pages per visit a decade ago? Kieran dives into the “great content collapse” and what the changing landscape of AI-powered search means for the future of marketing and growth. Learn more on how Google and OpenAI…

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How I Turned Perplexity Labs into a Marketing Machine 26:29

3M ago26:29

26:29

Ep. 339 Did you know that Google search traffic is disappearing—and no one is giving us the new marketing playbooks? Kieran dives into how AI tools like Perplexity Labs are changing the game for marketers, revealing a future where you can create highly personalized campaigns at scale. Learn more on how to segment audiences in powerful new ways, lev…

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Bootstrapping Towards $100MM and a $1.7B Valuation 39:10

3M ago39:10

39:10

In this re-run episode of the SaaS Revolution Show, originally recorded in 2022, our host Alex Theuma is joined by Ross Andrew Paquette, Chairman and CEO at Maropost, to talk about bootstrapping a B2C CRM to $100MM and a $1.7B valuation.Ross shares:🚀 Maropost's founding story🚀 The big moves that took the company to $26MM in just 28 months (and the …

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These AI Tools Can Make a $50k Ad for $500 14:50

3M ago14:50

14:50

Ep. 338 Is AI video ready for primetime—or just a viral fad? Kipp and Kieran dive into the explosive growth and creative possibilities of AI-generated video, and what it means for businesses and marketers in 2025. Learn more on the latest viral AI video sensations (like cats in the Olympics!), the rapid rise in quality and accessibility of tools li…

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How Abacum tripled its revenue without adding headcount...then raised a $60M Series B 39:15

3M ago39:15

39:15

After a huge year of growth, Abacum just raised a $60M Series B.In this episode, Co-founder and COO Jorge Lluch joins Alex to discuss how they did it, including: tripling revenue without growing headcount, staying laser-focused on efficiency, and delivering a great product.They discuss:- Abacum’s early stages, including the decision to take time an…

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Use This Free Tool To Win Traffic From ChatGPT 13:07

3M ago13:07

13:07

Ep. 337 There’s a free tool that can help your brand show up more in AI-powered search results! Kipp dives into the new playbook for winning visibility in ChatGPT, Gemini, Perplexity, and the world of zero-click searches. Learn more on how to build a custom GPT to create AI-optimized content, the unique rules for ranking in AI search engines, and t…

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How to Rank #1 in ChatGPT Results (AI SEO Strategy) 47:10

3M ago47:10

47:10

Ep. 336 Is your organic traffic vanishing into the AI ether? Kipp, Kieran, and Aja Frost (Sr. Director of Global Growth at HubSpot), dive into the huge disruption AI-powered search is having on SEO, and exactly how brands should respond if they want to stay visible in a world dominated by LLMs and AI overviews. Learn more on what’s changing in sear…

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I Tested 5 AI Prompts That Replace Weeks of Creative Work 41:35

4M ago41:35

41:35

Ep. 335 Did you know that using the right AI prompt can turn a six-week creative project into a one-hour task? Kipp and guest Jason Keath, author of “The Case for More Bad Ideas”, dive into how marketers and creators can harness the power of AI prompts to dramatically speed up – and upgrade – the creative process. Learn more on building a repeatabl…

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Zeb Evans on how ClickUp got to $10M ARR in 2 years (now over $200M) 36:48

4M ago36:48

36:48

This is a re-run of a 2022 episode with ClickUp CEO and Founder, Zeb Evans.This is a re-run of a 2022 episode with ClickUp CEO and Founder, Zeb Evans. ClickUp is now doing over $200M in revenue but this popular episode is a look back at the early days. Zeb joins host Alex Theuma to discuss how the company reached $10M ARR in just two years, includi…

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AI Just Replaced a $100K Sales Analyst for $20/Month 29:36

4M ago29:36

29:36

Ep. 334 For just $20 a month, you can have your own “Harvard MBA analyst” working inside your business. Kipp and Kieran dive into the groundbreaking integration between HubSpot and OpenAI’s ChatGPT deep research, sharing why this changes the game for marketers and sales pros. Learn more on how AI-powered deep research can instantly level up sales, …

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This AI Does in 20 Minutes What Takes Video Teams 20 Days 41:23

4M ago41:23

41:23

Ep 333 In five years will the majority of social video will be AI-generated? Kipp, Kieran, and guest Gaurav Misra, of Captions, dive into the arrival of Mirage, a new AI video tool that turns 20 days of video production into 20 minutes of creative magic. Learn more on how AI-generated avatars will change the face of marketing for SMBs, why realism …

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How Typeform scaled to 150,000+ customers without losing focus 34:49

4M ago34:49

34:49

This is a special episode from SaaStock Europe 2024. Ryan Floyd (Founding MD at Storm Ventures) and Joaquim Lecha (Former Typeform CEO) discuss pivotal stages and learnings from Typeforms’s journey to $80M ARR and 150,000 customers. Check out the other ways SaaStock is helping SaaS founders move theirbusiness forward: 🇮🇪 SaaStock Europe: 14-15 Octo…