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The GTMnow Podcast

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The GTMnow Podcast
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  • GTM 166: SEO → AEO: The Next Big Shift in How People Discover Your Product
    Guy Yalif is Chief Evangelist at Webflow and a veteran B2B marketing leader with 20+ years across Twitter, Yahoo, BrightRoll, and as co-founder/CEO of Intellimize (acquired by Webflow). He champions AI-driven optimization for sites and content, bringing a rare blend of aerospace-engineer rigor and operator experience from four successful exits to help teams win the shift from SEO to AEO.Discussed in this episodeWhy AEO is an evolution of SEO (and what truly changes)The shift from keywords to “clusters of questions” as the new topic modelWebflow’s four-part AEO framework: content, technical, authority, measurementTactics that moved the needle: adding FAQs + schema; prioritizing freshnessWhy PR/brand and plain-text mentions matter more to AI enginesHow to measure AEO: presence in questions, share of voice, and sentimentWhere to start: two moves any founder can ship this weekRisks of ignoring AEO and the early-adopter advantageEpisode highlights00:21 — “Your SEO resources are your AEO resources. This is an evolution, not a reset.”01:15 — Webflow’s AEO promise: answer engines are a massive arbitrage—akin to early SEO/SEM/mobile.03:00 — Why “ranking for keywords” is obsolete; topics = clusters of questions across the funnel.07:49 — The 4-part AEO framework: content, technical (schema & structure), authority, measurement.10:11 — Case study: Add ~6 FAQs + inline schema to product pages → half of new citations came from 6 pages; +24% organic in 2 weeks.15:23 — If you only do two things: (1) answer questions comprehensively, (2) add schema metadata.21:46 — Webflow data: AI-search traffic converts ~6x better than non-branded organic; unbranded share grew from 0% → 42% in a year.24:02 — How buyers actually use LLMs in-flow; why your website still matters (to humans and machines).29:58 — The learning curve is back: why AEO is resetting the playing field and rewarding curiosity.This episode is brought to you by our sponsor:ZoomInfo is the GTM Intelligence Platform built for sales, marketing, and RevOps.By unifying data, workflows, and insights into a single system, ZoomInfo helps revenue teams find and engage the right buyers, launch go-to-market plays faster, and drive predictable growth.With industry-leading accuracy and depth of data, it gives your team the intelligence advantage to win in competitive markets.It’s trusted by the fastest-growing companies and has become the category leader in GTM Intelligence.Learn more at zoominfo.com.Follow Guy Yalif:LinkedIn: https://www.linkedin.com/in/gyalif/X (Twitter): https://x.com/gyalifX (formerly Twitter)Webflow author page: https://webflow.com/people/guy-yalifThe GTMnow Podcast The GTMnow Podcast is a weekly podcast featuring interviews with the top 1% GTM executives, VCs, and founders. Conversations reveal the unshared details behind how they have grown companies, and the go-to-market strategies responsible for shaping that growth.Visit gtmnow.com for more episodes and other interesting content.
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  • GTM 165: Vibe prompting, AI fluency, and the new rules of go-to-market | Kieran Flanagan
    Kieran Flanagan is the SVP of Marketing at HubSpot and Co-Host of Marketing Against the Grain. A longtime operator and investor, he’s at the forefront of how AI is reshaping go-to-market. With a background in engineering and years leading growth and marketing teams, Kieran now spends his time building, experimenting, and sharing lessons on how prompting, agents, and personality-led growth will define the next era of software companies.Discussed in this episodeWhy prompting and context engineering are the most important skills for GTM operatorsHow “vibe prompting” accelerates learning and output with LLMsThe three keys to building AI fluency inside teamsMeasuring ROI from AI across sales, marketing, and operationsWhy every professional is now a manager (of AI agents)How websites will evolve into multimodal closing mechanismsThe rise of personality-led growth in B2B marketingWhy curiosity and persistence matter more than ever in an AI-first worldEpisode highlights00:46 — The 100x difference between good and bad prompting03:57 — The rise of “context engineering” as a GTM skill07:22 — Kieran’s 3-part framework for AI fluency inside teams09:31 — Why “vibe prompting” is as powerful as vibe coding11:00 — How AI boosts conversions & deal velocity in sales workflows15:10 — Using ChatGPT memory as a personalized prompting coach22:19 — Everyone now manages a PhD-level AI intern31:12 — The 3 biggest shifts coming to GTM: influence, AI optimization, multimodal37:42 — Why AI makes human creativity more valuable than ever43:06 — The grind, reps, and curiosity as the ultimate AI skillsBrought to you by: MutinyAre you a B2B Marketer running campaigns for target accounts? Then you know the struggle: tedious and manual processes, endless delays to get things live, and sales feeling like you’re not doing enough.That’s where Mutiny comes in. Mutiny is the fastest place to launch breakthrough campaigns for your target accounts. AI agents research your accounts, build personalized landing pages, and scale everything from LinkedIn ads to sales handoffs, all in one seamless workflow. No more stitching tools together. Just smarter, more impactful campaigns powered by real data. Launch in days, not weeks.See why teams who use Mutiny generate 3X more account engagement.Book a demo at mutinyhq.comGuest linksLinkedIn: https://www.linkedin.com/in/kieranjflanagan/Newsletter (The AI Marketing Generalist):https://www.kieranflanagan.io/Podcast (Marketing Against the Grain):https://www.youtube.com/@MATGpod/videosHost linksLinkedIn: https://www.linkedin.com/in/sophiebuonassisi/ X (Twitter): https://x.com/sophiebuona Newsletter: https://thegtmnewsletter.substack.com/ Website: https://gtmnow.comThe GTMnow Podcast The GTMnow Podcast is a weekly podcast featuring interviews with the top 1% GTM executives, VCs, and founders. Conversations reveal the unshared details behind how they have grown companies, and the go-to-market strategies responsible for shaping that growth.Visit gtmnow.com for more episodes and other interesting content.
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  • GTM 164: 28th at Stripe → Billions: Cristina Cordova’s GTM Playbook (Linear, Notion)
    Cristina Cordova is a seasoned operator who has scaled some of the most iconic companies in tech. At Stripe, she built and led partnerships that became a foundational revenue engine, including the pivotal deal with Shopify. At Notion, she helped turn viral adoption into a durable distribution strategy powered by community. Today, Cristina is the Chief Operating Officer at Linear, where she’s applying her experience building high-velocity GTM engines to the next generation of developer-first tools.Discussed in this episodeWhy Cristina joined Stripe without knowing what an API wasBuilding Stripe’s early partnerships and salvaging the Shopify dealHow Notion pioneered community-driven growthLessons on brand, design, and investing for the long termWhat Cristina looks for in exceptional founders and operatorsHow Linear is scaling GTM with AI-driven prioritizationThe difference between “keeping the lights on” and transformative leadershipCristina’s frameworks for evaluating product resonance and customer loveEpisode Highlights00:43 — The rare superpower behind Cristina’s career: joining breakout companies early2:46 — Why Cristina joined Stripe without knowing what an API was12:22 — On Cristina’s first day, Shopify walked away from Stripe’s deal — and how she won them back16:55 — How Notion scaled by making consumer use free and fueling community-driven growth20:52 — Why investing in brand early is a leading indicator of durable growth25:27 — Cristina’s framework for spotting beloved products in the market37:53 — How Cristina applied lessons from Stripe to build Linear’s GTM from scratch47:30 — Where AI fits into GTM: prioritizing opportunities, not replacing humans56:01 — Why Linear built high-quality swag kits for early customers58:28 — Where to follow Cristina’s journey todayThis episode is brought to you by our sponsorHarmonic helps you discover the best startups way ahead of the competition. We use it at GTMfund, as do thousands of investors at firms like USV and Insight. GTM teams at companies like Notion and Brex also rely on the platform to stay ahead.Harmonic tracks millions of startups and lets you search using simple filters or natural language to match exactly what you’re looking for. When you find a company that looks interesting, Harmonic pulls everything into one place (founder backgrounds, traction, and market data) so you can quickly evaluate and understand if it’s a fit.At GTMfund, we even have a private Slack channel called #companywatchlist powered entirely by Harmonic.Get 2 dedicated sessions with their team to help you test and structure the perfect searches here.Guest LinksLinkedIn: https://www.linkedin.com/in/cristinajcordovaX (Twitter): https://x.com/cjCThe GTMnow Podcast The GTMnow Podcast is a weekly podcast featuring interviews with the top 1% GTM executives, VCs, and founders. Conversations reveal the unshared details behind how they have grown companies, and the go-to-market strategies responsible for shaping that growth.Visit gtmnow.com for more episodes and other interesting content.
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  • GTM 163: From $2M to $50M ARR to Unicorn: How Owner Scaled with AI & Talent Density | CRO Kyle Norton
    Kyle Norton is the Chief Revenue Officer at Owner, the fast-scaling restaurant SaaS platform valued at over $1B. Since joining from Shopify, Kyle has helped grow the company from $2M to $50M+ in ARR by instilling a high bar for sales talent, building RevOps early, and driving a disciplined go-to-market strategy. A podcast host himself, Kyle shares deep expertise on sales hiring, leadership, and GTM AI, while keeping his focus on building a generational company.Discussed in This EpisodeWhy Kyle let go of half the sales team just 45 days inThe importance of setting a high bar for sales talent and cultural fitInvesting in RevOps and data foundations far earlier than conventional wisdomHow to reduce churn by narrowing ICP and saying no to misfit customersLessons from running hiring retros to assess interview process effectivenessThe balance between remote vs. in-office roles for scaling GTM teamsHow Owner approaches AI in go-to-market, starting with data over “shiny tools”Kyle’s leadership philosophy: servant leadership and building for growthEpisode Highlights00:44 — Owner’s journey from $2M ARR to unicorn02:01 — Kyle explains why he fired half the sales team just weeks into the role04:56 — Why Owner set a sky-high bar for early sales hiring08:13 — Kyle’s case for bringing in RevOps “too early” and why it paid off12:39 — Reducing churn by saying no to 30% of potential customers15:57 — Why hiring fit matters more than a candidate’s “pedigree”21:49 — What Kyle learned from running hiring retros on interview data30:25 — Owner’s AI GTM transformation: starting with third-party data48:34 — Kyle’s take on the remote vs. in-office debate for sales teams54:53 — His leadership philosophy: servant leadership + relentless coaching59:19 — Kyle’s essential reading list for sales leadersThis episode is brought to you by our sponsors:QualifiedPiper is the #1 AI SDR on G2.AI SDR agents are changing the future of sales. And Piper is leading the way.Piper is the top-ranked AI SDR on G2, trusted by hundreds of high-growth GTM teams — including many in the GTMfund community. She works around the clock to follow up with every lead, book meetings, and qualify prospects, all by reading real buying signals.That means your team spends less time chasing and more time closing.Piper isn’t just automating repetitive work — she’s transforming pipeline generation at scale.Discover how AI SDRs like Piper can help you build pipeline faster at qualified.com.PursuitThe best talent isn’t actively job hunting. Pursuit helps companies hire elite go-to-market talent on a non-retainer basis. As a key GTMfund partner, they equip sales and marketing teams with top performers.If you’re hiring for sales or marketing roles, reach out to Pursuit at pursuitsalessolutions.com/gtm or message a GTMfund team member.Guest LinksLinkedIn:https://www.linkedin.com/in/kylecnorton/Podcast: https://therevenueleadershippodcast.com/The GTMnow Podcast The GTMnow Podcast is a weekly podcast featuring interviews with the top 1% GTM executives, VCs, and founders. Conversations reveal the unshared details behind how they have grown companies, and the go-to-market strategies responsible for shaping that growth.Visit gtmnow.com for more episodes and other interesting content.
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  • GTM 162: From PLG to Enterprise: How to Layer Sales Without Breaking What Works | Ghazi Masood
    Ghazi Masood is the Chief Revenue Officer at Retool, where he leads the go-to-market engine for the low-code developer platform. Previously he served as SVP & GM, Americas at Auth0 after leadership roles at Microsoft, Oracle, Polycom, and Nintex K2, and he advises several high-growth startups on GTM. A field-first operator, Ghazi specializes in layering sales onto product-led motions and building enterprise upgrade paths without breaking self-serve growth.Discussed in this episodeThe moment inbound stops being enough—and how to size the outbound gapWhy to bifurcate SDRs (inbound vs. outbound) and how to define lead sourcesProfiling inbound (more technical, SE-adjacent) vs. outbound (AE-track) talentStructuring self-serve as a permanent home vs. a stepping stone to enterprise“Ungate to upgrade”: using sustained overage/feature use as a right-sizing triggerPricing & packaging that pulls larger accounts to annual, committed plansThe “GTM engineer” model for AI-native, high-velocity companiesHiring pace, capacity planning, and the leadership principles that scaleEpisode highlights00:00 — Inbound eventually caps out; annual planning exposes the pipeline gap that outbound must fill.00:45 — What it really takes to add sales to a product-led motion—without breaking PLG.03:23 — First move: bifurcate SDR into dedicated inbound and outbound to drive focus and outcomes.04:18 — Nail definitions with Marketing: what counts as inbound vs. outbound (e.g., events ≠ inbound).06:37 — Decide the role of self-serve: permanent home for some segments vs. stepping stone to enterprise.09:41 — Ungated features as signals: after ~3 months of sustained overage/premium use, “right-size” the plan.12:09 — Why frictionless adoption beats hard gates—and how clear web docs make the convo non-adversarial.15:10 — When to move from pay-as-you-go to annual: sophistication and committed usage, not arbitrary timing.18:51 — Enter the “GTM engineer”: one person spans SDR → SE → AE → AM to capture massive inbound demand.25:36 — Frameworks that still work: MEDD(P)ICC and Solution Selling 2.0 for complex, multi-product deals.Sponsor – PursuitThe best talent isn’t actively job hunting. Pursuit helps companies hire elite go-to-market talent on a non-retainer basis. As a key GTMfund partner, they equip sales and marketing teams with top performers.If you’re hiring for sales or marketing roles, reach out to Pursuit at pursuitsalessolutions.com/gtm or message a GTMfund team member.Guest linksLinkedIn: https://www.linkedin.com/in/ghazi-masood-09195a2Company: https://retool.comHost linksLinkedIn: https://www.linkedin.com/in/sophiebuonassisiX (Twitter): https://x.com/sophiebuonaNewsletter: https://thegtmnewsletter.substack.comThe GTMnow Podcast The GTMnow Podcast is a weekly podcast featuring interviews with the top 1% GTM executives, VCs, and founders. Conversations reveal the unshared details behind how they have grown companies, and the go-to-market strategies responsible for shaping that growth.Visit gtmnow.com for more episodes and other interesting content.
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The GTMnow Podcast interviews well-known tech executive, VC, and founders - the expert operators in the trenches who have ‘been there, done that’ to build some of the fastest-growing software companies. Every week, a guest joins Sophie Buonassisi to dissect their stories, revealing expert insights around what worked, what didn’t, and how things actually went down.This podcast is produced by GTMnow, the media brand of GTMfund - sharing insight on go-to-market from working with hundreds of portfolio companies backed by over 350 of the best go-to-market executives. GTMfund is an early-stage VC fund focused on investing in the most exciting, up-and-coming B2B SaaS companies across the world. The LP network consists of VP and C-level Sales, Marketing, and Customer Success leaders from companies like DocuSign, Salesforce, LinkedIn, Snowflake, Okta, Zoom, and many more.Visit gtmnow.com for more details and to sign up for our newsletter and other content resources.
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