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The GTMnow Podcast

GTMnow
The GTMnow Podcast
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627 episodes

  • The GTMnow Podcast

    How AI Killed the Discovery Call | Sam Senior, Founder & CEO of TestBox

    16/04/2026 | 57 mins.
    AI isn't just changing how we sell. It's changing how buyers make decisions before they ever talk to you.
    Sam, Founder and CEO of Test Box, joins Sophie on GTMnow to break down exactly what's happening to the B2B software buying process right now, and what go-to-market leaders need to do about it immediately.
    If you're a founder, CRO, or AE wondering why your pipeline feels different, this conversation will give you a clear framework for what's happening and what to do next.
    What we cover:
    Why 70-80% of purchase decisions are already made before the first call (and it's accelerating)
    The shift from discovery calls to validation calls, and how to prepare
    CEO (AI-version of SEO): how LLMs are shaping what buyers believe about your product
    The "day one shortlist" shrinking from 3-4 vendors to 1-2 vendors
    Agent-to-agent procurement: Sam's timeline for when AI agents fully take over buying
    Why the mid-funnel is actually getting longer, not shorter
    The "Fake Nothing, Prove Everything" campaign that went viral post-Series A
    How Test Box runs 15 AI experiments per week across the entire company
    Using Google Vertex video analysis to read prospect body language on sales calls
    How to build an AI-first culture without burning out your team
    Books: The 15 Commitments of Conscious Leadership, No Ego, Courageous Marketing, Good to Great

    Timestamps:
    0:00 - Cold open
    1:09 - What Test Box does
    2:43 - How buying has changed
    5:48 - What founders/CROs should do now
    7:05 - GEO: AI version of SEO
    9:02 - Why mid-funnel is expanding
    21:17 - Agent-to-agent procurement
    26:02 - All procurement by agents in 3-5 years
    29:09 - How vendors differentiate beyond product
    33:30 - The croissant campaign breakdown
    45:50 - 15 AI experiments per week
    47:10 - Analyzing prospects via video AI
    48:29 - Building AI culture in your team
    52:39 - Book recommendations

    Guest: Sam Senior, Founder and CEO TestBox
    Linkedin: https://www.linkedin.com/in/samuelsenior/
    Test Box: https://www.testbox.com
    Host: Sophie Buonassisi, SVP Marketing at GTMnow
    LinkedIn: https://www.linkedin.com/in/sophiebuonassisi/
    Newsletter: https://thegtmnewsletter.substack.com
    Visit us on: https://gtmnow.com
    Follow us on LinkedIn: / gtmnow
    Follow us on X (Twitter): https://x.com/GTMnow_ 
    Follow us on YouTube: / @gtm_now 
    Follow us on TikTok: / gtmnow_ 
    Follow us on Instagram: / gtmnow_
  • The GTMnow Podcast

    VC: Your First VC Meeting Will Be Agent-to-Agent | Auren Hoffman (Flex Capital)

    15/04/2026 | 57 mins.
    Auren Hoffman (Flex Capital) joins the GTMnow podcast to share some of the most contrarian takes in tech today, from why AI moats are gone, to why your next VC meeting will be with a bot, to why AI is secretly going to trigger a baby boom.

    In this episode:
    - Why Auren runs 500+ AI agents to source deals, and what that means for founders raising capital
    - The "agent-to-agent" meeting prediction: by end of 2026, first VC conversations will be fully automated
    - Why every software moat has been "blown up" and what Salesforce, LinkedIn & DocuSign need to do to survive
    - The OpenAI x The Hustle acquisition breakdown: why it's the smartest (and cheapest) distribution play in AI
    - Why missing a great deal is 10x more painful than making a bad one, Auren's honest VC mistake framework
    - The baby boom thesis: why AI, IVF, self-driving cars & cheaper energy could reverse the fertility decline
    - Why companies won't sign yearly SaaS contracts anymore, and what that means for every B2B founder

    Auren Hoffman is the founder of Flex Capital, SafeGraph, and LiveRamp. He's an early backer of Replit, Perplexity, Rippling, Vercel, Coinbase, Chime, and AppLovin.

    Connect with Max: 
    https://x.com/hackitmax
    https://www.linkedin.com/in/maxaltschuler

    Connect with Auren:
    https://x.com/auren
    https://www.linkedin.com/in/auren/
    https://www.youtube.com/@summationpod

    GTMnow shares how the best in tech build, scale and invest.
    Visit gtmnow.com for more episodes, The GTMnow Newsletter editions, and other content.

    GTMnow is run by GTMfund - we are an early-stage venture firm made up of 350+ go-to-market executives from the fastest-growing companies.

    Chapters:
    00:00 - Intro
    01:05 - GTMfund Q1 recap 
    02:38 - OpenAI x The Hustle breakdown 
    06:18 - Redpoint's optimal VC deployment period 
    11:24 - Auren Hoffman intro 
    13:04 - Why am I seeing this deal? 
    26:26 - Sizing up founders at Replit, Perplexity & Rippling 
    28:49 - What separates great founders 
    32:10 - 500+ AI agents for deal sourcing 
    33:40 - Agent-to-agent VC meetings by 2026 
    45:13 - Every software moat is blown up 
    49:09 - Who kills Salesforce next? 
    51:30 - Why no one signs yearly SaaS contracts anymore 
    51:50 - AI will trigger a baby boom 
    56:22 - Thinking generationally

    #AI #VentureCapital #GTM #StartupFunding #AurenHoffman #FlexCapital #SaaS #ArtificialIntelligence #Founders #Sales

    Visit us on: https://gtmnow.com
    Follow us on LinkedIn: https://www.linkedin.com/company/gtmnow
    Follow us on X (Twitter): https://x.com/GTMnow_
    Follow us on YouTube: https://www.youtube.com/@GTM_now
    Follow us on TikTok: https://www.tiktok.com/@gtmnow_
    Follow us on Instagram: https://www.instagram.com/gtmnow_/

    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.
  • The GTMnow Podcast

    How One Hackathon Took Zapier’s AI Usage From 10% to 97% | CEO of Zapier

    08/04/2026 | 39 mins.
    Wade Foster is the CEO of Zapier, a company that sits between 7,000+ apps and runs millions of automations every single day. That gives him a front-row seat to how companies are actually adopting AI, not just talking about it.
    In this episode, Wade breaks down the exact decisions he made at Zapier to go from 10% AI usage to 97% company-wide, why agents and workflows are not the same thing, and what most leaders are getting completely wrong about AI fluency.

    What you'll learn:
    The difference between agents and workflows (and when to use which)

    What triggered Zapier's internal "Code Red" after GPT-4 launched

    The one-week hackathon that took AI adoption from 10% to 50% overnight

    The AI fluency rubric Zapier built: Unacceptable, Acceptable, Adaptive, Transformative

    Why leaders who aren't using AI are the biggest bottleneck in their companies

    How to measure AI ROI: floor raisers vs ceiling raisers

    How AI now handles 50% of Zapier's customer support tickets

    Wade's personal "advisory council" of AI sub-agents he uses for every major decision

    Why building a company today is 10x cheaper but distribution is 10x harder

    The truth about fundraising: you're selling your company, not raising money

    How Zapier stayed profitable by only hiring when it hurt

    Guest: Wade Foster, CEO of Zapier
    LinkedIn: https://www.linkedin.com/in/wadefoster/
    Company - Zapier: https://zapier.com

    Host: Sophie Buonassisi, SVP Marketing at GTMnow
    LinkedIn: https://www.linkedin.com/in/sophiebuonassisi/
    Newsletter: https://thegtmnewsletter.substack.com

    Episode highlights
    0:00 - Intro
    1:13 - The Seinfeld Quote & Kanye Text story
    3:16 - Workflows vs. Agents: What's the difference?
    6:09 - Zapier's Code Red moment
    8:55 - The hackathon that moved AI adoption from 10% to 50%
    12:06 - Making AI fluency a hiring requirement
    13:47 - Building the AI fluency rubric
    16:40 - Why leaders are the biggest AI bottleneck
    18:12 - Revenue impact of going AI-first
    22:09 - Would Wade build Zapier differently today?
    23:20 - Is Zapier's moat at risk from agents?
    24:59 - Staying profitable with minimal capital
    28:37 - The riskiest contrarian bet that paid off
    31:52 - Wade's 3 personal AI workflows
    36:53 - Favorite books for founders

    GTMnow is the media brand of GTMfund, sharing go-to-market insights from working with hundreds of portfolio companies backed by 350+ of the best GTM executives.
    Subscribe for weekly episodes with the operators, founders, and investors behind the fastest-growing software companies.
  • The GTMnow Podcast

    VC: Investing at Inception in the Age of AI Agents | Ed Sim (Founder & GP, Boldstart)

    01/04/2026 | 49 mins.
    Ed Sim has been a VC for 30 years. He's backed companies like Clay, Front, BigID, and Snyk. He writes What's Hot in Enterprise IT every single Saturday, 489 weeks in a row. And right now, he says this is the most exciting and terrifying moment he's ever seen in his career.
    In this episode, Max and Ed break down what's actually happening inside startups and boards right now, why the old playbooks are dead, and what separates the companies that will survive this AI shift from the ones quietly getting killed by it.

    Discussed in this episode
    Why engineering is no longer your bottleneck (and what is)

    The 5 P's Ed uses to evaluate every inception-stage investment

    The autonomous enterprise thesis and what it means for how companies are built

    Why AI-native leadership is now a survival reqxtuirement, not a nice to have

    The full Clay story: $600K to $100M ARR, how they stayed lean, and what actually unlocked growth

    The 3 CH's framework for being a great board partner to founders

    Why the best founders today are inside the AI jet stream, not chasing it

    What every board meeting sounds like right now

    Episode highlights0:00 Intro & 
    1:05 Episode Preview: Ed Sim & Key Takeaways
    3:10 The Jet Stream Analogy: Two Types of Companies
    5:43 How GTM Operators Should Evaluate Companies Like Angel Investors
    7:20 The Collapsing of Moats & AI-Native Business Opportunities
    10:00 Rebuilding Industries vs. Selling Software to Them
    15:00 Why Old GTM Playbooks Are Dead
    17:46 Ed Sim's Background: From Cutco to 30 Years in VC
    21:43 The Five P's of Inception Investing
    23:04 How to Evaluate Potential & TAM in a Fast-Changing Market
    25:40 Staying Ahead of the Jet Stream as a Founder
    26:32 The Autonomous Enterprise Thesis
    28:44 Agent of the Week: How Companies Should Adopt AI Agents
    29:10 How Agents Are Changing Engineering Bottlenecks
    31:15 What Incumbents Must Do to Survive the AI Wave
    32:53 Intercom, Snowflake & How Legacy Companies Are Adapting
    36:43 The Clay Story: How They Found Their Footing
    38:33 The Three C's of Working With Founders (Cheer, Challenge, Chill)
    40:07 Clay's Growth Trajectory: $600K to $100M+ ARR
    41:10 Clay's Agency GTM Model & Community Moat
    43:50 Ed's Fund Model: $500K to $15M Checks at Inception
    46:57 What's Hot in Enterprise IT & Venture Right Now
    48:03 Closing Remarks

    Key takeaways1. Engineering is no longer your bottleneck. Your people are. Code is shipping faster than your sales, marketing, and customers can absorb it. The constraint has flipped completely and most companies haven't noticed yet.
    2. Painkillers beat vitamins every time. The only startups worth backing at inception are solving a hair-on-fire problem someone desperately needs fixed, not a nice-to-have they can live without.
    3. The 3 CH's of being a great board partner. Know when to Cheer (when founders are getting beaten up), when to Challenge (when they feel invincible), and when to Chill (when they just need breathing room to figure it out). Elliot used all three with Clay to perfection.
    4. If your CEO came from sales, you are in trouble. Surviving this AI shift requires product-driven, agent-native leadership at the top. The companies that adapted, Snowflake, Intercom, Atlassian, all changed leadership first.
    5. The best founders are inside the AI jet stream, not chasing it. The question Ed asks every founder today: are you struggling to keep up, or are you the one constantly shipping and adapting faster than anyone can copy you?

    Thank you to our sponsor

    Connect with Ed: https://x.com/edsim  / edsim  Connect with Max: https://x.com/hackitmax  / maxaltschuler  Connect with Paul:https://x.com/PaulGTM  / paulsirving  

    GTM Now is the media extension of GTM Fund, a venture capital firm investing in early-stage B2B companies. Every episode features the operators, investors, and founders defining what modern go-to-market looks like.GTMnow is a media brand brought to you by VC firm, GTMfund: https://gtmfund.com/
  • The GTMnow Podcast

    How Sophos Scales Customer Success for 600,000 Customers in a 24/7 Cyber Threat Environment, with Teresa Anania, SVP of Customer Experience

    24/03/2026 | 41 mins.
    This episode was recorded prior to Teresa Anania’s move to Chief Customer Officer at Verint. At the time of recording, she was SVP of Customer Experience at Sophos.

    Teresa Anania (CCO at Verint, formerly CCO at Sophos) joins GTMnow to share how she's built customer success into a true revenue engine at a company serving 600,000 customers across over $1 billion in annual revenue, and why the old reactive, relationship-based CS model is no longer cutting it.

    At Sophos, the threat landscape is compounding fast. AI is accelerating the speed and sophistication of attacks, which means response times, customer journeys, and success motions all have to evolve in lockstep in order to keep up. Teresa has spent her career at companies like Zendesk, Autodesk, and ON24 building the operational frameworks that make that possible at scale.Mentioned Resources: Cleverbridge: Merchant of Record for Software & SaaS​Guest links:
    Teresa Anania - LinkedIn: https://www.linkedin.com/in/teresa-anania/
    Sophos - LinkedIn: https://www.linkedin.com/company/sophos/
    Sophos - Website: https://www.sophos.com/

    Host links:
    Sophie Buonassisi - LinkedIn: https://www.linkedin.com/in/sophiebuonassisi/
    Sophie Buonassisi - X (Twitter): https://x.com/sophiebuona
    Newsletter: https://thegtmnewsletter.substack.com

    Sponsors:
    - HockeyStack - the AI platform that unifies GTM data to help teams convert, expand, and scale. Learn more at https://www.hockeystack.com/
    - Nooks - the AI workspace for outbound teams, where AI agents handle prospecting, research, and sequencing so reps can focus on conversations. Learn more at https://www.nooks.ai/
    - Cleverbridge – the digital commerce platform helping enterprises optimize post-sale revenue through renewals, winbacks, and add-ons with buyer-friendly purchasing experiences. Learn more at https://grow.cleverbridge.com/lp/digital-commerce

    Transcript available under the episode here: https://gtmnow.com/tag/podcast/
    Subscribe to GTMnow for the latest episodes! https://gtmnow.com/

    Highlights:
    00:00 – Sophos at a glance: 600K customers, $1B+ in revenue, and why cybersecurity keeps growing when everything else slows down01:51 – AI vs. AI: how threat actors are using the same tools Sophos is building against03:02 – The 2026 Active Adversary Report: why attackers are logging in, not breaking in04:20 – Attackers move in 3-4 hours and how Sophos structures CS to respond before the customer even knows there's a problem06:05 – Connecting CS activity directly to retention and expansion: the attribution model08:45 – Advice for early-stage companies that want this kind of rigor but don't have perfect data yet10:06 – Automation as a scale lever: crawl, walk, run and why you should start at the end of the renewal cycle13:43 – The future of go-to-market: self-serve from first touch through win-back, powered by AI18:20 – "The customer should never feel your org chart": building a digital journey that meets people where they are20:39 – Going from legacy manual to digital without blowing up the business22:00 – Dynamic segmentation: why hard lines on ACV are the wrong way to assign CS coverage26:02 – The two-by-two that actually matters: risk, spend, and growth potential32:08 – The humble confidence hire: why Teresa looks for this specific combination across her entire org34:15 – The 5-to-1 scorecard and what Teresa has learned about earning customer trust over time36:14 – Inner and outer feedback loops: how Sophos turns NPS data into cross-functional action38:11 – Why retention has to be an all-company meeting, not a CS slide

    For inquiries about sponsoring the podcast, email [email protected]
    GTMnow is a media brand brought to you by VC firm, GTMfund: https://gtmfund.com/

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About The GTMnow Podcast

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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