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The GTMnow Podcast

GTMnow
The GTMnow Podcast
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653 episodes

  • The GTMnow Podcast

    Will Salesforce Win the AI Era Like It Won Cloud? | Kris Billmaier

    08/11/2026 | 43 mins.
    Is Salesforce the dominant player in the AI platform shift, or the incumbent about to be disrupted? Kris Billmaier, EVP and GM of Agentforce Sales and Growth Products, sat down with Sophie Buonassisi at Salesforce Tower to answer that directly.

    Kris runs the business behind Sales Cloud's 26-year run and its rebrand into Agentforce Sales. He makes the case that CRM is becoming "agentic revenue orchestration," that the category needs a new name, and that the future is headless. For Salesforce, that means surfaced inside Slack, ChatGPT, Gemini, and wherever sellers actually work. He also shares the internal numbers, including an engagement agent that worked the leads Salesforce had always ignored and generated over $100M in pipeline in eight months.

    What you'll learn:
    - Why 60% of a seller's time goes to non-selling work, and which agents remove it
    - The case for renaming the category from CRM to agentic revenue orchestration
    - What "headless CRM" means, and why Salesforce integrated with ChatGPT and Gemini
    - How one leader manages 100 reps plus the equivalent of 400 agents
    - Why the Momentum acquisition matters: "memory fragments" that cut an 8,000-word meeting to the 800 words that count
    - Why Salesforce is hiring more sellers, not fewer
    - How hiring shifted from "what did you do" to "how do you build" (and why a PowerPoint is now a red flag)
    - Pricing in the agent era: seats, flex credits, and a coming leads-worked outcome metric
    - Why Kris says we're not in a SaaSpocalypse, and how a 70,000-person company still ships weekly

    Thank you to our sponsor:
    Primer unlocks B2C ad channels for B2B marketers with precision targeting and next-gen measurement. GTMnow Network exclusive offer: Extended 45 day trial and 15% off with code GTM15 - just apply the code when you go to upgrade from the free trial. See who’s really in your funnel: sayprimer.com

    Chapters:
    00:00 Intro
    01:12 Welcome, and the Salesforce platform-shift question
    02:25 How Salesforce adapted across cloud, mobile, social, and AI
    03:32 Why Sales Cloud became Agentforce Sales
    05:17 Renaming the category: from CRM to agentic revenue orchestration
    06:56 Will anyone log into a CRM again?
    08:09 Agentforce in one line, and the seller's Monday morning
    09:08 Build vs. buy, vibe coding, and the context moat
    11:01 The Momentum acquisition and memory fragments
    13:04 Sellers managing teams of agents, and the $100M pipeline story
    15:03 The agent stack: prospecting, engagement, pipeline, quoting
    16:27 Efficiency, accuracy, and auto-generated forecasts
    18:03 Why Salesforce is hiring more sellers
    19:16 What the modern sales role looks like
    20:08 Sponsor: Primer
    21:34 How AI changed hiring: from "what" to "how"
    23:48 The window: shipping weekly, not on three annual releases
    25:13 What product-market fit means now
    26:05 Software vs. services, and the $10T question
    28:10 The complexity problem: easy by default, advanced by choice
    30:07 Go-to-market evolution and consolidating the stack
    32:07 Leading as a player-coach
    33:16 Being "chief repetition officer" and educating the field
    35:00 How a 70,000-person company stays agile
    36:48 The biggest lesson from Marc Benioff
    37:57 Pricing: seats, flex credits, and outcome-based metrics
    40:53 Are we in a SaaSpocalypse? The full answer
    42:08 Where Kris gets his learnings
    43:07 World Cup picks

    Kris Billmaier (EVP and GM of Agentforce Sales, Salesforce)
    LinkedIn: https://www.linkedin.com/in/krisbillmaier/
    Salesforce Agentforce: https://www.salesforce.com/agentforce

    Sophie Buonassisi (Host, SVP at GTMnow/GTMfund)
    LinkedIn: https://www.linkedin.com/in/sophiebuonassisi/
    X: https://x.com/sophiebuona

    About Kris Billmaier:
    Kris Billmaier is EVP and GM of Agentforce Sales and Growth Products at Salesforce, where he leads the business formerly known as Sales Cloud. He oversees the company's agentic sales portfolio, including its prospecting, engagement, pipeline, and quoting agents, and the Momentum acquisition that powers its conversational data layer.

    About GTMnow: 
    GTMnow shares how the best in tech build, scale and invest. The media brand is owned and operated by venture firm, GTMfund.

    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

    Inside Deel's $1M → $1.5B Sales Machine | Chris Lee

    08/03/2026 | 1h 6 mins.
    Chris Lee joined Deel at $1M in revenue. Now, it just hit $1.5B. He joined GTMnow to walk through the pivotal decisions behind that run, including the ones he's never discussed publicly.

    Chris (Head of Sales, Americas at Deel) breaks down the "five-star sales experience" framework he built by studying luxury hotels, why speed itself became a reason customers bought, how he's had zero regrettable director-level attrition in 5.5 years, and why they hire people with the job title "Ghostbuster" to keep a 7,000-person company moving like a 30-person startup. 

    What you'll learn:
    - The five-star sales experience framework, and how to map your own process from three-star to five
    - Why every new sales leader at Deel spends their first 30 days taking inbound and selling
    - How speed became the reason Coinbase chose Deel over a legacy vendor with no references to show
    - The hire-slow, fire-fast principle behind zero regrettable director attrition in 5.5 years
    - Why "tell me about a time" interview questions optimize for the best liar, and the scenario-based alternative
    - What a "Ghostbuster" is, and how the role fights operational decay as you scale
    - Leading a sales team through public crisis: cry, quit, or fight
    - The trillion-dollar thesis: why 95% of the world's workers sit outside the US market
    - Why Chris went back to first-principles systems thinking instead of fiddling with AI tools

    Thank you to our sponsor:
    Primer unlocks B2C ad channels for B2B marketers with precision targeting and next-gen measurement. GTMnow Network exclusive offer: Extended 45 day trial and 15% off with code GTM15 - just apply the code when you go to upgrade from the free trial. See who’s really in your funnel: sayprimer.com

    Chapters:
    00:00 Intro
    00:58 Welcome to GTMnow
    01:33 From Granular (agtech, employee #11) to a DuPont acquisition
    05:30 The failed recruiting startup he launched in January 2020
    07:17 How he found Deel, and applying to the wrong role on purpose
    09:48 The first-30-days lesson from CEO Alex Bouazizi: go sell
    11:44 What Deel actually does today
    13:14 Scaling a distributed sales org remotely
    15:41 Building rapport on a global remote team
    17:35 From transactional SMB to multi-product enterprise
    20:16 Sales-led, not product-led, and why consolidation wins
    22:45 "Deel speed," and why speed is a reason people buy
    25:31 Sponsor: Primer
    26:57 Frank Slootman, Amp It Up, and outpacing competitors
    29:12 How he got Slootman to open the sales kickoff
    30:28 Zero director attrition in 5.5 years, and hire slow, fire fast
    33:54 Why "tell me about a time" fails, and the scenario-based alternative
    37:46 The five-star sales experience framework
    41:54 Bringing enterprise-grade experience to SMB with AI
    45:49 The trillion-dollar thesis: 95% of workers are outside the US
    47:22 Building 60+ payroll engines: the Amazon Prime parallel
    53:02 First-principles systems thinking for sales
    59:38 The problem-framing framework he gives his team
    01:01:09 The "Ghostbuster" role and fighting operational decay
    01:05:25 Where to find Chris

    Chris Lee (Head of Sales, Americas at Deel):
    LinkedIn: https://www.linkedin.com/in/techcontrarian/
    X: https://x.com/TechContrarian

    Sophie Buonassisi (Host, SVP at GTMnow/GTMfund):
    LinkedIn: https://www.linkedin.com/in/sophiebuonassisi/
    X: https://x.com/sophiebuona

    About Chris Lee:
    Chris Lee is Head of Sales, Americas at Deel, which he joined as one of its first sales hires at $1M in revenue and helped scale to $1.5B. Previously he was employee number 11 at Granular, an agricultural tech company acquired by DuPont for $300M.

    About GTMnow: 
    GTMnow shares how the best in tech build, scale and invest. The media brand is owned and operated by venture firm, GTMnow is the media arm of GTMfund.

    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

    Inside Merge: The $75M Bet on Open Source AI (Powering OpenAI, Netflix & Uber) | Shensi Ding, CEO

    07/22/2026 | 47 mins.
    The Co-Founder & CEO of Merge joins GTMnow to break down how she built a company that now powers integrations for OpenAI, Perplexity, Netflix, Uber, Mistral, and enterprise logos like Mastercard, JP Morgan, and Amex, backed by $75M from Accel and NEA.

    Shensi gets tactical on the GTM decisions behind that growth: why she went enterprise-first into greenfield, why she's now layering a self-serve motion back on top (20,000+ self-serve orgs, 400+ enterprise customers), how forward-deployed engineers turned a 1% edge case into 5 to 10x usage growth, and why she rebuilt marketing to run like an engineering team. She also gets candid on founder-led sales, the mercenaries-versus-missionaries hiring trap, the open-source model shift and the China question, and why every founder who started pre-AI should build one product 0-to-1 themselves.

    What you'll learn:
    - Why she reversed the standard GTM playbook (enterprise first, then PLG) and how to run both motions at once
    - How forward-deployed engineers close the 1% edge case that unlocks 5 to 10x enterprise usage
    - Why marketing now runs like an engineering function at Merge, and how it took her from 1 to 2 dinners a quarter to 3 to 5 a month
    - Why product got fast and go-to-market became the new bottleneck
    - How to know when to hire your first salesperson (hint: you should be "dying" first)
    - The mercenaries-vs-missionaries test, and the "anti-sell" she uses in hiring
    - The 2026 shift away from "token-maxing," and how model routing cuts AI spend
    - The truth about open-source (often Chinese) models: where they're built vs. where your data actually lives
    - Why founders who started pre-AI should build one product 0-to-1 to understand what's now possible

    Chapters:
    00:00 Intro
    01:14 What Merge does: products, workforce, and three core offerings
    02:05 Agent Handler, Gateway, and the new Embedded Routing Stack
    04:52 The 2026 shift away from "token-maxing"
    07:29 Open-source models, the China question, and where data really lives
    10:14 How Merge works with open-source model providers
    12:00 What she's learned as a first-time founder: get over your ego
    13:22 Reversing the GTM playbook: enterprise-first, then PLG
    15:50 Running both motions: 20,000+ self-serve, 400+ enterprise
    17:31 Why buyer behavior moved to Twitter and brand
    19:06 Founder-led sales, and what a real sales process taught her
    22:27 When to hire your first salesperson
    23:49 Forward-deployed engineers and 5 to 10x usage growth
    27:00 Keeping go-to-market up to speed with product
    28:33 Rebuilding marketing as an engineering function
    30:45 The dinner agent: 1 to 2 a quarter to 3 to 5 a month
    31:24 How AI buying reshaped the marketing org
    33:54 Maintaining agents: prompts over legacy builders
    35:02 Mercenaries vs. missionaries, and the "anti-sell"
    40:25 The market view: from hostility to collaboration
    42:06 Is a valuation reckoning coming?
    43:07 Why she stayed hands-on building Agent Handler and Gateway
    45:18 What's next: training your own models off open-source
    46:52 Where to find Shensi and Merge

    Connect with Shensi Ding:
    LinkedIn: https://www.linkedin.com/in/shensiding/
    X: https://x.com/shensi
    Merge: https://merge.dev

    Host: Sophie Buonassisi, SVP at GTMnow
    LinkedIn: https://www.linkedin.com/in/sophiebuonassisi/
    X: https://x.com/sophiebuona

    About the guest: Shensi Ding is the co-founder and CEO of Merge, a unified API platform that now spans product integrations, agent tooling, and LLM routing/governance. Merge powers companies including OpenAI, Perplexity, Netflix, Uber, and Mistral, and enterprise customers like Mastercard, JP Morgan, and Amex. The company has raised $75M from Accel and NEA.
    Thank you to our sponsor:
    Primer unlocks B2C ad channels for B2B marketers with precision targeting and next-gen measurement. GTMnow Network exclusive offer: Extended 45 day trial and 15% off with code GTM15 - just apply the code when you go to upgrade from the free trial.
    See who’s really in your funnel: sayprimer.com

    About GTMnow: GTMnow is the media arm of GTMfund, sharing the strategies, tactics, and stories from the operators and investors building the next generation of go-to-market.

    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

    The Blueprint for a High-Performing Sales Team | Brian Le, Notion

    07/09/2026 | 45 mins.
    Are your sales compensation plans driving the right behaviors or causing your best reps to quit? In this episode of GTMnow, Brian Le (Global Sales Compensation Partner at Notion) breaks down how to build a scalable sales comp operating system.

    Brian shares his firsthand experience scaling Notion's sales comp from 80 to over 400 employees and explains why trust is the ultimate currency in revenue operations. If you are a founder, revenue leader, or sales professional, this breakdown covers everything from structuring pay mix to identifying the earliest signs of comp plan degradation. You will even hear what it takes for top AEs to pull in upwards of $1 million in a single quarter.

    In this episode, we cover:
    00:00 Intro
    01:15 Brian Le's journey through Salesforce, Carta, and Notion
    04:33 Why sales comp is the operating system for go-to-market
    07:07 Phase 1: Building a scalable comp foundation at Notion
    13:50 Transitioning from seat-based to usage-based pricing models
    18:15 The 3 core pillars of a successful sales commission plan
    22:09 Early warning signs your quota and comp structures are breaking
    31:41 The real cost of losing sales reps over bad commission payouts
    39:35 How to structure compensation for your first early-stage sales hires
    42:39 Will AI agents replace SDRs and sales compensation?

    Connect with Brian Le, :
    LinkedIn: https://www.linkedin.com/in/brianhoangle/

    Host: Sophie Buonassisi, SVP at GTMnow
    LinkedIn: https://www.linkedin.com/in/sophiebuonassisi/
    X: https://x.com/sophiebuona

    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

    VC: How a 2-Person Fund Runs Like a Startup (Memos, KPIs, R&D) | Vanessa Larco, Premise (ex-NEA)

    07/08/2026 | 48 mins.
    "Investing in companies that OpenAI won't kill." That's Vanessa Larco's thesis, and in this VC bonus episode of GTMnow she breaks down exactly how she decides what survives. Vanessa, founder and GP at Premise (formerly a longtime partner at NEA, where she backed Robinhood from seed to IPO), joins Max to get into the nitty gritty of how AI is rewriting venture, distribution, and the entire go-to-market playbook.

    She makes the case for why "it's just a wrapper" got a lot of VCs in trouble, why she only backs technical founding teams, and why the old GTM playbook is breaking fastest exactly where you'd least expect it. She also opens up about leaving a big platform to build a two-person fund from a blank canvas, and why she treats the fund itself like a startup.

    What you'll learn:
    - The "OpenAI won't kill it" framework for spotting durable AI companies (and why not everything OpenAI ships actually wins)
    - Why the "it's just a wrapper" dismissal cost VCs real deals, and the kayak/AWS parallels that explain why
    - Why Premise only backs technical founding teams, and the shipping speed that becomes the real early moat
    - How the old go-to-market playbook is breaking, especially in DevTools, and what replaces it
    - Why someone on the founding team has to "nerd out" on distribution, and why no-playbook moments are where you growth hack
    - How to run a conviction-based investment committee, and why big funds drift toward consensus whether they like it or not
    - Why running a fund is just running a startup: fundraising, product, and customer success by another name
    - The unanswered question Vanessa keeps circling: how to give experienced GTM talent space to rewrite the playbook

    Chapters:

    00:00 Intro & OpenAI Moats
    01:12 GTMnow Intro
    01:51 Technical vs. Non-Technical AI Founders
    04:37 The Bottleneck of Hiring AI Talent
    05:15 Do Old Moats Still Exist?
    06:36 Cloud Era Lessons vs. Today's AI Layer
    09:18 The Shift to the Distribution Era
    11:38 Interview: Vanessa Larco (Premise VC)
    12:40 Companies OpenAI Won't Kill
    13:37 Consumer Habits vs. Enterprise AI
    15:05 Moving Beyond the "Wrapper" Stigma
    17:39 Thesis Building vs. Founder Curiosities
    20:11 Sourcing & The "Surreal" Community
    22:26 Learnings From NEA & Lightspeed
    24:06 Rethinking the Investment Memo
    26:43 Consensus vs. Conviction Investing
    31:26 Running a VC Fund Like a Startup
    35:04 Building Internal Automation Tools
    37:35 Distribution Moats & DevTools
    39:38 Sourcing New GTM Playbooks
    41:12 Parallel to the AWS Boom
    43:55 Human Psychology vs. AI Tools
    47:06 SF's Best Cookie Spots
    48:32 Outro

    Connect with Vanessa Larco:
    About the guest: Vanessa Larco is the founder and GP at Premise. Previously a partner at NEA, she backed consumer and fintech companies including Robinhood from seed through IPO. She started her career in product and engineering, was a computer science undergrad, and founded and sold her own startup before moving into venture.

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

    Connect with Vanessa:
    https://www.linkedin.com/in/vanessalarco/
    https://x.com/veelarco

    About GTMnow: GTMnow is the media arm of GTMfund, sharing the strategies, tactics, and stories from the operators and investors building the next generation of go-to-market. This is the VC bonus series, where we host VCs and get into the VC ecosystem.

    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.
More Business podcasts
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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