• Inside Merge: The $75M Bet on Open Source AI (Powering OpenAI, Netflix & Uber) | Shensi Ding, CEO
    Jul 22 2026
    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 possibleChapters:00:00 Intro01:14 What Merge does: products, workforce, and three core offerings02:05 Agent Handler, Gateway, and the new Embedded Routing Stack04:52 The 2026 shift away from "token-maxing"07:29 Open-source models, the China question, and where data really lives10:14 How Merge works with open-source model providers12:00 What she's learned as a first-time founder: get over your ego13:22 Reversing the GTM playbook: enterprise-first, then PLG15:50 Running both motions: 20,000+ self-serve, 400+ enterprise17:31 Why buyer behavior moved to Twitter and brand19:06 Founder-led sales, and what a real sales process taught her22:27 When to hire your first salesperson23:49 Forward-deployed engineers and 5 to 10x usage growth27:00 Keeping go-to-market up to speed with product28:33 Rebuilding marketing as an engineering function30:45 The dinner agent: 1 to 2 a quarter to 3 to 5 a month31:24 How AI buying reshaped the marketing org33:54 Maintaining agents: prompts over legacy builders35:02 Mercenaries vs. missionaries, and the "anti-sell"40:25 The market view: from hostility to collaboration42:06 Is a valuation reckoning coming?43:07 Why she stayed hands-on building Agent Handler and Gateway45:18 What's next: training your own models off open-source46:52 Where to find Shensi and MergeConnect with Shensi Ding:LinkedIn: https://www.linkedin.com/in/shensiding/X: https://x.com/shensiMerge: https://merge.devHost: Sophie Buonassisi, SVP at GTMnowLinkedIn: https://www.linkedin.com/in/sophiebuonassisi/X: https://x.com/sophiebuonaAbout 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.comAbout 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.comFollow us on LinkedIn: https://www.linkedin.com/company/gtmnowFollow us on X (Twitter): https://x.com/GTMnow_Follow us on YouTube: https://www.youtube.com/@GTM_nowFollow 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.
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    47 mins
  • The Blueprint for a High-Performing Sales Team | Brian Le, Notion
    Jul 9 2026

    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.

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    46 mins
  • VC: How a 2-Person Fund Runs Like a Startup (Memos, KPIs, R&D) | Vanessa Larco, Premise (ex-NEA)
    Jul 8 2026

    "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.

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    49 mins
  • Why a $1.2B exit felt like his biggest failure, and the customer-obsession thesis behind Agency
    Jul 2 2026

    A $1.2 billion exit is the dream. Elias Torres calls it his biggest failure. The Drift co-founder joins Sophie Buonassisi on GTMnow to unpack why the headline number felt hollow, what he learned in the quiet stretch afterward, and why he jumped straight back in to build Agency, an AI company that runs your entire customer organization.

    Elias gets honest about identity after the exit, the difference between chasing a title and building something enduring, and the operating thesis behind Agency: a billion-dollar company with fewer than 100 people, where 80 to 90% of the team are engineers and everyone talks to customers. He also gets into distribution as the hardest problem in the AI era, why he only takes money from investors who lead with value (Pat Grady and Brian Halligan back the company), and the two decades he's spent building alongside David Cancel.

    What you'll learn:
    - Why a $1.2B exit can still feel like a failure, and what "enduring" actually means
    - How to rebuild your identity when the title goes away
    - The Agency thesis: $1B with under 100 people, and how AI agents make it possible
    - Why Elias runs the whole company on Agency itself, with no CRM
    - Why sales may be the last role AI eliminates, and what that means for GTM
    - How to spot investors who lead with value instead of a pitch deck
    - Why distribution, not product, is the hardest problem in the AI era
    - What 20+ years building with David Cancel (Performable, HubSpot, Drift) taught him about partnership

    Chapters:
    00:00 Intro
    02:25 Time off, slowing down, and losing the title
    04:00 The inflection point and what comes after a big exit
    07:00 What Agency is and the problem it solves
    11:00 Why he brought people he's known for years
    11:40 Investors who lead with value (Pat Grady and Brian Halligan)
    17:30 Building with David Cancel for 20+ years
    23:00 The bold claim: $1B with under 100 people
    26:00 The go-to-market motion behind it
    28:30 "Sales is the last role AI will eliminate"
    36:00 High-agency people and how Agency runs itself
    42:00 Building distribution in the AI era
    51:00 Where to find Elias and Agency

    About the guest: Elias Torres is the founder and CEO of Agency, an AI company that provides agents to run a company's customer organization. He previously co-founded Drift (acquired in a $1.2B deal) and held senior roles at HubSpot and Performable, building alongside David Cancel for over two decades. Agency is backed by Pat Grady (Sequoia) and Brian Halligan.

    Connect with Elias Torres:
    LinkedIn: https://www.linkedin.com/in/eliast/
    X: https://x.com/eliast

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

    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.

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    53 mins
  • From DeepMind to 200 Customers in 20 Countries: Building the Execution Layer for Sales | Adam Liska, CEO of Airspeed
    Jun 25 2026

    The single most expensive sentence in sales is "I'll follow up on that." Adam Liska joins Sophie Buonassisi on GTMnow to break down the "execution gap," the space between knowing what to do in a deal and actually doing it, and why that gap is where most pipeline quietly dies.

    Adam left DeepMind's Gemini team in 2022, pre-ChatGPT, to build a native revenue execution platform now serving 200 customers across 20 countries (recently rebranded and fresh off a $20M Series A). In this conversation, he gets specific on what is actually changing in the sales role, what should be automated, and why he thinks this is about to be the golden age for sales reps.

    What you'll learn:
    - Why "I'll follow up on that" is the most expensive promise in revenue, and how the execution gap compounds from rep to manager to CRO
    - What parts of the rep workflow to automate now (research, CRM updates, business cases, follow-ups) and what stays human
    - Why AI is squeezing middle management, not reps, and flattening GTM orgs
    - How per-rep coaching changes when every call is recorded, shared, and analyzed for patterns
    - The "corrective action" approach to coaching deals on the job, in real time
    - How to sell globally when borders disappear but local-language talent still matters
    - Why in-person events drove 70% of early pipeline, and how that compounds with cold calling
    - How to keep your team at the AI frontier by never locking into a single model
    - Adam's #1 piece of advice for first-time founders (hint: it starts with your co-founder)

    Chapters:
    00:00 Why AI won't replace sales reps
    00:22 Leaving DeepMind's Gemini team pre-ChatGPT
    01:18 What airspeed does and the "execution gap"
    02:07 "I'll follow up on that": the most expensive promise in sales
    03:28 The $20M Series A and the rebrand from Glyphic
    05:30 Why walk away from frontier AI research at DeepMind
    07:17 Leading when the frontier models keep changing
    08:39 Buy vs. build, and keeping customers at the AI frontier
    11:03 Landing the first 200 customers across 20 countries
    12:41 Advice for first-time founders
    14:04 Selling globally and what AI changes about language
    17:07 What the sales rep role looks like in an AI-first world
    19:24 How reps and leaders should start automating today
    20:51 The channels driving results right now
    22:41 How AI makes per-rep coaching actually work
    25:14 Building an execution-first culture
    27:10 The DeepMind departure story
    28:51 Building in London vs. selling in the US
    30:43 Adam's favorite AI use case as a busy CEO
    31:26 The biggest misconception about AI in sales

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

    Guest: Adam Liska, Co-founder and CEO at Airspeed
    X: https://x.com/adliska
    LinkedIn: https://www.linkedin.com/in/adliska/

    About the guest: Adam is the co-founder and CEO of Airspeed (formerly glyph), a native revenue execution platform that closes the gap between knowing what to do in a deal and executing on it. Before founding the company, he worked at DeepMind on the team that became Gemini.

    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.

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    32 mins
  • VC: How Benchmark Picks AI Winners - Max 10 Bets a Year, 5 Partners | Chetan Puttagunta (GP)
    Jun 24 2026

    Benchmark's Chetan breaks down why the path from $0 to $100M has collapsed from five years to under two, and the one thing that is actually getting harder in the AI era: reaching your first million in revenue. In this VC bonus edition of the GTM Now Podcast, he sits down with Sophie Buonassisi to unpack how AI native companies are compressing 180 day sales cycles into 30 days, why direct sales is here to stay, and how value is shifting away from code toward the last mile of customer service.

    Using Legora (legal AI) and Manus as case studies, Chetan explains how Benchmark builds conviction fast, why the marginal cost of code trending to zero changes everything, and what separates the founders who win this window from the ones who miss it.

    What you'll learn:
    - Why the first $1M now takes longer than the next $99M in the AI era
    - How top AI startups compress a 180 day sales cycle into 30 days
    - The "trusted vendor" playbook for breaking incumbent distribution advantages
    - Why Legora embedded inside a law firm for a year before launching
    - How a magical demo plus a tightly scoped pilot collapses six month deals
    - Why value is moving from the product build to the service and outcome
    - What Benchmark actually looks for: technical insight that creates demand pull
    - Why direct sales and forward deployed engineers are exploding in AI
    - How buying one AI app triggers an enterprise to buy 100 more

    Chapters:
    00:00 Intro
    01:13 Why Max + Paul were furious taking notes on this one
    02:10 Benchmark's $2B growth fund and the changing strategy
    04:57 POC to trial and the power of direct sales in AI
    11:33 Meeting Max early: $0 to $100M in 18 months
    15:05 Manus: 0 to $100M in eight months through PLG
    17:10 Will the AI native window close?
    19:09 Sizing the window: $40B software vs $1T services in legal
    21:50 How Benchmark picks the winners
    25:31 Turning a 180 day sales cycle into 30 days
    30:45 The Legora deep dive: research, pilots, legal engineers
    41:46 Why $0 to $100M keeps getting faster
    42:29 The harder problem: getting to your first $1M
    44:04 When code goes to zero, what do customers pay for?
    48:46 Sales led vs PLG in the AI era
    51:49 How to spot the right founder
    55:18 What company Chetan wishes someone would build
    56:48 Investors founders should follow
    57:40 Working with Jack Altman at Benchmark

    Connect with Chetan Puttagunta:
    General Partner at Benchmark
    Twitter/X: https://x.com/chetanp
    LinkedIn: https://www.linkedin.com/in/chetanputtagunta/

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

    About the GTMnow Podcast:
    GTMnow is the media brand of GTMfund, sharing the tactics and strategies behind how the best companies go to market. The VC series brings on top investors to break down what is actually working in go to market today.

    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.

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    59 mins
  • Ads in ChatGPT Are Coming. What B2B Marketers Should Do Right Now | Keith Delany, CEO Primer
    Jun 17 2026

    LinkedIn CPMs just hit $800. AI is flooding every channel with content. Outbound is dying. So where should B2B marketers actually spend their ad budget right now?

    Keith Putnam-Delaney, co-founder & CEO of Primer, joins Sophie to break down the complete state of B2B paid advertising, what's broken, what's working, and where the real opportunities are hiding in 2025.

    What you'll learn:
    - Why LinkedIn & Google search are hitting a ceiling (and what to do instead)
    - How to get 80% match rates on Meta and 70% on Reddit for B2B audiences
    - The only moat competitors can't copy: your targeting
    - Why you need to feed CRM conversion data back to ad platforms
    - Holdout groups, attribution, and what actually proves paid ROI
    - The truth about ads in LLMs (ChatGPT, Perplexity, Grok)
    - B2B influencer marketing: the most undervalued tactic right now
    - Founder lessons from 6 years and 3 pivots building Primer

    Chapters:
    0:00 – The paid advertising crisis no one's talking about
    2:40 – AI's real impact on ad costs
    4:06 – Google Search & AI Overviews: what still works
    5:04 – LinkedIn CPMs: $20 to $800 in 18 months
    6:39 – Why B2B brands need to be on Meta, Reddit & Instagram
    7:01 – What Primer does (80% match rates explained)
    9:29 – The device fragmentation problem & attribution
    11:16 – Holdout groups: the statistically proven approach
    13:30 – Which channel to start with (and minimum spend)
    22:18 – Paid ad creative: feed the algorithm with variants
    25:14 – B2B influencer marketing & thought leadership ads
    30:59 – Why you MUST push CRM data back into ad platforms
    33:31 – Ads in ChatGPT & LLMs: what's coming
    35:53 – Founder lessons, mental health & iteration

    Connect with Keith Putnam-Delaney:
    Co-founder, CEO of Primer
    Twitter/X: https://x.com/kcpdelaney
    LinkedIn: https://www.linkedin.com/in/keithputnamdelaney/

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

    About Keith Putnam-Delaney:
    Keith is the co-founder and CEO of Primer (https://www.sayprimer.com/), a B2B paid advertising targeting layer that helps brands unlock high match rates on Meta, Google, Reddit, and beyond. Former brand marketer turned data-driven growth leader.

    GTMnow is the media brand of GTMfund, sharing go-to-market insights from the top 1% of revenue operators.

    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.

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    46 mins
  • He's Seen 300+ Sales Comp Plans. 90% Make the Same Mistake | Siva Rajamani (Everstage CEO)
    Jun 15 2026

    Most sales comp plans are quietly broken, and the people running them have no idea. Siva Rajamani, CEO of Everstage, has visibility into 300+ enterprise comp plans, and he says 90% of companies make the same mistakes. In this episode he breaks down what's going wrong, how to spot it, and what a comp plan that actually drives revenue looks like.

    Siva explains why sales compensation is not a back office cost center but the single biggest lever in your go-to-market strategy. It's the glue between what a company intends and what reps actually do. If your reps aren't doing what you want, the answer isn't in a 1-on-1. It's in your comp plan.

    We get into the over-complication trap, the hidden math that makes reps refuse your best deals, the base-to-variable ratios that actually work, why your top reps should out-earn almost everyone, and how AI is about to blow open the gap between your best and average sellers.

    Chapters:
    00:00 Intro
    00:30 Siva's RevOps background at Freshworks
    04:00 Scaling RevOps from 1 to 25
    04:50 Why he left to build Everstage
    06:30 Why incentives drive revenue, not tools
    08:00 Comp as the glue between intent and action
    10:30 The 1 to 2 mistakes almost every team makes
    12:00 "If your comp plan needs FAQs, it's a tax code"
    14:00 The 60-second test for a broken plan
    15:30 Designing comp to retain top talent
    16:50 How AI widens the gap between top and average reps
    18:00 The $1M sales rep is coming
    19:30 Why optimizing for top earners is better on margins
    21:30 Quota to OTE ratios that actually work
    23:00 Base vs variable: the 50/50 rule and exceptions
    24:00 What Everstage does and who it serves
    25:30 How Everstage structures its own comp plan
    28:00 The rise of the revenue architect
    48:00 CPQ and connecting margin to commissions
    50:30 When should reps earn commission in the deal cycle
    52:30 Six month vs twelve month comp cycles
    54:30 The most a sales rep has ever made
    55:20 Where to find Siva

    Connect with Siva Rajamani:
    Co-founder, CEO of Everstage
    Twitter/X: https://x.com/siva_rajamani
    LinkedIn: https://www.linkedin.com/in/sivasrajamani/

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

    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.

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    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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    57 mins