PodcastsBusinessGTM AI Podcast with Coach K and Jonathan Moss

GTM AI Podcast with Coach K and Jonathan Moss

AI Business Network
GTM AI Podcast with Coach K and Jonathan Moss
Latest episode

112 episodes

  • GTM AI Podcast with Coach K and Jonathan Moss

    Why Your AI Tools Are Making Your Pipeline Worse (Not Better)

    06/09/2026 | 49 mins.
    https://www.gtmaipodcast.comStop running siloed GTM experiments. Start building a flywheel.Dan Rosenthal went from a failed Cambridge PhD application to $5M in biotech sales with zero systems — and that frustration became the fuel behind Workflows.io. In this episode, Dan walks me through two complete playbooks his team uses with YC companies, Fortune 500 logos, and everyone in between.We cover the GTM Flywheel (how to connect every channel so they feed each other) and the ABM Playbook (what to do when you have fewer than 10,000 target accounts and can't afford to miss). This is one of the most tactical, systems-level conversations I've had on this show.What we get into:Why AI is raising the bar for GTM — and what to do if you're below itThe GTM Flywheel: traffic, lead capture, nurture, and conversion all connectedWhy your best-performing content should become your ads (and vice versa)The ABM infrastructure that helped 3 reps book 6 meetings in one dayICP modeling done right: tiering based on concentric circles, not point systemsSignals: first-party, second-party, third-party — and why most people use them wrongAwareness scoring from "Identified" to "Selecting" — and why it changes everythingClaude Code and the future of GTM automation (real talk on what's hype vs. ready)Why old-school sellers with new-school systems are the most dangerous combo in B2BTimestamps:00:00 — Intro & Dan's background (biology master's to sales to Workflows.io)03:20 — What makes Workflows.io different from Clay agencies07:30 — The GTM Flywheel Playbook walkthrough19:00 — AI's real role: web research agent for lead qualification22:50 — Website conversion and de-anonymized visit tools25:00 — When the GTM Flywheel doesn't fit: entering ABM mode33:00 — Building the ICP model the right way37:00 — TAM mapping: why Clay alone isn't enough42:00 — Signal tracking: 3 categories and which ones actually move the needle45:00 — Awareness scoring and the client story that says it all49:00 — Infrastructure vs. quick wins: you need both51:00 — Workflows.io services breakdownConnect with Dan:Website: https://www.workflows.io/LinkedIn: https://www.linkedin.com/in/dan-m-rosenthal/More from Coach K:GTM AI Podcast: https://www.gtmaipodcast.com
  • GTM AI Podcast with Coach K and Jonathan Moss

    Why and how You should run AI with NO Internet

    06/04/2026 | 42 mins.
    https://www.gtmaipodcast.comYour AI conversations are sitting in someone else's vault. In this episode, 20-year GTM operator John Williams shows exactly how he took his back: archiving every chat locally, running AI models offline on his own laptop, and setting hard guardrails on what his agents can buy and agree to without him.This is the GTM and AI Podcast, where real operators show the receipts. One rule in this kitchen: you actually have to cook.WHAT JOHN SHOWS LIVE ON SCREEN:• Chat Archive: a free, open-source browser extension that exports any AI conversation (Claude, ChatGPT, Gemini, Groq, Perplexity) to JSON or markdown, with zero outbound calls. Nothing leaves your machine.• Exporting a full Claude conversation and continuing it inside Groq with full context intact• Why he runs local models with Ollama, and how open-source models let you switch models mid-conversation without losing context• Agent Commerce: an open spec for what your AI agents can spend and what terms they can accept on your behalf• The AI Acceptable Use Policy: an open-source starting point so shadow AI doesn't run your company• How to vet any open-source AI tool before you trust it (the one question: would your security director approve?)TIMESTAMPS:00:00 - Welcome to the kitchen: the one rule of this podcast01:00 - Who is John Williams? 20 years in GTM, 5 as an independent operator02:30 - Why your GitHub repo is the new resume04:00 - The AI Acceptable Use Policy: fixing the shadow AI problem05:30 - Agent Commerce: spending limits and guardrails for your AI agents09:00 - Chat Archive: why owning your conversation history matters14:00 - Building a digital twin from a year of AI conversations16:00 - Local models 101: moving past being a "prompt jockey"19:00 - GPU brownouts and token authority: why local inference is your backup plan22:00 - LIVE DEMO: exporting a Claude conversation locally25:00 - Porting full context from Claude into Groq, zero loss28:00 - Token economics: the W-2 cost didn't disappear, it moved31:00 - Data portability use cases: audits, regulated industries, federated intelligence36:00 - OpenClaw: the power and the security risks of autonomous agents39:30 - Where to find John + why he'd apply for his next job in publicFIND JOHN WILLIAMS:GitHub: github.com/fxops-aiHugging Face: huggingface.co (johnwilliamsatl)If this episode saved you from losing a year of AI conversations, subscribe and come cook with us next week.#GTMAI #AIAgents #LocalAI #DataOwnership #Ollama #GoToMarket
  • GTM AI Podcast with Coach K and Jonathan Moss

    Inside Perplexity's Revops, 3 AI Skills Replacing Admins

    06/02/2026 | 31 mins.
    https://www.gtmaipodcast.com
    He stopped hiring for RevOps tasks and started building Perplexity skills instead. Here's exactly how.
    In this episode of the GTM AI Podcast, Coach K sits down with Nate Follen, Head of Enterprise Ops and Systems at Perplexity, to walk through the three AI skills his team actually runs every day and every week. Nate helped scale RevOps at Ramp, advised teams at Momentum, and now leads the internal go-to-market systems engine at Perplexity. He doesn't talk theory. He shares his screen and shows the real workflows.
    Key topics covered:
    Why Nate now asks "do I have to hire for this?" before adding headcount, and where the answer is still yes (hint: the Salesforce admin role isn't dead)

    The Voice of Customer dashboard he built with two prompts, an API key, and live-refreshing call transcripts, that tells the product team not just what customers said, but what to do about it

    The weekly RevOps deck-prep skill that pings the sales team in Slack, pulls live data from Snowflake via Claude Code, checks Linear, and assembles a deck that used to take an hour

    The CRM hygiene system that cleans account ownership and Salesforce hierarchies nightly, builds Polytomic data models without logging into the tool, and DMs Nate every error with a severity score and a fix

    Why orchestration across 400+ connectors beats single-model lock-in, and where Perplexity sits next to Momentum and Salesforce instead of replacing them

    The mindset shift: from "find the two things to focus on" to running dozens of projects in parallel with a team of agents

    If you lead revenue operations, enablement, sales, or marketing, this is the tactical breakdown of what AI-run GTM systems actually look like inside one of the fastest-growing AI companies in the world.
    Resources mentioned:
    Nate Follen on LinkedIn: https://www.linkedin.com/in/follen/

    Perplexity: https://www.perplexity.ai

    Momentum.io (call recording and transcript analysis)

    Salesforce, Slack, Linear, Snowflake, Claude Code, Polytomic, Hightouch

    GTM AI Podcast & Newsletter: www.gtmaipodcast.com

    Get the free lead magnet from this episode, The Perplexity RevOps Skill Stack, with the exact prompts and build steps: www.gtmaipodcast.com
  • GTM AI Podcast with Coach K and Jonathan Moss

    Your Top Rep Just Quit. Their $30M Brain Walks Out. AI Saves the Day

    05/28/2026 | 40 mins.
    https://www.gtmaipodcast.comhttps://www.fluint.comIn this episode of the GTM AI Podcast, I sit down with Nate and John, co-founders of Fluint, for a kitchen-deep look at how they built Ollie, an omni-agent that captures tacit sales knowledge and surfaces it across an entire enterprise sales org. We cover:The tacit knowledge problemWhy a small pocket of reps wins 50-60% of pipeline while everyone else sits at 17-19%, why "clone your top rep" has been said for 15 years and never delivered, and what happens to your $30M deal architect when they take a new job two weeks from now.The implicit signal exampleA real story of two reps, two POC readouts, two procurement follow-ups (one at 9pm Friday, one Wednesday during business hours), and why top reps will negotiate completely differently on the same data while average reps miss the signal entirely.The photo vs. video architectureWhy most AI tools treat data as a snapshot (LLM context = one photo), and why Fluint's event-driven, time-series architecture treats it as a video. The 10-Second Tom analogy from Fifty First Dates that explains why LLMs alone cannot solve this problem.The ML + LLM stackJohn walks through the architectural decision: ML for pattern recognition and judgment layer, LLM for human-to-human interaction. "Using the right tool for the right job." This is the most underrated decision in enterprise AI right now.Ollie's omni-agent designWhy one AI teammate beats 130 task-specific agents. The 75% of users who gender their AI. The trust dynamics that make a sales rep follow an agent's advice when it runs counter to the playbook.The racehorse modelHow Fluint runs a global baseline model and a customer-specific model in parallel, evaluates them nightly, and promotes the winner. Continuous evaluation as the moat.The "data is a product of people" answerJohn on why perfect data is a logical fallacy and what to do instead. The single line that changes how you approach AI readiness.Real outcomes+$28K added to ACV per team per year. 32 days off the median sales cycle. The maturity curve from Q1 (win existing deals with less discount) through year-end (win deals you would have lost).GUESTSNate, Co-founder & CEO, Fluint (the "second brain")Repeat enterprise sales leader and repeat founder. Built Fluint from a problem he could not solve as a sales leader. Author of two books on tacit knowledge and executive sound-bite communication.John, Co-founder & CTO, Fluint (the "first brain")Technical co-founder. Builds the systems that turn Nate's crazy ideas into shipping product. Specialty: event-driven architectures and ML-as-judgment-layer for enterprise sales.LinkedIn Nate:https://www.linkedin.com/in/natenasralla/Linkedin John:https://www.linkedin.com/in/jon-crawley-3797a8100/Blog: fluint.io/blogJohn's recent technical guide: building enterprise AI agents (just published on the Fluint blog)GitHub repo (DIY resources for time-series-data agent architecture): linked from blog
  • GTM AI Podcast with Coach K and Jonathan Moss

    The 99% Reliable AI Agent: How Haize Labs Sells Enterprise AI to Banks, Insurers & Healthcare

    05/26/2026 | 30 mins.
    https://www.gtmaipodcast.com
    Most AI agents are "good enough.. until they're not." Julia MacDonald, SVP of GTM at Haize Labs, shows how she sells 99% reliable AI agents to banks, insurers, immigration lawyers, and healthcare orgs with a 2-person GTM team. Plus the use-case filter that decides what's worth building in the first place.

    Deep dive:In this episode of the GTM AI Academy Podcast, I sit down with Julia MacDonald, SVP of GTM & Solutions at Haize Labs, the only company I have seen solve the AI agent reliability problem at the enterprise level. We cover:
    The "Mostly Fine" trap that kills enterprise AI deals
    Why your agent telling Customer A "no discount" and Customer B "20% off" is a GTM problem, not a tech problem, and why the enterprise buyer is pricing the worst 1% of conversations, not the average.
    The hypothesis-first use case filter Julia uses to pick where to play
    Document-heavy. Cannot be outsourced cheaply. Right vs. wrong answers. High stakes. Human accountability. The almost-mathematical criteria she runs every use case through before her 2-person GTM team touches it.
    The Code of Conduct + Supervisor Models + Adversarial Red Teaming stack
    The actual methodology Haize Labs uses to engineer 99% reliability into voice debt collection agents, immigration paralegal agents, and insurance claims agents. Includes how their red teaming hit 15,000 adversarial queries on a single agent.
    The 2-person AI-native GTM motion
    Julia's full prospecting flow: hypothesis → use cases → companies → executives → enrichment in Clay and OpenAI → outreach in Dripify. Plus the pre/post-call brief workflow that makes her "smarter today than I was six months ago" on every call.
    The honest gaps Julia named
    What Haize Labs is not yet doing on closed-loop attribution, and why that's a real tradeoff for any 2-person GTM team.
    Sneak peek of "Lossless RAG"Julia teases their new hallucination-free retrieval product (we go deeper on this in next week's episode).
    GUESTJulia MacDonald, SVP of GTM & Solutions, Haize LabsLinkedIn: https://www.linkedin.com/in/juliamacd/Haize Labs: https://haizelabs.com
More Business podcasts
About GTM AI Podcast with Coach K and Jonathan Moss
Welcome to the GTM AI Podcast, your go-to independent resource to help GTM Professionals become AI Powered. We will cover strategies, new AI tools, AI news and trends, all for the purpose of helping you create real measurable business impact and help your life be easier. We do weekly episodes ranging from interviews to updates to strategy sessions. Sponsored by the AI Business Network www.aibusinessnetwork.ai and GTM AI Academy www.gtmaiacademy.com
Podcast website

Listen to GTM AI Podcast with Coach K and Jonathan Moss, The Vault Unlocked and many other podcasts from around the world with the radio.net app

Get the free radio.net app

  • Stations and podcasts to bookmark
  • Stream via Wi-Fi or Bluetooth
  • Supports Carplay & Android Auto
  • Many other app features
GTM AI Podcast with Coach K and Jonathan Moss: Podcasts in Family