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The Revenue Leadership Podcast with Kyle Norton

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The Revenue Leadership Podcast with Kyle Norton
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  • The Revenue Leadership Podcast with Kyle Norton

    E69: Stop Paying For SaaS: The AI Playbook Driving A $1B Trajectory | Ghazi Masood, CRO @ Replit

    13/05/2026 | 1h 4 mins.
    Ghazi Masood, CRO at Replit, joins Kyle Norton to break down how Replit went from $2 million to over $150 million in revenue in less than a year, is tracking to a billion-dollar run rate by the end of 2026, and is hiring 200+ people over the next 12 months while rebuilding GTM from scratch in the AI era. Topics include the AI-native GTM tech stack (Salesforce as system of record, internally vibe-coded apps for revenue copilot, customer health, CPQ, and forecasting), why Replit is hiring non-traditional sellers like a former Marine and a schoolteacher into AE roles, the 80% hiring bar and 15-minute screen, why automated SDRs didn't work but inbound triage will be fully agentic by Q2, scrapping traditional CSMs in favor of customer advocates, the build vs buy heuristics for enterprise pipeline generation and system of record decisions, and why Salesforce hygiene as a sales motion is dead.
    Key Takeaways:
    - Replit's GTM playbook is being written for the first time at hypergrowth scale, which forces a different bar on every hire. As Ghazi Masood, CRO at Replit, put it: "everything we're doing for the very first time, you know, rolling out territories, very first time, rolling out comp plans, very first time, rolling out forecasting cadence, very first time, rolling out, you know, the post-sales motion. So there's a lot of firsts happening in this business because the business has grown so fast, so quickly."
    - Non-traditional sellers can outperform pedigreed Oracle and Salesforce reps when the product is technical and mission-pull is strong. Ghazi Masood, CRO at Replit, on the team he's building: "when I got here, our number one seller in the company, and the person was already here, was, came from the military, was in the US Marine Corps, never sold a day in his life. Absolutely killed it… one of our top commercial sellers for our downmarket business, Kyle, who's still here in that role, was a schoolteacher, never sold, doing exceptionally well."
    - Hiring at hypergrowth speed requires explicitly lowering the bar from 100% to 80% and trusting enablement to close the gap. Ghazi Masood, CRO at Replit, on the calibration: "given how fast I have to go hire, I make this call right in the beginning, is we want an 80% bar. So we're we are not striving for 100%… if it's 80% and we think somebody can kind of meet that 80% bar and we know that with the right level of enablement, we can kind of get them that last 20%, get them to 100%, we're actually optimizing and pulling the trigger on that person."
    - Salesforce-hygiene-as-a-sales-motion is over. Ghazi Masood, CRO at Replit, on the shift: "the salesperson's job is changing, right? Like the amount of research and information gathering. I mean, that's all automated. So I think they can now spend their time in front of customers where they should be. Versus doing the back office crap. You know, the teams we've managed in our previous lives, like Salesforce hygiene and people spending more than half their week updating Salesforce. And I mean, those days are, those days are gone."
     
    Connect with the Hosts & Guests:
    Host: Kyle Norton, CRO at Owner.com - https://www.linkedin.com/in/kylecnorton/
    Guest: Ghazi Masood, CRO at Replit - https://www.linkedin.com/in/ghazi-masood-09195a2/
     
    The Revenue Leadership Podcast is more than a Podcast:
    Subscribe to The Revenue Leadership Podcast Newsletter: https://www.therevenueleadershippodcast.com/
    Subscribe to Topline Newsletter: https://toplinemedia.substack.com/
    Subscribe to the YouTube channel: https://www.youtube.com/@kyle-norton
     
    Chapters:
    00:00 Introducing Ghazi Masood
    03:20 Low-Code Is Dead, AI Is the Pivot
    05:57 Vibe Coding Your Own CRO Decks
    07:58 Replit's AI GTM Stack
    12:59 Replit Agent and Personal Apps
    16:55 Life as a Hypergrowth CRO
    19:52 Hiring Beyond the Top 1% Pedigree
    22:24 Marines and Schoolteachers Selling
    25:33 No CSMs, Just Customer Advocates
    30:20 Sponsor: Momentum
    31:00 What Breaks at Hypergrowth
    32:51 Build vs Buy in the AI Era
    41:05 Hiring System and the 80% Bar
    52:16 Future of GTM and AI GTM Engineer
    59:38 Quickfire: Scale Down or Get Cut
  • The Revenue Leadership Podcast with Kyle Norton

    E68: Are You UNINVESTABLE? The New GTM Reality | Cassie Young, General Partner @ Primary Venture Partners

    07/05/2026 | 1h 14 mins.
    Cassie Young, General Partner at Primary Venture Partners, joins Kyle Norton to break down exactly how CROs must master P&L management to survive the new AI-driven go-to-market reality.
    As the era of software bloat ends, revenue leaders must adapt their GTM strategy to maintain investor trust and drive capital-efficient growth. This episode details the financial metrics, board expectations, and AI workflow integrations required to build a high-performing enterprise sales motion.
    Key takeaways:

    -The GTM bloat era is over... companies have to invest in inference and compute so we don't have the luxury of traditional software margins.
    -Use the PRIME framework to justify any new go-to-market tool... Productivity, Retention, Investment efficiency, Momentum, and Expense reduction.
    -You cannot sell interoperability effectively if you do not fundamentally understand how AI tools and models work natively.

    Other Cool Stuff:
    🎧 Tune into Topline Podcast (our other show!), the #1 podcast for founders, operators, and investors in B2B tech:
    https://www.joinpavilion.com/topline-podcast
    📩 Subscribe to Topline Newsletter:
    https://toplinemedia.substack.com/
    🤝 Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast:
    https://www.joinpavilion.com/topline-slack
     
    Chapters:
    00:00 Episode Overview
    01:05 Cassie Young Career Background
    03:20 The GTM Bloat Era Ends
    08:32 The Rise of the Orchestrator
    12:16 Jevons Paradox in Revenue Teams
    15:52 Evaluating Early Burn Multiples
    18:08 Point Solution Market Risks
    25:28 New Rules for Software Pricing
    29:59 The PRIME Investment Framework
    34:56 Why AI Initiatives Fail
    43:09 Aligning Strategy With Your CFO
    44:54 Executives Must Use AI Daily
    50:08 How Boards Measure CROs Now
    1:00:02 Core Four Executive Attributes
    1:11:01 Career Advice for New Leaders
  • The Revenue Leadership Podcast with Kyle Norton

    E67: Your Buyer's AI Is Pitching YOUR Product (Badly) | Adrian Rosenkranz, CRO @ Webflow

    29/04/2026 | 1h 10 mins.
    Adrian Rosenkranz, CRO at Webflow, joins Kyle Norton to break down exactly how to rebuild your GTM motion for AI bot traffic and scale internal AI agents.
    As AI bots reshape enterprise pipeline generation, revenue teams must master AEO (Agentic Engine Optimization) and GEO (Generative Engine Optimization) to capture high-intent search traffic. Adrian shares how to optimize your technical SEO for agent crawls, collapse legacy RevOps silos, and build custom internal AI workflows that drive real sales outcomes.

    A lil' sneak peek into some key topics we discuss:
    Optimize for AEO and GEO: AI bot crawls now make up nearly 20% of Webflow's site traffic. Companies must provide markdown-friendly metadata to control their brand narrative inside LLMs and secure citations over standard referrals.

    Pioneer Go-To-Market Engineering: Fragmented operations teams create workflow bottlenecks. Merging Sales, Marketing, and Post-Sales Ops into a single go-to-market engineering (GTME) unit is required to deploy effective cross-functional AI systems.

    Deploy Agents with Claude Code: Stop using AI just to write faster emails. Centralize your AI development to build autonomous workflows—like using Claude Code and MCP to draft hyper-personalized customer emails based on live Slack and Salesforce context.

    Build Dynamic Knowledge Bases: Static documentation is dead. Feed call data into AI to automate your Ideal Customer Profile (ICP) and "...run this every week... and you can see the drift from the previous one" to continuously fuel outbound scripts.

    🎧 Tune into Topline Podcast (our other show!), the #1 podcast for founders, operators, and investors in B2B tech:
    https://www.joinpavilion.com/topline-podcast
    📩 Subscribe to Topline Newsletter:
    https://toplinemedia.substack.com/
    🤝 Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast:
    https://www.joinpavilion.com/topline-slack
    Chapters:
    00:00 Intro and AI bot traffic surge
    05:12 AI citations vs website referrals
    08:28 Optimizing websites for AEO & GEO
    13:14 Controlling brand narratives in LLMs
    15:05 Enable sales for rapid product updates
    23:22 Escaping the AI efficiency trap
    29:01 Why you must collapse your RevOps team
    35:43 Building custom AI email agents
    48:35 Automating dynamic ICP documentation
    54:06 Generating outbound scripts with AI
    57:58 Framework for build versus buy in AI
    1:02:16 Avoid locking AI in black boxes
    1:07:28 What separates elite CROs
  • The Revenue Leadership Podcast with Kyle Norton

    E66: Win More (by Losing Less) | Kevin Bailey, CEO @ Dreamfuel

    01/04/2026 | 1h 31 mins.
    Kevin Bailey, CEO of Dreamfuel, joins Kyle Norton to break down exactly how to manage executive physiology and eliminate inconsistent performance.
    Mastering your mental state is the ultimate go-to-market tool for navigating high-stakes sales motions and enterprise pipeline generation without burning out. This episode breaks down the applied neuroscience of executive performance, giving GTM leaders the exact tools to regulate their nervous systems and execute flawlessly under pressure.
    Kevin mentioned a few resources during the show, linked here:
    Tech Leader Mental Performance Report & Field Guide - A deep dive into tech leader mental performance challenges, frameworks, and tools. Created in partnership with Indiana University and Elevate Ventures: http://dreamfuel.com/report

    Weekly Tech Leader Breathwork Session - Weekly group breathwork session hosted on Thursdays at 9 PT / Noon ET: https://www.dreamfuel.com/breathwork

    Complimentary 1:1 Mental Performance Coaching Session - Apply for an individual session with a Dreamfuel mental performance coach: https://www.dreamfuel.com/schedule-your-demo 

    Other helpful links:
    🎧 Tune into Topline Podcast (our other show!), the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast
    📩 Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter
    🤝 Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack
     
    Books mentioned in the episode:
    Search Inside Yourself by Chade-Meng Tan
    The Comfort Crisis by Michael Easter
    The Greatest Secret by Rhonda Byrne
    Effortless Being by David Bingham
    Atomic Habits by James Clear
    Chop Wood Carry Water by Joshua Medcalf
    The Untethered Soul by Michael A. Singer
    The Secret by Rhonda Byrne
     
    Key Takeaways:
    Consistency defines elite performance: Top executives don't just rely on good days. They train their nervous systems to maintain a tight baseline of peak output regardless of external stress or market conditions.

    Results are downstream of biology: You cannot out-think a biological threat response. Shifting your physical state through breathwork or cold exposure is the absolute prerequisite for changing your emotions, cognition, and ultimate business results.

    Prime your subconscious with imagery: Treat high-stakes meetings like an athletic event. Using rehearsal visualization to run through potential objections primes your brain to respond calmly and constructively in the moment.

    Cut cheap dopamine: Endless scrolling and easy distractions drain the motivation required for deep work. Eliminating dopamine wasters reallocates that drive directly into your professional execution and resilience.

    Chapters: 
    00:00 Intro & The Cost of Startup Growth 
    06:17 Defining Elite Executive Performance 
    09:30 The Neuroscience Performance Chain 
    13:47 Taming Stress (feat. Default Mode Network)
    16:23 Four States of the Nervous System 
    20:50 Practicing Somatic Awareness 
    28:00 Building Resilience With Cold Plunges 
    33:57 Finding Equanimity in Leadership 
    40:46 Warmups for High-Stakes Meetings 
    44:35 Rehearsal and Creative Visualization 
    57:51 Holding Form Under Intense Pressure 
    67:20 Cooling Down With Anger Journaling 
    75:00 Understanding Non-Duality at Work 
    84:00 Modeling Behavior for Your Team 
    89:52 Eliminating Dopamine Wasters
  • The Revenue Leadership Podcast with Kyle Norton

    E65: Inside Our AI Sales Stack - Kyle Norton | CRO @ Owner.com

    25/03/2026 | 30 mins.
    Kyle Norton, CRO at Owner.com, is interviewed by Everett Berry to break down exactly how to scale pipeline generation using applied AI and GTM engineering.
    Scaling an SMB sales motion requires ruthless efficiency and a modern outbound automation stack. This episode covers how to integrate applied AI into your GTM strategy to dramatically increase decision-maker connect rates, streamline pipeline generation, and execute high-volume cold calling campaigns.
    🎧 Tune into Topline Podcast (our other show!), the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast
    📩 Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter
    🤝 Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack
    Key Takeaways:
    Automate pre-call research to maximize SDR output. By injecting AI-generated local name drops and personalized pain points directly into Salesloft, Kyle's reps can make 150 to 200 dials and connect with 20 to 30 decision makers daily - a 5x improvement from where they started.

    Run GTM engineering pilots in small batches. Seat your applied AI specialists directly next to frontline reps so they can accurately assess impact. Test specific interventions—like shifting call blocks to 5:00 PM—so you're only handing proven workflows for broader application across the team.

    Leverage executive personal branding for inbound recruiting. Publishing consistent, AI-assisted content on LinkedIn generates massive inbound applicant volume. In Kyle's case, this has completely eliminated the need for expensive external recruiting agencies.

    Keep sales managers focused on core competencies. Let your applied AI team build the tech while managers focus on hiring and coaching. 

     
    Chapters:
    00:00 Episode Intro 
    01:37 Scaling AI-Driven SMB Sales
    03:43 The PICRIOS Cold Call Structure
    06:25 Running GTM Engineering Experiments
    08:38 Structuring an Applied AI Team
    10:06 Automating Transactional SMB Sales
    13:17 Future Go-to-Market Team Roles
    15:39 Personal Branding for GTM Recruiting
    18:52 AI Workflows for Content Creation
    23:19 Finding Time to Learn AI Tools
    26:38 Buying vs Building Data Stacks
    28:33 Using Claude to Learn Tech Skills
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About The Revenue Leadership Podcast with Kyle Norton
The Revenue Leadership Podcast with Kyle Norton is a new show from Topline that dives deep into how to succeed as a revenue leader. Kyle Norton, CRO of Owner.com, will host real revenue operators and share framework and tactics you can apply today. No fluff, no sales pitches, and no platitudes. This podcast is built for Founders, CRO's, Directors and VP's of Sales (and people who aspire for those roles) who want to level up their craft and grow revenue faster.
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