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The Revenue Leadership Podcast with Kyle Norton

Advertise on podcast: The Revenue Leadership Podcast with Kyle Norton

Rating
★★★★★
4.9
from
24 reviews
This podcast has
76 episodes
Language
English
Publisher
Pavilion
Explicit
No
Date created
2024/09/23
Latest episode
2026/09/02
Average duration
71 min.
Release period
16 days

Description

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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Check latest episodes from The Revenue Leadership Podcast with Kyle Norton podcast


E74: Your Agent Isn't Broken. Its Foundation Is. | Jonathan Moss, EVP Growth & Partnerships @ Experity
2026/09/02
Jonathan Moss, EVP of Growth and Partnerships at Experity, joins Kyle Norton to lay out the six layers under every agent his team runs: data, the brain, intelligence, orchestration, agents, and the interface. He built them in the wrong order first, starting at the agent and working down to the data. Topics include the GTM Intelligence Center that lets anyone at Experity pull a three-year trend with insights in under 30 minutes without RevOps in the middle, the decision that almost put the company's business logic and IP inside a third-party product, and running all of it in HIPAA-regulated health tech on Snowflake and AWS AgentCore. Plus, why budgeted headcount rather than an ROI pitch got the data team engaged, the shift from functional RevOps silos to acquisition, expansion, retention and value realization pods, and a tour of his personal stack of 121 agents and 57 skill files. Key Takeaways: - Build your system from the data up if you want durable results you can build from. Jonathan's six layers run from data at the bottom to the interface at the top. His framing: "if you're not thinking about the system that you're building, you're not going to be able to scale it." - AI added to an existing process costs an extra step, and rarely revolutionizes anything. As he put it: "AI is not something that you add into an existing process because then all you're typically doing is you're just adding one extra step or one extra layer, but you're not really solving the business outcome or the root problem." - The AI brain is the one layer you do not hand to a vendor. Experity came close to putting its business logic and company context into a third party before Moss pushed back: "one of the decisions that was almost about to be made was we were about to put all of this into a third party. And I was, and I was like, whoa, whoa, whoa, before we do that, how are you going to port it over to something else?" He is not against buying a platform, but he applies one test: "the portability is the most important factor if you're going to do it." Connect with the Hosts & Guests: Host: Kyle Norton, CRO & Advisor - https://www.linkedin.com/in/kylecnorton/ Guest: Jonathan Moss, EVP of Growth and Partnerships at Experity - https://www.linkedin.com/in/mossjonathan/ The Revenue Leadership Podcast is more than a YouTube Channel: Subscribe to The Revenue Leadership Podcast Newsletter: https://www.therevenueleadershippodcast.com/ Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into The Revenue Leadership Podcast: https://www.therevenueleadershippodcast.com/ Chapters:  00:00 Introducing Jonathan Moss 02:08 The Six Layers Of The System 09:49 Redesign The Work, Don't Add AI 11:41 RevOps Becomes Revenue Product 14:59 Building The GTM Intelligence Center 20:02 The Stack And The Vendor Near Miss 26:58 Getting The Data Team To Say Yes 32:18 Solving Agent Sprawl At Scale 42:11 The Four Levels Of AI Maturity 45:51 Org Design: Pods Over Silos 51:49 Hiring Generalists Over Specialists 55:28 What The New Revenue Leader Owns 58:44 Inside A 121-Agent Personal Stack 1:04:07 Memory, Crons And Moving To Grokbot 1:15:08 Virtual Cards For Agent Purchases
E73: The AI Enabling 600 Customer-Facing Reps | Lauren Hughes, VP Revenue Effectiveness @ Justworks
2026/08/26
Lauren Hughes, VP of Revenue Effectiveness at Justworks, joins Kyle Norton to walk through cutting new-hire ramp time from 18 months to 8 while AE bookings grew 28% in a year. She took the enablement team from 16 people to 6, and to fill the gaps she rebuilt a Claude skills library her team feeds with ride-along notes and onboarding results. Topics include the signals that tell her in a new hire's first few days whether they will make it, why she inherited a stack of 70 go-to-market tools and started by inspecting it instead of buying more, and how moving sales development under revenue effectiveness doubled pipeline productivity with four fewer people in seat. Plus, build versus buy with a product team, the exception report that replaced a 120-page weekly deck, and why she will not act on a hypothesis until she has checked the data. Key Takeaways: - Ramp time is a balance-sheet number, not an enablement metric. Justworks sells a compliance-heavy PEO product to reps who have never worked in HR or health insurance, and the fix was structure and measurement rather than more training hours. As Lauren Hughes, VP of Revenue Effectiveness at Justworks, put it: "When I first joined Justworks, our average time to ramp for a new sales hire was 18 months… We've gotten it down to 8 months and we have a pretty clear path to get it under 6." That happened across 300 revenue-facing hires in a single year. - The roles worth cutting are the ones that exist to maintain content. Lauren eliminated instructional designer, LMS admin and field enablement, and killed an onboarding coordinator role before it was ever filled, because scheduling, progress measurement and manager alerts now run through Tangelo and AI. On why the old team was sized the way it was, she said: "we needed 32 people to keep Confluence updated." Justworks no longer runs an LMS at all. - Enablement only scales when it is staffed like an operations function. Lauren merged revenue enablement and revenue operations into one team and changed what she hired for, telling the enablement side: "the new hat you need to wear is you need to be a systems thinker. You need to understand technology and understand what's going on in the market and how fast GTM technology is changing." Her diagnosis of the old model was high activity, low results. - Removing friction outperformed adding headcount in sales development. After the SDR team moved under revenue effectiveness, Lauren inspected the existing tech stack first, had a dialer in a POC within four days, migrated the engagement platform, added a pipeline ARR component to comp and built a signal system: "we're running at 2x productivity of pipeline opportunities, logo count, 2x productivity of pipeline ARR… And I'm down 4 in seat just from attrition of people moving to AE roles." She is candid that there was no single lever: "I wish I could say some, like, big aha thing, but it was really just this team needed focus." Connect with the Hosts & Guests: Host: Kyle Norton, CRO & Advisor - https://www.linkedin.com/in/kylecnorton/ Guest: Lauren Hughes, VP Revenue Effectiveness at Justworks - https://www.linkedin.com/in/laurenehughes10023/ The Revenue Leadership Podcast is more than a YouTube Channel: Subscribe to The Revenue Leadership Podcast Newsletter: https://www.therevenueleadershippodcast.com/ Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into The Revenue Leadership Podcast: https://www.therevenueleadershippodcast.com/ Chapters: 00:00 Introducing Lauren Hughes 02:02 Diagnosing The Org With Data 05:26 Taking Enablement From 16 To 6 07:41 Roles They Stopped Staffing 13:00 Ramp Time From 18 Months To 8 14:09 Measuring Cohort Attainment 17:49 Building The Persona Layer 21:41 A Claude Skills Library For GTM 28:40 Marrying RevOps And Enablement 39:25 What Actually Cut Ramp Time 44:19 Removing Friction From The Day 48:35 Thirty Minutes To Prospect One Lead 52:06 Doubling Pipeline With Fewer Reps 1:02:06 Getting AI Analysis You Can Trust 1:10:35 What She Is Building Next Sources & Attribution: Clipped video of Lauren Hughes: https://youtu.be/kDsZVOk9w_g
E72: I Collapsed My GTM Org Chart. This Is Why | Ian Tickle, CRO @ Freshworks
2026/08/06
Ian Tickle, Chief Revenue Officer at Freshworks, joins Kyle Norton to walk through why he collapsed a split go-to-market org chart into one revenue organization covering global sales, customer success, and customer experience. Ian is a 30-year SaaS operator who took Omniture through the Adobe acquisition and RightNow through the Oracle acquisition, then joined Freshworks in 2024 to run Europe and became CRO of a nearly billion-dollar ARR business 20 months later. Topics include the symptoms that you are shipping the org chart to your customers, the 8 to 12 week design process behind the reorg, whether a revenue leader should carry the net retention number, and the three questions to ask before unifying sales and CS. Plus, why complexity is not maturity, how shadow orgs get built by well-meaning people, the monthly ritual Ian's leadership team uses to delete process, and the point where poorly connected systems turn AI into a liability. Key Takeaways: - Segmentation is an internal convenience, and customers experience it as friction. Freshworks previously ran separate organizations for sub-500-employee and 500-plus accounts, which produced parent-child account fights, duplicated support teams, and a customer success line that reported into neither cleanly. As Ian Tickle, Chief Revenue Officer at Freshworks, put it: "customers don't care about my org structure. They care about dealing with Freshworks and is Freshworks going to look after them?" His test for whether a redesign is needed is whether the customer is waiting on an internal boundary to get resolved. - Complexity arrives as process that was once justified and never got removed. Ian's sharpest example is from an acquisition earlier in his career: "we would get an order, it would go through our systems, and it'd be provisioned within about 7 or 8 minutes of us, you know, checking the order and making sure everything's okay. Got acquired by one of, one of the companies, and that became a 3-week process." Same due diligence, same deal quality, four or five extra layers of approval, and nobody owned taking them back out. - Accountability blurs in the overlap between teams, not inside them. Ian describes org growth as circles that multiply until the shared area dominates: "Then you get the Venn diagram, which is the gray in the middle, which is where you start to lose the accountability…" His counter is naming a single responsible person per task and then clearing their path, which he frames as an open standing question to his org: "tell me what's stopping you from running faster?" - Getting faster is only a win if the reclaimed time gets redeployed. Ian is direct about tooling and AI efficiency that never converts into output: "what are you doing with that efficiency to make value out of it? Otherwise, there's like a net-net, it washes out at the back end. We're just being quicker, but we're not necessarily being more efficient or effective." He pairs that with a warning that AI layered onto disconnected systems creates a governance problem rather than leverage, and with a preference for exception-based reporting over data-state reporting. Connect with the Hosts & Guests: Host: Kyle Norton, CRO at Owner.com - https://www.linkedin.com/in/kylecnorton/ Guest: Ian Tickle, CRO at Freshworks - https://www.linkedin.com/in/ian-tickle-5a463a2/ The Revenue Leadership Podcast is more than a YouTube Channel: Subscribe to The Revenue Leadership Podcast Newsletter: https://www.therevenueleadershippodcast.com/ Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into The Revenue Leadership Podcast: https://www.therevenueleadershippodcast.com/ Chapters: 00:00 Introducing Ian Tickle 05:19 Why Freshworks Collapsed Two Orgs 10:11 Symptoms Of Shipping The Org Chart 14:53 The Org Design Before And After 20:04 How The Redesign Got Decided 27:22 Should Revenue Leaders Own CS 33:16 Three Questions To Ask First 35:29 Making Leaders Own Retention 42:03 Building Simplicity Into The Org 44:33 Seven Minutes To Three Weeks 49:09 Simplicity As Operating Discipline 55:16 Where Shadow Orgs Come From 1:00:31 The Monthly Delete Ritual 1:07:19 Rigor Versus Bureaucracy 1:12:23 Quickfire With Ian Tickle
E71: The Most Efficient Marketing Org In The World? (35 People, $350M) | Tim Rutten, CMO @ Backbase
2026/07/01
Tim Rutten, CMO at Backbase, runs a 35-person marketing team against a book of business north of $350 million in ARR, and joins Kyle Norton to break down the AI-native go-to-market operating model he built from the ground up. Topics include what AI-native actually means as an architecture principle, throwing out the org chart to rebuild around the real work, and building GTMOS, an in-house go-to-market operating system where 100% of the code is agent-generated. Plus, replacing a signal-engine tool like 6sense with a white-box build, scanning 3,000 target banks against a live ICP model for around $500 a week, and the "love letters" tactic that gets 40% of banking executives to respond. In short, a tactical playbook for AI-native revenue leadership. Key Takeaways: - Tim Rutten treats AI-native as an all-or-nothing bet. As the CMO at Backbase put it: "you either go all in or you don't go at all... in the middle, you're not getting the full value." That conviction let him treat the whole revenue org as an engineering problem and rebuild it around one go-to-market OS. - The competitive edge is a harness good enough to turn business leaders into builders. Tim Rutten's guidance is to "make sure you have a landing zone, a good architecture, really understand how to do this so you can make non-engineers dangerous," so the people closest to the customer can ship agents and workflows without waiting in a GTM engineering queue. - Building in-house is already pulling real cost out of the P&L. Backbase replaced 6sense with a bespoke, white-box signal engine, and Tim Rutten says "before the end of the year, we're taking out at least, at least $100K extra" in deprecated tools, calling the build "the best ROI I've seen in this full year." - One of the highest-return plays is also the lowest-tech. Tim's team writes public "love letters" that champion a target bank's executives by name, and he says "let's say 40% of the actual executives respond" because "people feel special. They feel heard. They feel seen." It gets Backbase into C-suite conversations at a fraction of the cost of a classic ABM campaign. Connect with the Hosts & Guests: Host: Kyle Norton, CRO at Owner.com - https://www.linkedin.com/in/kylecnorton/ Guest: Tim Rutten, CMO at Backbase - https://www.linkedin.com/in/timrutten/ The Revenue Leadership Podcast is more than a YouTube Channel: Subscribe to The Revenue Leadership Podcast Newsletter: https://www.therevenueleadershippodcast.com/ Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into The Revenue Leadership Podcast: https://www.therevenueleadershippodcast.com/ Chapters:  00:00 Introducing Tim Rutten 02:57 What AI Native Actually Means 06:24 Throwing Out the Org Chart 09:21 Which GTM Roles Get Hollowed Out 12:12 Getting the Team Into Claude Code 17:45 Building the GTM Operating System 20:40 The Vercel AI-Native Stack 25:15 Cutting Tools and $100K in Costs 29:29 Making Non-Engineers Dangerous 35:00 Centralized vs Distributed AI GTM 43:00 Reorganizing the Marketing Team 46:16 Scanning 3,000 Accounts With AI 55:55 From Weeks to 15-Minute ABM 1:06:43 The Love Letters Tactic 1:13:40 Quickfire CMO Questions
E70: Manufacture Motivation, Sell More | Kevin Bailey, CEO @ Dreamfuel
2026/05/27
Kevin Bailey, CEO of Dreamfuel, returns to The Revenue Leadership Podcast for part two of his conversation with Kyle Norton on mental performance. This time they dial in on how revenue leaders cascade these practices through their organizations. Topics include the Greenlight Guru breakthrough story (one breathwork session that converted a skeptical co-founder), the pre-call warmup protocol Kevin used during a solo enterprise sales year that doubled his close rate, and why every executive needs a "serotonin day" every two weeks to recover their dopamine system. Plus, how Owner.com keeps award-winning performers on "Get On Track" plans without spiraling identities, Jim Collins's return on luck for sales slumps, and what to track with WHOOP and Oura to make recovery a competitive advantage. Key Takeaways: - Kevin Bailey's single biggest performance unlock during his solo enterprise sales year was the pre-call warmup Hugh Jackman calls "daily design": 30 rapid belly breaths, a breath hold, fire-up music, then journaling as if the meeting is already over. As Kevin put it: "I did this for every single call. My close rate about doubled… it puts elite behaviors on autopilot. Again, why all athletes do it." The mechanism is mental contrasting: the subconscious can't fully distinguish a vividly-imagined outcome from a real one, so the dopamine and serotonin from the visualization juice neuroplasticity that reinforces hard behaviors. - Kevin's prescription for revenue leaders is one "serotonin day" every two weeks: a full day with no goals, no time pressure, and no phone. The kid-kicking-a-ball-for-the-pure-joy-of-it kind of day, rather than the soccer-with-rules kind. In the age of AI, when an executive's edge is the quality of their thinking and not their grind, the nervous-system reset is what unlocks bottom-up creative insight the rest of the week. - Kyle Norton's process-over-outcome culture at Owner.com has produced something counterintuitive: "tons of our best, very best performers at the company… award-winning performers have been on what we call Get On Track plans, which is our version of a PIP." The setup is Jim Collins's return on luck. Sales swings cut both ways, and a culture that anchors identity to inputs and process (not just W's) lets reps work through cold streaks without spiraling. Kevin's neurochemistry framing of the same idea: "If you learn how to control the dopamine of your team using tools like this, then you have control and you can push through the hard parts where your competitors will falter." - Trying to install seven new mental performance habits at once guarantees zero stick. The brain doesn't want to rewire. Kevin's image is that your brain is a giant interstate and it doesn't want you blowing up lanes to move on-ramps. Pick one practice, get serious about it for 30 days minimum, then move to the next. Connect with the Hosts & Guests: Host: Kyle Norton, CRO at Owner.com - https://www.linkedin.com/in/kylecnorton/ Guest: Kevin Bailey, CEO at Dreamfuel - https://www.linkedin.com/in/kevinjamesbailey/ The Revenue Leadership Podcast is more than a YouTube Channel: Subscribe to The Revenue Leadership Podcast Newsletter: https://www.therevenueleadershippodcast.com/ Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into The Revenue Leadership Podcast: https://www.therevenueleadershippodcast.com/ Chapters: 00:00 Introducing Kevin Bailey 05:53 The Leader Must Embody It First 08:36 Greenlight Guru Breakthrough Story 11:30 Engineering Breakthrough Moments 15:45 Biometric Trackers and Challenges 22:29 Pick One Habit at a Time 26:32 The Pre-Call Warmup Protocol 34:14 Visualization Without the Woo 38:09 Dopamine Triggers Leaders Control 44:11 Return on Luck and PIPs 47:07 Why Every Exec Needs a Serotonin Day 53:13 Why Sitting Still Feels Threatening 58:10 Sleep, Drinking, and the HRV Test 01:05:31 Shared Language and Four Zones
E69: Stop Paying For SaaS: The AI Playbook Driving A $1B Trajectory | Ghazi Masood, CRO @ Replit
2026/05/13
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
E68: Are You UNINVESTABLE? The New GTM Reality | Cassie Young, General Partner @ Primary Venture Partners
2026/05/07
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
E67: Your Buyer's AI Is Pitching YOUR Product (Badly) | Adrian Rosenkranz, CRO @ Webflow
2026/04/29
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
E66: Win More (by Losing Less) | Kevin Bailey, CEO @ Dreamfuel
2026/04/01
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
E65: Inside Our AI Sales Stack - Kyle Norton | CRO @ Owner.com
2026/03/25
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
E64: My Team Drives 4x Revenue Per AE vs Competitors | Aviv Canaani, CRO @ Datarails
2026/03/04
Aviv Canaani, CRO at DataRails, joins Kyle Norton to break down exactly how to build a highly predictable, inbound-led revenue machine. This episode details the transition from a purely outbound sales motion to a scalable inbound engine driven by demand generation and organic brand building. You will discover how to align marketing and sales, engineer an efficient B2B SaaS GTM strategy, and leverage AI tools to drastically increase pipeline generation and AE productivity. Key Takeaways: Account Executives should focus entirely on closing deals, not prospecting, to maximize per-rep efficiency and win rates. Revenue leaders must treat GTM as a math equation, balancing pipeline volume, conversion rates, and AE capacity to forecast accurately. Marketing must be held accountable for closed-won revenue because "...you don't count assists if the shooting guard didn't make the shot." AI tools like Momentum and Clay can fully automate CRM updates and lead qualification, freeing reps to focus on active selling. 🎧 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 Chapters: 01:23 Path to the CRO Seat 05:13 Outbound to 90% Inbound 08:20 Investing in Organic Brand 12:33 Marketer Running Sales 16:39 AEs Should Never Prospect 21:13 Real Math Behind Quotas 27:31 Building Predictable Revenue 33:38 Using AI for CRM Data 43:47 AI Use Cases in GTM 51:58 Future of the CRO Role 55:05 Books for GTM Leaders
E63: A Product-Informed Approach for Go-To-Market (Usha Iyer: Chief Customer & Growth Officer @ Hivebright)
2026/02/11
Most revenue leaders see a missed number and immediately jump to a solution: more training, new SPIFFs, or pricing changes. Product leaders isolate variables and solve for root causes. Usha Iyer (Chief Customer & Growth Officer, President - US @ Hivebright) brings a developer's rigor, and a product leader's clarity to GTM. She explains why you should treat your GTM strategy like a product roadmap: test small, validate with data, and only scale what's proven to work. Highlights include: Input vs. Output: Why chasing results without fixing process inputs increases failure ratesThe SWAT Team Model: The safer way to scale processes Churn Forensics: How to use control groups to diagnose retention issues (hint: it's rarely just pricing). Friction Hunting: Stop selling the "happy path" and how to get at the truth. Plus a lot more. And thanks for tuning in! Catch new episodes every Wednesday.  Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast!   Chapters: 00:00 Introduction: Usha Iyer's journey from engineering to revenue 03:52 Transitioning from product management to go-to-market leadership 07:34 The difference between winning in product versus sales 08:17 Identifying hidden customer friction points that data misses 12:19 How revenue leaders should communicate with product teams 13:36 Applying a product mindset to the sales process 15:56 Input-driven product development versus output-driven sales 21:48 Using data patterns and control sets to diagnose churn 34:46 Running hypothesis-driven experiments in GTM teams 37:39 Building data structures to track the customer journey 43:08 Experimenting with pricing and packaging strategies 46:02 Integrating onboarding directly into the product experience 52:00 Using SWAT teams to pilot new initiatives 56:16 Creating a culture of psychological safety for experimentation 01:01:05 Rapid fire questions and career advice
E62: CRO Life: from a $20B Exit, to a Hyper-Growth AI Org (Michelle Donnelly, CRO @ Crescendo)
2026/02/04
Crescendo went from zero to $100M ARR in under two years. And today's guest, CRO Michelle Donnelly, is leading the revenue team. In a market where every AI competitor claims the exact same capabilities, Michelle argues that "trust me" sales tactics don't work anymore, and what her team is doing instead. She explains why she banned traditional sales demos in favor of building functional prototypes using prospect data (sometimes within 24 hours). Michelle also breaks down the transition to outcome-based pricing and how she she's working to compress new rep ramp time. All this, and a ton more! Thanks for tuning in. Catch new episodes every Wednesday.    Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast!   Chapters: 01:39 Introduction to Michelle Donnelly and Crescendo 04:54 Leaving Salesforce for a risky hardware startup 11:25 Leveraging your network to spot market trends 16:18 Navigating pivots and finding product-market fit 19:44 Selling amidst the noise of the AI market 25:50 The challenge of simplifying complex messaging 30:45 Strategic priorities for scaling revenue teams 33:18 Replacing standard demos with "show me" solutions 35:50 Building trust by becoming your customer's customer 40:21 Balancing high-level strategy with frontline realities 43:02 Maintaining focus with the rule of three 45:09 Using internal AI to accelerate rep onboarding 48:23 Rapid fire: Traits of great revenue leade
E61: GTM Strategy: 5 Insights from 500 B2B SaaS Companies (Jeremey Donovan, EVP Sales + CS at Insight Partners)
2026/01/28
As EVP of Sales and CS at Insight Partners, Jeremey advises over 500 B2B SaaS companies. In this episode, he reveals why the top 10% of performers are actually expanding their outbound teams, not cutting them. And we cover a ton, including: The Outbound Paradox: Why winning companies are doubling down on SDRs while everyone else pulls back. Build vs. Buy: Why purchasing point solutions right now is a "risky business" (and the case for building your own). The Great Consolidation: How AEs are absorbing the SDR function and what it means for your org chart. The CRO Differentiator: The one trait that separates good revenue leaders from the truly great. Thanks for tuning in. Catch new episodes every Wednesday.  Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast!   Chapters: 00:00 Introduction and Jeremey Donovan's Career Journey 03:59 AI Adoption: Disillusionment vs. Reality 06:28 Shifting From Bottom-Up to Top-Down AI Innovation 08:29 Navigating Governance and the "AI Czar" Role 13:58 Why Disciplined Execution Trumps AI Tactics 16:11 AI for Performance Reviews and Real-Time Feedback 21:45 The Rise of "Build" and Agentic Coding 27:33 Augmentation, Outbound Sales, and Human Effort 41:40 The Build vs. Buy Debate in RevTech 52:13 Realistic Expectations for AI Productivity Gains 59:13 The Future of SDR and Solutions Engineer Roles 01:03:12 Redesigning Processes and Unbundling Roles for AI 01:13:06 Preserving Critical Thinking in an AI World 01:19:05 Quick Fire: Leadership, Hiring, and Hard Lessons
E60: The Claude Code Era: Mastering Autonomous GTM Agents (Jordan Crawford, Founder @ Blueprint)
2026/01/22
Jordan Crawford (Founder @ Blueprint GTM) returns with a reality check for GTM leaders: The ChatGPT era is over. We're entering the season of Claude Code. That means you can move past static prompts and brittle workflows. We are now in a world where autonomous agents write code, execute complex goals, and learn recursively. Jordan breaks down how to set up local environments where context compounds over time, allowing you to deploy "infinite interns" against your most manual processes.   A few of the topics we cover: The 3 Eras of GTM AI: Why we've graduated from ChatGPT (text) and Clay (linear workflows) to Claude Code (autonomous engineering). Adapt or Die: Jordan shares some benchmarks of the absurd growth that's possible in specific areas Atomic Leverage: How to identify the tasks in your sales org that agents can execute at scale. COUPON CODES: Get 10% off AutoClaygent.com with code NortonKnows. No limit on redemptions, but the code expires Feb 28th, 2026.   Get 50% off your own GTM Playbook with code KyleKnows (limited to the first 50 customers only) available at https://playbooks.blueprintgtm.com    Contact Jordan at https://linkedin.com/in/jordancrawford if you have any issues.   Thanks for tuning in. Catch new episodes every Wednesday.  Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast!   Chapters: 00:00 Introduction to Jordan Crawford and Claude Code 02:46 Defining Claude Code and Agentic Capabilities 04:47 Real-World Example: Automating Manual Enrichment 08:17 How Claude Code Differs from ChatGPT and Gemini 11:12 Building Compounding Context in Local Folders 15:23 The Three Eras: ChatGPT, Clay, and Claude Code 19:09 Recursive Improvements and Autonomous Agents 26:08 Claude for Work vs. Terminal-Based Claude Code 28:06 Understanding Plan Mode and Sub-Agent Workflows 37:05 The CRO's Role in Identifying Automatable Tasks 40:06 Scaling Atomic Tasks for Massive Productivity Gains 46:54 Developing Technical Taste and AI Intuition 51:49 The Critical Role of Context and Integration 58:44 Building an AI Chief of Staff for Decision Making 75:40 How to Install and Start Using Claude Code

Podcast reviews

Read The Revenue Leadership Podcast with Kyle Norton podcast reviews


4.9 out of 5
24 reviews
★★★☆☆
Klora34 2026/09/04
Pretty good but often not relatable
Too many senior leaders from huge orgs with tons of resources. Most orgs can’t relate and information shared doesn’t become practical for mid sized bu...
★★★★★
Xgalusha 2026/01/24
Must listen pod!
Kyle brings a player coach approach to this pod and I’m here for it. I’d say it’s a ‘must listen’ because he is exploring what is next. ‘What is nex...
★★★★★
chuckomoss 2025/08/18
Always Excellent
Kyle, every week I listen I learn something new and for every episode I appreciate how prepared you and your guests are to deliver an enlightening dis...
★★★★★
Nononsense4 2025/01/26
Actionable interviews
Been listening to a few of these and above all provide actionable advice for revenue leaders. JD millers interview was a game changer coming from a d...
★★★★★
Vaughn Dietz 2025/01/01
Director of Sales at Simpro
I have been following Kyle for a while on LinkedIn and recently attended a session he hosted through sales assembly. Kyle has a wealth of knowledge an...
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