How do you grow like a VC-backed SAAS company without taking on investors? What are the secrets that SAAS CEOs have that the rest of us don't? Do you want to create a lifestyle business, a performance business, or an empire? How do you scale to an exit without losing your freedom? Join the host Ryan Staley every Monday and Wednesday for conversations with the brightest and best SAAS Founders, CEOs, and Entrepreneurs to crack the code on repeatable revenue growth, leadership, lifestyle freedo ...
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Ryan Staley Podcasts
Empowering today’s generation of go-getters on their journey to becoming a boss. With your hosts Tyeal Howell & Ryan Staley. Powered by: Streamlined Media Group & R.LEGACY
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Are you a CRO looking for insights and ideas from your peers? Are you a Revenue Leader with aspirations to become a Chief Revenue Officer? Are you a CEO looking to appoint a CRO to scale your business? Welcome to the CRO Spotlight podcast, a weekly show featuring insights from Chief Revenue Officers, B2B Revenue Leaders, and CEOs. Hosted by Warren Zenna, Founder and CEO of The CRO Collective, the show goes deep behind the scenes with the people who have been there, done that, and have seen t ...
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Conversations with the Global Investment Team at Southeastern Asset Management, leaders in long-term, concentrated, engaged, value investing since 1975. Disclaimer: Current and future holdings are subject to risk and past performance is no guarantee of future results. This podcast was recorded from 2018 to 2021. Information presented herein is for discussion and illustrative purposes only and is not a recommendation or an offer or solicitation to buy or sell any securities. Securities identi ...
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Sales Transformation & Customer-Centric Revenue with Dr. Grant Van Ulbrich
54:27
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54:27In this episode, Warren speaks with Dr. Grant Van Ulbrich, the world’s first doctor of Sales Transformation. They discuss a critical gap in the modern revenue landscape: while other business functions have deep academic rigor, sales education has remained largely stagnant since the 1980s. Grant explains why traditional "tips and tricks" no longer w…
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Balancing an AI-Native Strategy with Human Connection with Amy Osmond Cook
53:57
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53:57In this episode of the CRO Spotlight Podcast, Warren Zenna sits down with Amy Osmond Cook, Co-Founder and CMO at Fullcast, to tackle the pressing challenge of balancing AI innovation with authentic human connection. As revenue leaders race to adopt AI-native strategies, the risk of losing trust through impersonal automation grows. Amy shares her pe…
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Vetting the CRO Role & Avoiding the "VP of Sales" Trap with Mike Price
59:20
59:20
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59:20In this episode, Warren Zenna sits down with Mike Price, CRO at DTEX Systems, to explore the critical evolution from a functional salesperson to a holistic business leader. Mike shares his unique journey, influenced by an entrepreneurial upbringing, and discusses why successful CROs must view themselves as business executives first. He argues that …
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Building the Machine & Guarding the Culture with Christian Gerron
54:53
54:53
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54:53In this episode of CRO Spotlight, Warren Zenna sits down with Christian Gerron, Chief Revenue Officer at StackAdapt. They dive into the complexities of the programmatic ad tech space, a market saturated with thousands of players. Christian explains how StackAdapt differentiates itself by moving beyond a simple DSP to become a unified "operating sys…
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Google's Gemini 3 Just Prepped My $200K Sales Call in 15 Minutes
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13:40Google just released Gemini 3, and I tested it with 3 real business use cases: prepping for a $200K sales call, building an interactive sales dashboard, and creating a complete website from scratch—all in minutes.In this video, I show you LIVE examples of:✅ Gemini Agent prepping an entire sales call (research, pitch angles, objection handling, foll…
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Leadership Structures & AI at $1B Scale with Steven Birdsall
53:38
53:38
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53:38In this CRO Spotlight episode, host Warren Zenna sits down with Steven Birdsall, CRO at Alteryx, to unpack a sweeping leadership transition and how a newly formed C‑suite aligned on product and go‑to‑market. Steven shares how a product‑centric CEO and a servant‑leader CRO combine to create clarity of mandate, performance culture, and human‑first ex…
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GPT-5.1's 3 Superpowers that No One Is Talking About
17:21
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17:21**GPT-5.1 just changed the AI game with 3 superpowers most people are completely missing.** In this complete guide, I break down exactly how to use Speed + Warmth, Adaptive Reasoning, and Instruction-Following Precision to 10x your productivity in sales, marketing, and strategy.**What You'll Learn:**✅ How to choose between GPT-5.1 Instant and Think…
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Value Engineering & The ROI Discovery Process with Mike Genstil
30:02
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30:02In this episode of the CRO Spotlight, Warren Zenna welcomes Mike Genstil, CEO at ValueCore, to discuss a critical inefficiency in modern sales: the "value gap." Mike explains that too often, sellers rush to provide a price quote while buyers remain fixated on features, rather than starting the conversation by aligning on the specific problems the o…
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This CEO Built a Daily AI Agent That Searches the Web While He Sleeps
40:15
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40:15Summary In this conversation, Chris Savage discusses the evolving landscape of entertainment and the importance of trust in video content. He highlights the current phase of shock and awe in video production, driven by advancements in technology that blur the lines between reality and fiction. Savage emphasizes that as audiences become accustomed t…
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How I Used Claude Code to 100x My Marketing in 15 Minutes
11:42
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11:42Keywords content creation, SEO, automation, personal branding, audience engagement Summary In this conversation, Ryan Staley discusses the importance of maximizing content creation efficiency through automation and SEO strategies. He shares his experience of generating a significant amount of content in a short time and emphasizes the role of perso…
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Claude Skills- Customize AI for YOUR business in 5 minutes. Here's what no one's telling you.
16:54
16:54
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16:54Get the 30 Sales and Marketing Agentic Prompts-https://www.aiforrevenue.com/whale-boss-gpt5-revenue-framework-examples Summary In this conversation, Ryan Staley introduces Claude Skills, a groundbreaking feature that allows users to customize AI for their businesses without any coding. He discusses the significance of this feature in transforming A…
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OpenAI AgentKit Tutorial: Build Your First AI Agent in 8 Minutes
11:21
11:21
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11:21In this conversation, Ryan Staley discusses the newly launched Agent Builder by OpenAI, highlighting its features, practical applications, and future implications for AI development. He emphasizes the ease of building functional agents without coding and explores the potential impact on startups and enterprise solutions. Staley also addresses misco…
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Claude's 30-Hour Autonomous Work Revolution
16:27
16:27
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16:27In this conversation, Ryan Staley discusses the transformative potential of Claude 4.5, focusing on its 30-hour autonomous work capabilities across marketing, sales, leadership, and personal productivity. He provides practical workflows and examples to illustrate how businesses can leverage AI to enhance efficiency and effectiveness. The discussion…
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From BDR to CRO: Building Cross-Functional GTM with Michael Maimone
56:36
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56:36Warren Zenna sits down with Michael Maimone, CRO at LucidLink, to unpack his journey from BDR to enterprise sales leader to CRO. Michael shares how his time at IBM, Marketo, Adobe, and ZoomInfo shaped a systems mindset, enabling him to translate big-company rigor into agile, early-stage execution without stifling momentum. They dive into the first …
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Beyond the Demo: Why Most AI Implementations Fail and How to Build Ones That Actually Work
41:41
41:41
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41:41Ryan Staley Featured on the CRO Spotlight Podcast Ryan joins Warren Zenna for an in-depth conversation on the state of AI today—separating the hype from the real-world applications.They explore the various stages of AI integration in business, including augmentation, automation, and orchestration, and how these can transform roles, particularly for…
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Warren Zenna hosts Ryan Staley, Founder and CEO at Whale Boss, to separate AI spectacle from strategic value for revenue leaders. They explore where the technology truly helps CROs versus where demos overpromise, and how practitioners can spot durable use cases. Ryan frames adoption as a pragmatic process focused on measurable outcomes rather than …
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Stop Using GPT-5 Like GPT-4 — Do This Instead
11:57
11:57
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11:57In this conversation, I dive into the transformative capabilities of GPT-5, highlighting its advanced reasoning and prompt engineering techniques. I share how I’ve been leveraging these features to unlock new possibilities in business, from using connectors to tap into data to analyzing decisions from multiple perspectives. Along the way, I provide…
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Punching Yourself in the Face and Secret CRO Roles with Andy Mowat
48:13
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48:13In this episode of CRO Spotlight, host Warren Zenna sits down with Andy Mowat, Founder of Whispered, to explore the challenges of landing the ideal Chief Revenue Officer role. Andy shares his journey from running revenue operations at multiple unicorns to building a platform that uncovers unposted executive opportunities. They discuss the ambiguiti…
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How a $100M+ Company Deploys AI Agents for Real Business Impact
17:44
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17:44In this conversation, Ryan Staley and Jonathan Moss delve into the intersection of AI and business strategy, particularly in healthcare and go-to-market approaches. Jonathan shares his experiences with AI applications in his role at Expirity, discussing innovations in patient care and the importance of reimagining go-to-market strategies. They expl…
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GTM Differentiation & Decision Velocity with Amy Hsuan
1:02:29
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1:02:29Warren Zenna sits down with Amy Hsuan, Chief Customer & Revenue Officer at Mixpanel, to unpack what a truly unified revenue engine looks like. Amy shares how org design must follow strategy, why GTM is a core differentiator, and how aligning marketing, sales, success, and services creates consistent end‑to‑end customer experiences that actually win…
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The Four-Stage AI Implementation Framework: Taskmaster to Orchestration for Revenue Teams
3:20
3:20
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3:20In this special short episode, Ryan Staley shares insights from a private presentation he delivered to Chief Revenue Officers at the University of Chicago Booth School of Business. This "fly on the wall" style episode provides a laid-back conversation covering core AI implementation concepts, frameworks, and practical strategies for revenue leaders…
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The Art and Science of Sales Compensation Plans with Dana Therrien
46:03
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46:03In this episode of CRO Spotlight, Warren Zenna welcomes back Dana Therrien, Vice President at Anaplan and a leading expert in sales compensation strategies. Dana shares his insights on designing simple yet effective comp plans that motivate sales teams while aligning with company goals and customer success. He emphasizes the importance of balancing…
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The Super Agent: One AI Tool to Rule Them All?
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14:54In this conversation, Ryan Staley and Wen Sang discuss the innovative capabilities of Genspark's AI agents, exploring how they can assist knowledge workers in various tasks, including building websites and conducting research. Wen shares insights into the functionalities of GenSpark's Super Agents, their real-world applications, and the future of A…
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Target Accounts, Intent Signals & Marketing Alignment with Jaime Ruhl
1:05:05
1:05:05
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1:05:05Jaime Ruhl, CRO at Emergn, joins Warren Zenna to explore how a sales leader becomes a strategic revenue architect in a product‑centric consulting firm. She explains stepping into a broader remit that covers sales, go‑to‑market and marketing alignment across global teams. Jaime describes being a player‑coach who builds repeatable sales motion and ch…
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Agentic Prompting in GPT‑5: The Top 1% Single‑Pass Prompt (3 Real Demos)
17:16
17:16
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17:16In this video, we will explore how to effectively utilize GPT-5 as an agent for various tasks, including project management, automation, and coding. I will provide insights into crafting effective prompts, leveraging the model's capabilities, and enhancing productivity through AI. The discussion emphasizes the importance of using specific language …
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Zero to 36 Million in 45 Days: The AI Agent Revolution
24:26
24:26
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24:26In this conversation, Ryan Staley interviews Wen Sang, co-founder of Genspark AI, discussing the innovative features and vision behind Genspark AI. They explore the capabilities of the AI tool, including its ability to create presentations, take meeting notes, and assist knowledge workers in their daily tasks. Wen shares insights into the technolog…
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Hamburgers, Revenue Engines and CRO Success with Adam Crandall
1:02:52
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1:02:52In this episode of CRO Spotlight, Warren Zenna speaks with Adam Crandall, CRO at Addtronics, about his journey from VP of Sales to Chief Revenue Officer in a private equity-backed environment. Adam shares how he developed a scalable go-to-market playbook for Addtronics, a platform acquiring robotics and automation companies focused on advancing hum…
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100k AI Ads Using Google VEO 3 JSON Prompting - Complete Tutorial
7:03
7:03
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7:03In this episode, I share how I'm using JSON prompting with Veo3 to create high-quality videos quickly and efficiently. I walk through my three-step process: starting with content curation using Grok 4, then refining prompts to fit my voice and goals, and finally generating the video content itself. I highlight how powerful JSON prompting can be for…
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ChatGPT Agent Mode vs. Genspark Super Agent (Here's The Winner)
17:14
17:14
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17:14Your competitors are already using AI. Don't get left behind. Weekly strategies used by PE Backed and Publicly Traded Companies →https://hi.switchy.io/g2H5 I compare the performance of Genspark and OpenAI's ChatGPT Agent Mode, showcasing their capabilities in generating marketing strategies, YouTube video outlines, and visual presentations. Through…
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LIVE DEMO: Building Lovable for GTM-agentic workflows in seconds
14:36
14:36
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14:36In this conversation, Ryan Staley and Amos Bar-Joseph discuss the innovative capabilities of GetSwan, an AI-driven platform designed to enhance business operations through agentic workflows. They explore how Swann can streamline go-to-market strategies, automate lead qualification, and personalize outreach efforts, all while integrating seamlessly …
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What do Marshmallows have to do with CRO Success? Competency Assessment Breakthroughs with Lindsay Guzowski
1:03:25
1:03:25
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1:03:25In this episode of CRO Spotlight, host Warren Zenna sits down with Lindsay Guzowski, CEO at The Crucible, to explore the power of targeted competency assessments for chief revenue officers. They trace the origins of a bespoke CRO test built for private equity–backed companies, showing how tailored assessments can pinpoint the strengths and gaps tha…
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In this video, I discuss the transformative potential of AI and automation tools in the workplace. I share my experiences with multi-tabling agents, illustrating how these tools can significantly enhance productivity and efficiency. I emphasize the importance of orchestrating multiple AI agents to achieve complex tasks and highlight the future of w…
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Shopify Org Design and Why CROs Must Get Technical with Bobby Morrison
1:02:57
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1:02:57In this episode of CRO Spotlight, Warren Zenna sits down with Bobby Morrison, Chief Revenue Officer at Shopify, to explore how the CRO role has evolved beyond traditional sales leadership. Bobby shares his approach to unifying marketing, sales, customer success, and support under a single revenue organization focused on the complete customer journe…
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AgentForce Decoded: Inside Salesforce's $80B AI Revolution
49:24
49:24
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49:24Your competitors are already using AI. Don't get left behind. Weekly strategies used by PE Backed and Publicly Traded Companies →https://hi.switchy.io/U6H7S -- In this conversation, Ryan Staley interviews Ajay Kumar, the head of AI product growth at Salesforce, discussing the deployment and innovative use cases of Agent Force. Ajay shares surprisin…
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Why 90% of Startup Ideas Fail Before Week 2 (And How I Validate Mine in 7 Days)
11:44
11:44
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11:44Your competitors are already using AI. Don't get left behind. Weekly strategies used by PE Backed and Publicly Traded Companies →https://hi.switchy.io/U6H7S -- Ryan Staley discusses the high failure rate of startup ideas and shares his personal journey of validating his own startup concept. He emphasizes the importance of building in public, levera…
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Make Agents vs. Classic Automation: The Truth About AI Workflows
18:06
18:06
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18:06Your competitors are already using AI. Don't get left behind. Weekly strategies used by PE Backed and Publicly Traded Companies →https://hi.switchy.io/U6H7S -- In this conversation, Ryan Staley and Tom Andrews discuss the capabilities and challenges of Make.com and its new agent features. Tom shares insights on how Make.com integrates various syste…
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My Sales Team Just Became 100x Smarter by connecting my CRM to ChatGPT
7:29
7:29
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7:29Your competitors are already using AI. Don't get left behind. Weekly strategies used by PE Backed and Publicly Traded Companies →https://hi.switchy.io/U6H7S -- In this video, I reveal how to enhance CRM systems using the deep research capabilities embedded in AI models like OpenAI. I share a step-by-step guide on creating effective prompts, connect…
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Building Scalable Revenue Operations from the Ground Up with Jessica Robertson
1:00:24
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1:00:24On this episode of CRO Spotlight, host Warren Zenna sits down with lighting-rod revenue leader Jessica Robertson, Chief Revenue Officer at Orbb. After first connecting at a lively CRO roundtable, they unpack a conversation that could have lasted hours—touching on business philosophy, sales innovation, and the evolving role of relationships in growt…
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Automation vs. Agents: What Really Happens When AI Breaks Down
17:20
17:20
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17:20Your competitors are already using AI. Don't get left behind. Weekly strategies used by PE Backed and Publicly Traded Companies →https://hi.switchy.io/U6H7S -- In this conversation, Ryan Staley and Tom Andrews discuss the integration of AI and automation within Pavilion, focusing on the development of a mentoring program. Tom shares insights into t…
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The $30M Zero-Employee Challenge: Building with AI Agents, Not Humans
21:52
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21:52Your competitors are already using AI. Don't get left behind. Weekly strategies used by PE Backed and Publicly Traded Companies →https://hi.switchy.io/U6H7S -- In this conversation, Ryan Staley interviews Amos Bar-Joseph, the founder and CEO of Swan AI, about the innovative approach to building an autonomous business using AI agents. They discuss t…
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The $3 Trillion Labor Question: Will AI Really Replace Us?
14:09
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14:09Your competitors are already using AI. Don't get left behind. Weekly strategies used by PE Backed and Publicly Traded Companies →https://hi.switchy.io/U6H7S -- Summary In this conversation, Ryan Staley and Mike Palmer discuss the future of AI and data, drawing parallels to past technological transformations. They explore the importance of understan…
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Your competitors are already using AI. Don't get left behind. Weekly strategies used by PE Backed and Publicly Traded Companies →https://hi.switchy.io/U6H7S -- This is my 500th episode! In this episode, Ryan Staley discusses the challenges many organizations face with Microsoft Copilot and how to unlock its full potential. He shares insights from h…
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2,000 AI Apps in One Year: When Users Build Without Limits
18:51
18:51
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18:51Your competitors are already using AI. Don't get left behind. Weekly strategies used by PE Backed and Publicly Traded Companies →https://hi.switchy.io/U6H7S -- In this conversation, Ryan Staley interviews Mike Palmer, CEO of Sigma Tech, discussing his journey to leadership, the importance of maximizing learning years, and the transformative role of…
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Automate your Business with Claude Opus 4 in 10 minutes
11:51
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11:51Your competitors are already using AI. Don't get left behind. Weekly strategies used by PE Backed and Publicly Traded Companies →https://hi.switchy.io/U6H7S -- In this video, Ryan Staley discusses how to automate business processes using Claude Opus 4. He outlines three key steps: setting up integrations, conducting a time and automation audit, and…
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Marketing’s Identity Crisis & Unified Revenue Leadership with Emma Clayton
1:04:36
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1:04:36In this episode of CRO Spotlight, host Warren Zenna welcomes Emma Clayton, C-Suite Strategic & Commercial Leadership Consultant at Be Brilliant Consultancy. With 27 years in marketing, Emma reveals the origin of her provocative LinkedIn musing on B2B marketing’s fragmentation and leadership vacuum. She shares why she left a prominent community, how…
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The World-Class Culture Blueprint: Secrets of a CRO with 3 Exits
14:24
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14:24Your competitors are already using AI. Don't get left behind. Weekly strategies used by PE Backed and Publicly Traded Companies →https://hi.switchy.io/U6H7S -- In this episode, Ryan Staley and Brandon Taylor discuss the critical role of company culture in the context of AI-led transformations. They explore how to assess leadership and team dynamics…
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Can Genspark really replace your entire AI stack?
13:27
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13:27Your competitors are already using AI. Don't get left behind. Weekly strategies used by PE Backed and Publicly Traded Companies →https://hi.switchy.io/U6H7S ---- In this video, Ryan Staley explores Genspark, a new AI super agent, by conducting three tests to evaluate its capabilities in presentation creation and research. He shares insights on the …
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AI Revolution: How a Top Sales Leader Compressed 6-Month Projects to 10 Days
15:17
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15:17Your competitors are already using AI. Don't get left behind. Weekly strategies used by PE Backed and Publicly Traded Companies →https://hi.switchy.io/U6H7S ---- In this conversation, Ryan Staley interviews Brandon Taylor, VP of Enterprise and Partnerships at CompanyCam, discussing his extensive experience in scaling SaaS businesses and the transfo…
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How Top Companies Are Using AI Agents to 2X Revenue (Without Replacing Anyone)
26:22
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26:22Your competitors are already using AI. Don't get left behind. Weekly strategies used by PE Backed and Publicly Traded Companies →https://hi.switchy.io/U6H7S ---- In this video, Ryan Staley discusses the transformative role of AI in go-to-market strategies, emphasizing augmentation over replacement of team members. He shares real-world examples of c…
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Essential CRO Competencies for PE-Backed Companies with Joe Gravino
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56:43In this episode of CRO Spotlight, Warren Zenna sits down with Joe Gravino, Principal at Falcon Partners. They explore how private equity–backed firms identify and deploy revenue leaders. Joe explains Falcon’s boutique search approach focusing on aligning go-to-market teams with strategic objectives. Together, they pinpoint key markers of organizati…
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