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PODCAST · business

AI-Powered Seller

Forget the theory. This is where real-world applications of AI in sales take center stage. Join AI and sales expert Jake, as he delivers cutting-edge insights into the future of sales - powered by AI. Whether you're in leadership, on the frontlines, or driving sales enablement, Jake will give you the practical tips you need to supercharge your sales efforts and outpace the competition. By subscribing to the podcast and newsletter, you'll get exclusive early access to all our content - before it’s available to anyone else.---Subscribe to the AI-Powered Seller Newsletter for all podcast alerts and resources. https://bit.ly/ai-powered-seller-newsletter 

  1. 43

    From Zero To AI-Ready Leadership

    Still feeling stuck at step zero with AI—lots of prompts, no real leverage? We walk through five concrete moves that flip AI from novelty to advantage for frontline sales leaders and ambitious sellers. It’s a fast, tactical tour: onboarding that compresses ramp, a coaching memory that never forgets, development plans that stick, a leader-specific GPT that encodes your standards, and a pipeline risk radar that tightens forecasts without more meetings.We start by rebuilding onboarding so reps get high-quality “at bats” in week one. By training an assistant on your ICPs, buyer personas, and competitor positioning, you can simulate role-plays, rehearse objection handling, and focus on the three messages that matter for each persona. Next, we set up a per-rep project that stores one-to-ones, call clips, and commitments, eliminating recency bias and turning scattered notes into trend-aware coaching. From there, we spin that context into personalized development plans with clear weekly agendas and outcomes chosen by the rep, not imposed from above—because ownership drives practice.Then we introduce a Leader GPT that captures your playbook, stage definitions, must-ask discovery questions, and go-to moves for sticky moments like pricing or procurement. With your norms searchable and consistent, the team self-serves tactical guidance and you recover hours lost to repeat questions. Finally, we assemble a pipeline risk radar that blends transcripts, CRM notes, and emails to surface the real drivers of deal slippage. Instead of relying on generic call scores or single-source tools, you’ll get nuanced risk calls, evidence checklists by stage, and next-step coaching that aligns to your methodology.The throughline is simple: let AI handle repetition, recall, and synthesis while you lean into nuance, judgment, and presence with customers and reps. Pick one use case to deploy this week—onboarding drills or a rep project—and measure one outcome like faster stage exits or tighter forecast calls. If this playbook helps, share it with a teammate or your VP so the whole org can move beyond experiments and into durable wins. Subscribe, leave a review, and tell us which use case you’ll try first—we’ll send follow-up prompts to help you launch.

  2. 42

    Why AI Should Support Your Interviews, Not Replace Them

    Tired of gut calls and keyword roulette deciding who joins your team? We sat down with Chrissy Manzano, CEO of Blueprint Expansion, to map where AI actually improves hiring today—without pretending it can replace thoughtful human judgment. From SDRs and BDRs to manager and director roles, we break down how to speed up sourcing, standardize interviews, and create a candidate experience that reflects your brand.We start with sourcing, where legacy tools cling to keywords and miss context. Chrissy shows how to encode practical criteria—real SaaS exposure, tenure stability, and proof of growth journeys—to help AI surface people who match your motion, not just your titles. For private-company rocket ships, we talk about triangulating signals across press, funding rounds, and team expansion. Then we turn to screening, where conversational AI shines for high-volume inbound and entry-level roles by capturing narratives, clarifying gaps, and keeping response times tight, while senior and passive candidates still warrant a human touch.The heart of the episode tackles interview bias. Too many debriefs end with, “What do you think?” and fuzzy scorecards. We lay out how to record and analyze interviews, tag against a tight ideal candidate profile, and compare candidates on evidence, not charisma or pedigree. We also get real about limits: AI still hallucinates and can be gamed at the edges, so structure and critical thinking remain non-negotiable. Finally, we look ahead at team design—why internal talent teams may shrink while specialist partners using AI deliver faster, more predictable results—and share two immediate plays for CROs: use AI to build a rigorous interview framework and deploy a candidate-facing agent to standardize information and elevate experience.If you want a hiring engine that moves faster, reduces bias, and keeps the bar high, this conversation is your blueprint. Subscribe, share with a hiring leader who needs a reset, and leave a review with your favorite tactic so we can dig deeper next time.

  3. 41

    Why Every CRO Must Learn AI Or Get Left Behind

    What happens when a seasoned CRO decides to stop “exploring” AI and actually master it? We sit down with Colin Van Excel to chart the path from a single prompt that wrote a price increase letter to a full, AI-first sales operating system. The story is practical, candid, and packed with takeaways you can use today, whether you lead a revenue org or carry a quota.We start with the real barriers holding teams back: fuzzy sales processes, inconsistent stage criteria, and sellers buried in admin. Colin explains how he rebuilt around the buyer’s journey, then layered AI to enforce consistency and speed. Think call transcripts auto-summarized into Salesforce, hot points captured and resurfaced before the next meeting, and follow-up emails drafted with context and tone in minutes. The result? More time with customers, less time wrestling with notes, and a measurable lift in deal velocity.Colin also breaks down why certification matters and how structured learning accelerates impact. He walks through a six-week arc: sharpening prompts, using variables, building workflows in Make, and presenting a working automation to graduate. The big unlock is meta-learning—using AI to learn AI. When he got stuck, he fed the system context and constraints and received working code and steps to finish the job. That shift turns leaders from passive consumers into confident builders.We don’t sugarcoat the stakes. Leaders who stay hands-off risk being underemployed by 2028. The advantage goes to those who learn the tools, define clear processes, and deploy automations that free sellers to sell. If you’re ready to replace “pay your dues” busywork with AI agents that actually move revenue, this conversation is your playbook. Subscribe, share with a colleague who needs the push, and leave a review with the first workflow you want to automate—we’ll tackle the best ones on a future show.

  4. 40

    A 2025 AI Reality Check for Sales Leaders, Reps, and RevOps

    What happens when you stop predicting the future and actually audit the past?In this episode of AI Powered Seller, Jake Dunlap revisits his 2025 AI predictions and gives them an honest scorecard. No hype. No backpedaling. Just real lessons from the front lines of revenue teams adopting AI.Co-hosted by Skaled’s Head of Marketing Kara Burd, this conversation breaks down how AI really impacted sales teams over the last year and why some widely held assumptions completely missed the mark.You will learn: • Why reps adopted AI quietly while leadership debated policy • How AI created performance gaps instead of replacing jobs • Why most copilots became distractions instead of deal support • Why personalization is now table stakes, not a nice-to-have • What surprised Jake most about high performers resisting AI • What sales teams must operationalize in 2026 to winThis episode is for sales reps, sales leaders, RevOps, and founders who want a grounded, experience-based view of AI in revenue, not theory or trend-chasing.If you are trying to figure out how AI actually fits into your sales motion, this episode will save you months of mistakes.Listen now and start 2026 as a truly AI Powered Seller.

  5. 39

    Why AI’s Real Power Lives in Pre-Sales and Not Prospecting

    Most AI in sales content is stuck at the top of funnel: prompts, prospecting, and research.This episode is different.Jake Dunlap sits down with David Maloof, Founder and Managing Partner of Pre-Sales Advisory Group and longtime pre-sales leader across high-growth SaaS and enterprise orgs, to unpack a truth most teams miss:AI’s real power shows up in pre-sales, where discovery, storytelling, and demos decide whether you win or lose.David breaks down how the best SEs and revenue teams are using AI to:show up to discovery with a point of viewmove from cookie-cutter questions to validation-style discoverycreate stronger, faster, more tailored demos using transcripts and structured feedbackbuild a tighter AE and SE operating rhythm because AI gives teams back timeuse frameworks like MEDDIC and MEDPIC with better pattern recognition, without outsourcing human judgmentThey also tackle what modern buyers expect now that they can research everything themselves, and why the demo jockey era is dead.Key takeawaysAI-assisted discovery starts before the call, not during itIf you are not putting in at least as much effort as the buyer did to meet you, you are already behindTop SEs in 2026 and beyond will be defined by curiosity and consistency, not perfect toolingAI is not replacing great sellers or SEs, it is replacing the ones who will not adaptLearn more about Skaled: https://www.skaled.comJake's LinkedIn: https://www.linkedin.com/in/jakedunlap/David's LinkedIn: https://www.linkedin.com/in/dmaloof/Check out Journey AI: http://meetjourney.ai/AI Certification for Reps:  https://bit.ly/ai-sales-certification...AI Certification for Managers: ​​https://bit.ly/ai-sales-certification... Want Jake’s AI Playbook? Go to one of Jake’s LinkedIn posts and comment or DM the word “prompt”New episodes weekly. Follow and subscribe so you do not miss what’s next.

  6. 38

    Top 5 AI Predictions That Will Separate Top Sales Teams in 2026

    2026 is the year AI stops being optional in sales.In this episode of AI Powered Seller, Jake Dunlap walks through his five biggest AI predictions for 2026 — and why sellers and leaders who don’t act now will be forced to catch up later.This conversation goes beyond tools and trends. Jake explains how AI becomes a true go-to-market teammate, why generic personalization is dead, and how signal-based selling will redefine outbound, deal cycles, and account growth.You’ll learn:What digital teammates actually look like in modern sales workflowsWhy AI-generated personalization alone won’t cut throughHow coaching shifts from post-call to real-time executionWhy signal-based selling becomes mandatory, not optionalWhy AI fluency becomes table stakes in 2026If you want to win in sales next year, this episode is required listening.Learn more about Skaled: https://www.skaled.com Connect with Jake on LinkedIn: https://www.linkedin.com/in/jakedunlap/Check out Journey AI: http://meetjourney.ai/ AI Certification for Reps:  https://bit.ly/ai-sales-certification-rep AI Certification for Managers: ​​https://bit.ly/ai-sales-certification-manager 

  7. 37

    AI Bubble or Breakout: The Reality of AI in Sales

    AI Bubble or Breakout: Are you building real, needle-moving workflows with AI, or collecting “bubble” use cases that create overlap and extra change management?In this episode of AI Powered Seller, Jake Dunlap explains why the “AI bubble” is not AI itself, but the noise on top of it, including duplicate tools, overlapping features, and organizations investing without clear ownership. He breaks down how GTM leaders and frontline sellers can evaluate AI the right way: start with the revenue bottleneck, then choose technology that solves it. Innovative SellerYou’ll also get Jake’s tactical seller playbook for adopting GenAI in a sustainable way:Identify your three most painful tasksRefine AI outputs so they sound like youBuild a simple ongoing roadmap so you don’t try to solve everything at onceCheck Out: JourneyAI (free trial): https://meetjourney.ai/Jake Dunlap – https://www.linkedin.com/in/jakedunlap/Skaled - https://skaled.com/If you got value from this episode, share it with a teammate in Sales, RevOps, Enablement, or Marketing, and make sure you’re subscribed so you don’t miss the next drop.

  8. 36

    Why Forecasting Fails — And How AI Fixes It

    In this episode, Jake is joined by revenue leader Chris Casula for a highly tactical conversation on how AI is transforming pipeline management, forecasting accuracy, and GTM productivity.Chris shares hard-won insights from managing enterprise and transactional sales teams, and breaks down why forecasting has historically been the “bane of sales” — and why it’s not the reps’ fault.You’ll also hear real examples of how AI surfaces buying signals, identifies bottlenecks in the sales process, improves win rates, and enables managers to coach more effectively.In this episode, we cover: • Why traditional forecasting models fail • Which AI signals improve top-of-funnel accuracy • How to identify hidden deal risks with AI • Why deal reviews are the first workflow leaders should automate • A new way to think about pipeline coverage • The mindset shift every sales leader must make in 2025 • What predictable revenue will actually look like by 2026If you’re a frontline rep, manager, or revenue leader looking to drive predictable revenue and adopt AI the right way, this episode will give you one clear takeaway you can act on today.

  9. 35

    AI in Sales, Part 2: How to Automate and Scale Your Daily Workflow

    In Part 2 of our AI in Sales series, Jake Dunlap breaks down how top sellers are moving from basic AI assistance to fully automated workflows that run before, during, and after their workday. This episode shows how modern reps are scaling their daily workflow using automation that handles research, meeting prep, intent analysis, follow-ups, and CRM updates—freeing them to focus on higher-value conversations.Jake also explores what AI-enabled leadership looks like today, and how managers can use automation to surface coaching opportunities, review call quality, and improve overall team performance without hours of manual analysis.What you’ll learn: • How AI can complete account research, intent scoring, and meeting prep automatically • How follow-ups, summaries, and CRM activity can be fully automated • How top sellers optimize outbound using real-time performance insights • Practical examples of digital teammates that improve deal execution • How modern leaders use AI to scale coaching and increase visibilityLinks from the episode: 👉 JourneyAI: https://meetjourney.ai/👉 Performance Pulse: https://www.revoptics.co/services/sales-reporting👉 Superhuman: https://superhuman.com👉 AI Sales Training & Certifications for GTM Teams: https://skaled.com/services/ai-sales-training/Connect with Us: https://www.linkedin.com/in/jakedunlap/https://www.linkedin.com/company/skaled/ https://skaled.com/

  10. 34

    How Top SaaS Reps Use AI Digital Teammates to Win More Deals in 2026

    In this episode of The AI-Powered Seller, Jake Dunlap sits down with Ryan Staley (Founder & CEO of Whale Boss) to break down the 2026 AI mindset shift every CRO, VP Sales, and frontline rep needs right now.If you’re being asked to do more with less, increase personalization, and keep pipeline moving in a noisy market, this is your tactical playbook. Ryan and Jake go beyond basic “prompting tips” and show how to train AI like a digital teammate — not a tool you poke for answers — so it can take on multi-step work across research, deal strategy, enablement, and leadership workflows.In this conversation, you’ll learn:✅ The difference between a prompted assistant vs. a true digital teammate✅ The top AI teammates to build first (account research, next-best-action, deal strategy)✅ Why AI “liberates intelligence” and how to avoid the AI pit of despair✅ What’s really holding sales orgs back from adoption (overwhelm + no top-down sponsorship)✅ How to talk ROI in a way CFOs actually buy✅ What’s coming next: agent orchestration, Cursor 2–style multi-agent management, and everyone becoming an “AI manager”Whether you’re a rep trying to level up fast or a leader redesigning roles for the AI era, this episode will help you move from AI curiosity to AI execution.👉 Subscribe for weekly episodes with real GenAI sales use cases.⭐ If you got value, drop a comment: what digital teammate would save you the most time this week?📩 Share this with one sales leader or rep who needs a 2-year edge.Connect with us:Jake Dunlap on LinkedIn: https://www.linkedin.com/in/jakedunlap/Ryan Staley on LinkedIn: https://www.linkedin.com/in/ryan-staley/Skaled: https://skaled.com/Whale Boss: https://ryanstaley.io/#AIPoweredSeller #SalesAI #GenerativeAI #SalesLeadership #DigitalTeammates

  11. 33

    Why Most AI Deployments Fail — And How Elite Teams Actually Win

    🔥 Why Most AI Deployments Fail (And How Real Sellers Win With It) 🤖Is AI actually helping sales teams — or just creating more noise? Why are so many companies struggling to get ROI from their AI investments? The brutal truth: it's often caused by broken processes, bad expectations, and outdated leadership. 😬In this episode, Jake is joined by Ryan Cahill, a veteran GTM architect and operator who has helped scale revenue teams across SaaS. Ryan breaks down exactly why AI fails in most organizations — and what high-performing teams do differently to turn AI into a true competitive advantage.He reveals the tactical playbook that top teams use to improve outbound, accelerate deal cycles, and make reps instantly smarter using AI.🔥 What you'll learn in this episode (Don't miss the real truth behind AI!):✨ The Core Problem: Why companies expect AI to be a magic wand — and why that mindset guarantees failure.🧠 The Setup Mistake: The missing pre-work every team skips that destroys ROI before AI ever launches.⚙️ Human-in-the-Loop: How elite teams combine rep judgment + AI to outperform both humans and automation alone.📈 Outbound Breakthroughs: Why AI now outperforms template-based SDR outreach — and how reps can stay relevant.🔍 Instant Expertise: How reps can now learn any industry in 10 minutes and run world-class discovery.🏆 The GTM Advantage: How AI lets leaders analyze their business, pivot faster, and double down on what actually works.This isn’t about more tools — it’s about better strategy, better execution, and smarter humans using AI the right way.👉 Tune in and learn how to become a modern, AI-powered, outcome-driven seller!

  12. 32

    AI in Sales, Pt 1: How to Build an AI Powered Sales Day

    In this episode of The AI Powered Seller, host Jake Dunlap, CEO of Skaled and co-founder of Meet Journey and Rev Optics, takes you inside the daily workflow of a modern AI powered sales professional.Jake breaks down how today’s top reps are transforming their routines using assistants, agents, and automation to reclaim hours of lost productivity and focus on what really matters: high quality conversations that close deals.From pre-call research to follow-up emails and social selling, Jake walks through a tactical, play-by-play guide of how AI is changing every step of the sales day. You’ll learn:What an AI powered day really looks like and how it differs from the old Google and LinkedIn grindHow to use tools like RepGPT, Journey, and Outbound Meeting Co-Pilot to prep faster and sell smarterWhy automations and assistants, not just prompts, are the real edge in modern salesThe small daily habits that separate traditional sellers from their AI enabled peersIf you’ve ever felt buried under research, logging, and admin work, this episode will show you how to turn those hours into impact.

  13. 31

    Authenticity in the Age of AI

    In a world where every seller is told to “automate everything,” how do you stay authentic? In this episode, host Jake Dunlap sits down with David Abbey, CEO and co-founder of Endless and Penny AI, to explore the future of human connection in a Gen AI-powered sales world.David was building AI solutions long before it became mainstream—helping sellers and creators strengthen relationships, not replace them. Together, Jake and David dive into what it really means to balance automation and authenticity, where AI adds value (and where it destroys it), and why being “more human” might just be your ultimate competitive advantage in 2025 and beyond.You’ll learn:How AI can surface insights to make your interactions more personal and meaningfulThe red flags of “too much automation” and how to avoid losing your human touchWhy the future belongs to sellers who master context and creativityHow influencer marketing and digital avatars are reshaping trust and communicationWhether you’re a rep looking to up your game or a leader rethinking your team’s AI strategy, this episode is packed with real talk, tactical advice, and future-forward insights.Tune in to learn how to use AI to amplify authenticity—not replace it.

  14. 30

    AI Maturity Part 2: The Road to AI-First Selling

    Imagine logging in and your day is already in motion: target accounts analyzed, buyer signals surfaced, follow-ups drafted, and deal risks flagged—while you slept. That’s the reality we dive into as we map the jump from connected workflows to automated insights and, ultimately, an AI-first go-to-market hub where digital teammates handle the grind and you double down on the human edge.We start by grounding the maturity model: most teams sit in the Wild West or early assistant stages, with scattered tools and no roadmap. Then we show how stage four flips the script. Instead of waiting for prompts, your AI scouts LinkedIn updates from key buyers, ingests annual reports, compares year-over-year changes, and suggests targeted actions with one-click approvals. For managers, we go beyond checkbox scorecards to true deal intelligence: auto-scored calls, focused coaching on executive presence or financial acumen, and Slack nudges that cut through the noise so you can coach where it counts.From there, we pull back the curtain on stage five: AI as the operating system for revenue. Reps log into the AI hub before the CRM. Overnight, a network of digital teammates researches accounts, composes context-rich outreach, syncs notes, and builds a morning brief. Marketing adjusts campaigns based on live pipeline signals. Leaders stop asking the same 20 questions and start acting on precise recommendations with clear guardrails. We outline how to get unstuck—assign owners, ship small wins weekly, codify what “good” looks like, and train reps and managers to build lightweight agents—so adoption grows from the front lines and compounds.If you’re ready to trade busywork for real conversations and build a moat your competitors can’t buy off the shelf, this guide lays out the path. Subscribe, share with your team, and leave a review telling us which task you’ll hand off to your first digital teammate.

  15. 29

    AI Maturity Part 1: Getting Out of the Wild West

    Most teams say they “use AI,” yet few can prove ROI. We dig into why that gap exists and lay out a practical roadmap any sales org can follow to move from ad hoc prompts to automated, connected workflows that save serious time and lift performance.We start by reframing generative AI as a foundational shift, not another tool in the stack. Then we map stages 0–3 of AI maturity. Stage zero is AI curious: lots of interest, little action. Stage one is the Wild West: tools without guardrails, inconsistent results, and off-brand outputs. Stage two introduces emerging assistants—specialized AI that handles repeatable jobs like account research, messaging co-pilots, call reviews, and deal strategy. Finally, stage three connects those assistants into end-to-end workflows that trigger on real events: calendar invites that auto-generate dossiers, transcripts that draft proposals, and notes that update the CRM with zero manual effort.Along the way, we share concrete examples and time-saved math that translate to real headcount efficiency—think sixty-plus hours reclaimed per month on a 20-rep team. You’ll hear how to pick the first bottleneck, standardize use cases, build or adopt assistants, and stitch them together with no-code and low-code tools in weeks, not quarters. We also include a quick checklist to self-assess your current stage and define the next step, whether you’re a frontline seller, a manager, or a VP building the roadmap.Ready to trade copy-paste chaos for measurable impact? Subscribe, share this with your team, and leave a review to tell us which assistant or workflow you’ll build first. Your feedback helps us shape part two, where we explore the next levels of AI maturity and scale.

  16. 28

    Personalization at Scale Isn’t Dead—You’re Doing It Wrong

    Most sales teams don’t have an email problem—they have a relevance problem. Spray-and-pray activity chases quota while buyers tune out anything that doesn’t speak to their world. We bring on Brandon Bornancin, founder and CEO of Seamless AI, to unpack a simple but powerful fix: combine persona, industry, and trend to deliver outreach that earns attention, and use AI to get to version one faster without removing the human touch.We walk through a practical system you can deploy this week. Start by obsessing over personas: goals, KPIs, constraints, and dream outcomes. Add an industry lens to reflect real differences between SaaS, manufacturing, finance, and healthcare. Layer current trends—labor markets, tech stack shifts, budget cycles—to show you understand what’s changing right now. Then put AI to work: build rich profiles from job postings and public data, enrich accounts with signals like job changes and funding, and generate first-draft emails and call scripts with tight prompts that skip fluff and get to the point. Keep a human in the loop to edit for tone and truth, and use discovery that blends open-ended questions with multiple-choice options to surface priorities quickly.Brandon shares how Seamless AI helps teams move “data to deals,” automating the invisible work—list building, enrichment, and drafting—so reps can focus on high-value conversations. We dig into why scale doesn’t mean full automation, how to avoid AI’s telltale patterns by swapping models and editing, and the skills that now matter most: curiosity, strategic thinking, and empathy. If you’re tired of 0.02% reply rates and want a playbook for high-quality meetings, this conversation lays out the path: persona-first, industry-aware, trend-informed, and AI-accelerated.Enjoyed the conversation? Follow, share with a teammate who needs a new outbound playbook, and leave a quick review with your biggest takeaway. Your feedback helps us bring more tactical, high-signal conversations to your feed.

  17. 27

    Why Sales Automation Just Leveled Up: Inside OpenAI’s AgentKit

    Stop asking AI for answers and start letting it act. We break down how OpenAI’s Agent Kit flips sales from reactive prompts to proactive, multi-step workflows that coordinate CRM, email, calendar, and call intelligence like an orchestra under a single baton. I walk through what launched, why it’s different from traditional automation, and how a visual Agent Builder, Chat Kit for human-in-the-loop feedback, and built-in evals make it practical for frontline reps—not just ops and engineering—to build production-ready agents in minutes.We get specific with three high-impact use cases you can clone: an inbound orchestrator that checks Salesforce, enriches with public insights, drafts a reply, and summarizes in Slack; a deal health sentry that monitors engagement, multithreading, and silence windows, then escalates with context; and a proposal producer that pulls your last call, maps to your statement-of-work template, asks clarifying questions, and outputs a Google Doc v1. Along the way, I share a story from my early career about finding conversion “quiet pockets” and how the same insight now takes thirty minutes to automate end-to-end.There are guardrails: keep the human touch for tone and senior outreach, expect occasional connector changes, and invest time upfront to define quality. But the upside is real and immediate—sellers who learn agents can 2–3x output and build compounding advantage. If you’ve ever felt buried in follow-ups, prep, and proposals, this is your way out through orchestration, not hustle theater. Subscribe, share this with your team, and tell me the first workflow you’ll automate. And if you want hands-on help, join our AI certification and leave with working agents and a repeatable playbook.

  18. 26

    AI Proficiency in Sales: Stop Dabbling, Start Deploying Digital Teammates

    Most sellers say they “use AI,” but the real question is: is AI actually running your sales workflow? We pull back the curtain on what true AI proficiency looks like, why dabbling won’t keep you competitive, and how to jump from basic prompts to digital teammates that own the work. This isn’t a tool tour—it’s a working blueprint for transforming prospecting, research, coaching, and follow-through so you win more deals with less manual drag.We map the five levels of AI proficiency, from ad hoc user to multiplier, with crisp examples you can copy today. You’ll hear how a “New Account Research” teammate can scrape signals and context before you even open your CRM, how a pricing-objection specialist can produce competitor-aware responses in seconds, and how manager-trained GPTs can review call transcripts and give targeted coaching using your actual playbook. Then we zoom out and show what happens at the agent level: calendar-triggered prep, Slack clarifications, automated recaps, and draft SOWs that land in your docs without you lifting a finger. The numbers are real—a 47% productivity lift, roughly 12 hours a week back—translating into more selling time, better personalization, and cleaner pipelines.If you’re at level one, we lay out a fast track to level three: convert your best prompts into assistants, feed them product and persona context, and standardize outputs so quality is consistent. Leaders get a roadmap to become multipliers by setting a GenAI backlog, prioritizing high-impact workflows, and rolling out shared assistants across the team. Hiring is already shifting; candidates who can show live AI workflows will outrun those who “know ChatGPT.”If this guide helps, subscribe, share it with a teammate, and leave a review so more sellers find it. Want to level up faster? Explore the AI certification for sellers and frontline leaders, and test-drive the MeetJourney assistants tailored for sales teams.

  19. 25

    The Non-Linear Buyer Journey: How Top Performers Adapt and Win

    Your champion just went silent. That 90% deal just died — and it wasn't killed by the person you were talking to. It was derailed by stakeholders you never knew existed.Host Jake Dunlap sits down with Gal Agha, CEO of Aligned, to break down why traditional sales methodologies like MEDPIC are failing in today's complex buying environment. With clients cutting sales cycles by 30% and increasing win rates by 15%, Gal reveals what he calls "buying process as a service."What You'll Learn:Why MEDPIC is built for 1950s buyers, not today's complex stakeholder groupsHow to use AI for scenario planning and competitive intelligenceThe difference between hierarchy and "powerarchy" in modern dealsWhy 95% of buying happens without you — and how to influence itTactical frameworks for accommodating vetted, educated, and self-service buyersKey Takeaway: The future belongs to sellers who deliver "buying process as a service" — becoming an extension of the buyer's team rather than an obstacle to navigate.Check out: The Innovative Seller: https://a.co/d/cbh8hM3JourneyAI: https://meetjourney.aiSubscribe: New episodes every week on your favorite podcast platform. Leave a review on Apple Podcasts to help us reach more sales professionals.Remember: AI won't replace sellers — sellers who know how to use AI will replace those who don't.

  20. 24

    Steal This AI Prompt And 10x Your Sales In 30 Days

    Most sales reps are still doing the bare minimum before a call check LinkedIn, skim a website, then hope for the best. Winners? They’re using AI to prep in under 5 minutes, crush first impressions, and dominate quota.💡 In this episode, Jake breaks down the exact AI-powered playbook top sellers are using right now: 🔥 Step 1: Use AI to find lookalike leads (and filter out bad fits) 🕵️‍♂️ 🔥 Step 2: Personalize outreach with the Triangle Method + pattern disruption 📩 🔥 Step 3: Show up prepared with AI-powered research & killer discovery questions 🧠 🔥 Step 4: Drive momentum with AI-generated recaps + creative follow-ups 🎥👀 This isn’t theory, it’s what elite sellers are already doing: ✨ Running account research with custom GPTs ✨ Crafting hyper-relevant outreach in minutes, not hours ✨ Closing more deals by standing out in a sea of generic sellers💥 Key takeaway: AI isn’t replacing sellers, it’s replacing unprepared sellers. If you’re still winging calls, you’re already behind.👉 Watch now to learn how to 10x your pipeline, quota, and win rate with AI.👉 JourneyAI: https://meetjourney.ai👉 Custom GPTs: https://skaled.com/services/sales-gpt...✉️ Subscribe to our newsletter: https://www.innovativeseller.com/ai-p...

  21. 23

    Stop Using Outdated Playbooks Like MEDDIC & BANT

    We explore how the sales landscape is transforming with AI, requiring leaders to rewire their problem-solving approaches and update outdated methodologies with more effective frameworks like the Four C's.• Commitment to technology and AI proficiency is crucial for sales leaders to understand what's possible• Most revenue leaders have outsourced knowledge of tech capabilities to overwhelmed RevOps teams• The 80-15-5 principle helps leaders balance immediate business needs with future-focused development• Current go-to-market strategies must evolve beyond outdated frameworks like Predictable Revenue• Today's outbound approach should focus on meaningful conversations, not just activity metrics• Customized sales journeys need to recognize different buyer types using the VEX framework• The "magic email" technique helps identify buyer knowledge level 48 hours before first calls• Companies are artificially slowing down sales cycles by treating all buyers the same• MedPick should be used as a deal evaluation framework, not a sales methodology• INTENT framework (Next steps, Teams, Education level, Numerical priority, Time to impact) addresses modern buying realities• When implementing new technology, focus on solving top revenue bottlenecks and creating power users

  22. 22

    Breaking the Pattern: Why 90% of Sales Messages Fail

    Chris reveals why your sales outreach isn't getting results: the shocking truth is that the bar for effective sales communication has never been lower. While most sellers obsess over volume and automation, they're missing what truly captures attention: pattern disruption.Studying the world's most persuasive communicators led Chris to develop "eloquence formulas" – strategic combinations of literary devices that make your messages impossible to ignore. Your brain filters out 90% of the patterns it encounters daily, which explains why most sales messages go unnoticed. The key to breaking through isn't just being different – it's being eloquently different.Dive into powerful rhetorical devices like anaphora (repeating words at successive beginnings), sententia (universal truths), and the rule of three that have influenced audiences throughout history. These aren't just academic concepts; they're practical tools that transform forgettable outreach into compelling communication. Watch as Chris demonstrates how to turn a generic email into three distinctive, high-impact messages using his formula approach.The conversation also explores how to leverage AI tools effectively by creating custom projects loaded with buyer persona details and prompting for specific literary frameworks. Unlike basic AI users who simply ask for generic outputs, sophisticated communicators push these tools to explore thousands of rhetorical devices and test combinations for maximum impact.What separates mediocre sellers from exceptional ones isn't just persistence – it's having a bold point of view. Too many sales professionals hide behind permission-based language instead of confidently presenting insights and solutions. Ready to elevate your sales communication? Start breaking patterns, embrace eloquence, and watch your response rates soar.

  23. 21

    How OpenAI's Sales Reps Actually Use AI to Close Deals

    Connor from OpenAI shares how revenue teams are leveraging generative AI to transform their sales processes and achieve meaningful business outcomes beyond the initial experimentation phase. He outlines a clear pattern among successful organizations: democratizing technology access, investing in AI education, and measuring impact through improved business metrics rather than just time savings.• Three myths slow AI adoption: needing a massive project, assuming availability equals adoption, and waiting for AI to mature• Deep research capabilities fundamentally change how sales teams prepare, turning hours of work into minutes• Sales leaders create personalized "user guides" for team members to help AI tailor coaching approaches• Projects and custom GPTs serve as "homes" for deal information, enabling better handoffs and customer experiences• Successful executives sponsor AI initiatives, demonstrate personal usage, and recognize AI champions• Most powerful implementations progress from individual impact to team impact to organizational transformation• Future of AI includes "agentic orchestration" where AI becomes the always-on assistant for all work activities• Frontline sellers will need increased technical aptitude as AI becomes more integrated into sales processesStart using AI today rather than waiting for perfect understanding—dedicate time to learn this technology as it represents the future of sales. Try one use case at a time and share what you're learning with your team.

  24. 20

    Your Competitive Battle Cards Are Wrong. How AI Creates Dynamic Positioning That Wins 3X More Deals

    Traditional battle cards are costing you deals. While your enablement team spends months creating static competitive guides, your competitors release three new features, leaving your sales team armed with outdated information that buyers can fact-check in seconds.In this episode of AI-Powered Seller, Jake Dunlap exposes why competitive battle cards are dead and demonstrates his revolutionary AI-powered approach to real-time competitive intelligence that's helping sales teams win 3x more deals against superior products.Most B2B sales reps rely on generic battle cards when they should be leveraging AI for dynamic competitive positioning. Jake reveals his exact ChatGPT prompt that analyzes competitors in real-time, identifies deal-specific landmines, and provides tactical positioning strategies that traditional sales enablement can't match.Using a live demonstration with his custom Competitive Intelligence GPT, watch Jake analyze a real competitive scenario between SalesLoft and Gong at Okta, uncovering job postings, integration details, and strategic insights that would never appear in static battle cards.This competitive intelligence episode covers:Why 91% of sales enablement battle cards fail in today's fast-moving market The critical difference between knowing features and understanding competitive positioning psychology How to identify real-time competitive threats using AI sales tools Jake's complete framework for dynamic competitive analysis and deal strategySpecific positioning tactics for different competitive scenarios and buyer stages • Warning signs your competition is outmaneuvering you with better informationEvery enterprise sales rep, sales manager, and sales enablement professional needs to be running this AI competitive analysis on every deal. The gap between traditional sellers and AI-powered sellers is widening fast - which side will you be on?📍 Chapters 00:00 Why Battle Cards Are Killing Your Deals 02:27 The Fatal Flaws of Static Competitive Intelligence 05:26 AI-Powered Dynamic Positioning Revolution08:39 Live Competitive Analysis Demo with ChatGPT 14:24 Real-Time Insights That Beat Traditional Battle Cards 17:34 The Future of Competitive Sales IntelligenceNew episodes drop every other Wednesday @ 8 AM CT / 9 AM ET►Listen and subscribe on all streaming platforms: https://open.spotify.com/show/2YSdOae5YyHNfy6UQd7iIM ►Get Jake's AI Competitive Intelligence GPT: https://community.innovativesellerbook.com/c/welcome-start-here? ►Join the AI-Powered Seller Newsletter: https://bit.ly/ai-powered-seller-newsletter ►Connect with Jake: https://www.linkedin.com/in/jakedunlap/#AISales #CompetitiveIntelligence #SalesEnablement #B2BSales #ChatGPTforSales #SalesAI #BattleCards #CompetitiveSales #SalesStrategy #B2BSellingTips #SalesProcess #DynamicPositioning #RealTimeIntelligence

  25. 19

    ‘Hidden’ Decision Makers? How AI Maps Internal Politics Before They Kill Your Deal

    Your champion just went silent. That $100K deal you've been forecasting is officially dead, killed by someone in a completely different department you never knew existed.In this episode of AI-Powered Seller, Jake Dunlap reveals how to use AI for sales stakeholder mapping to identify the TRUE power dynamics in any organization before your deal gets derailed by internal politics.Most B2B sellers focus on organizational hierarchy when they should be mapping the "powerarchy", the real influence networks that determine whether enterprise deals live or die. Jake demonstrates his exact AI sales prompt that identifies ghost stakeholders, maps informal approval processes, and gives you tactical strategies to navigate complex organizational politics in B2B sales.This sales AI episode covers:Why traditional B2B stakeholder mapping fails in today's complex buying environmentThe difference between your sales champion and THE decision maker (and why it matters for deal closing)How to identify the "shadow CIO" and other hidden decision makers using AIJake's complete AI framework for political deal analysis and sales strategySpecific discovery questions to ask different stakeholders based on their motivationsWarning signs your enterprise deal is about to be torpedoed by internal dynamicsUsing a live demonstration with ChatGPT for sales, Jake walks through analyzing a fictional deal scenario, watch how AI identifies informal power structures, predicts potential deal blockers, and provides actionable next steps to win the political game in enterprise sales.Every enterprise sales rep and mid-market seller needs to be running this AI sales process on every deal.📍 Chapters00:00 Your Sales Champion Went Silent - Here's Why02:30 Why Traditional B2B Stakeholder Mapping Fails05:15 Hierarchy vs Powerarchy: Understanding Real Sales Influence08:45 Live AI Political Analysis for Sales Deals15:20 Tactical Next Steps and Enterprise Deal Warning Signs18:30 How to Future-Proof Against Political Sales LandminesNew episodes drop every other Wednesday @ 8 AM CT / 9 AM ET►Listen and subscribe on all streaming platforms: https://open.spotify.com/show/2YSdOae5YyHNfy6UQd7iIM►Join the AI-Powered Seller Newsletter: https://bit.ly/ai-powered-seller-newsletter►Connect with Jake: https://www.linkedin.com/in/jakedunlap/

  26. 18

    The Truth About AI From a Private Equity Veteran Managing Billions

    AI won't replace salespeople. It will replace salespeople who rely on templates | AI-Powered Seller EP12In this eye-opening episode of AI-Powered Seller, Jake Dunlap sits down with Sean Mooney, Founder and CEO of Blue Wave, to explore the uncomfortable truth about AI's impact on sales teams.While most leaders are panicking about AI replacing their teams, they're missing the real threat: AI will first replace the salespeople who've been trained only to follow scripts and processes without adding unique value.Sean, who advises hundreds of PE firms and their portfolio companies on AI implementation, shares his insider perspective on:Why template-focused sellers are most vulnerable to AI disruptionHow the remote work era eliminated the learning-by-osmosis that created great sellersThe three critical implementation roadblocks 80% of companies hit with AIWhy creativity is becoming the most valuable skill in modern sellingHow custom GPTs are eliminating the need for complex promptingIf you're a sales professional worried about your future or a leader wondering how to implement AI effectively, this conversation provides the strategic framework you need right now.The skills that make sellers irreplaceable in the AI era aren't what most think. Discover what they are in this must-watch episode.📍 Chapters 00:00 Introduction to Sean Mooney02:15 The Template Generation Problem in Sales05:40 Who AI Will Replace First (And Why)10:23 Three Implementation Roadblocks to Avoid15:37 Making AI a Tactic vs a Technology22:14 Why Creativity Trumps Process28:45 Custom GPTs and the End of Prompting 34:19 Future-Proofing Your Sales CareerNew episodes drop every other Wednesday @ 8 AM CT / 9 AM ET►Listen and subscribe on all streaming platforms: https://open.spotify.com/show/2YSdOae5YyHNfy6UQd7iIM►Join the AI-Powered Seller Newsletter: https://bit.ly/ai-powered-seller-newsletter►Connect with Jake: https://www.linkedin.com/in/jakedunlap/

  27. 17

    How To Make Your Forecast Bulletproof

    Bulletproof your sales deals in just 5 minutes with this custom AI tool that reveals what your prospects REALLY want. In this episode, I'll show you how AI can uncover hidden motivations that traditional discovery completely misses.Most sellers lose deals because they never truly understand what their buyers care about, even when prospects tell them directly! This revolutionary post-call analysis framework will transform your close rates and is my most tactical, game-changing episode yet.Discover how to decode subtle buyer signals, identify true priorities, and catch objection precursors before they derail your deals. I'll reveal the exact custom GPT prompt that my team and I use on our own deals, and we're giving it to you for FREE. This is the intelligence gap that separates reps hitting 120% quota from those struggling at 85%.Key Takeaways🔴 Sales Trends. Buyers are hiding their true motivations. Learn why traditional discovery is failing and how AI can uncover what prospects aren't telling you directly.🔴 Tech Trends. Post-call AI analysis is revolutionizing deal intelligence. Get the exact custom GPT prompt we use to bulletproof our own deals.🔴 Bonus: In Practice. See a real-world example of how this AI tool analyzed my actual sales call and revealed priorities I missed.🔴 Tactical Action Plan. Implement this 5-minute post-call routine to transform your close rates immediately.📍 Chapters00:00 Introduction01:38 Why Traditional Discovery is Failing05:41 The AI-Powered Deal Analysis Framework09:34 Real-World Example & Results11:00 How to Implement This Today#AIPoweredSeller #SalesIntelligence #AIforSales #customGPT #modernsales #discoveryprocess #salespsychology #dealintelligence #salesautomation #innovativeseller #createthefuture #2025salesstrategy #salesleadership #salessuccess #b2bsales #aiforsales #b2bsalestipsJake Dunlap, CEO and Founder of Skaled Consulting is an industry influencer and C-Level Sales leader with more than a decade of experience. Jake has developed and led high-performing sales and operational functions for Fortune 500, Global 2000, and start-up organizations. Jake and the team at Skaled specialize in building out repeatable, sustainable processes. As a thought leader with more than 22,000 followers across his platforms, Jake's audience gains valuable insights into scaling an organization, sales best practices, and general career motivation. Prior to Skaled, Jake was the first sales hire and VP of Sales at Glassdoor which was acquired by Recruit Holdings for $1.2Billion in 2018.► Connect with Jake DunlapLinkedIn: /jakedunlapInstagram: /jake_dunlap_Twitter: https://x.com/jaketdunlapWebsite: https://www.jakedunlap.com/

  28. 16

    How To Get 5X More Sales Meetings Using AI | ChatGPT For Outbound Prospecting Strategy

    Traditional outbound is dead. In this episode of AI-Powered Seller, Jake Dunlap reveals how he's getting 5X more meetings with an AI-powered outbound strategy that completely rewrites the sales playbook.Only 20% of sales teams hit their outbound numbers last year. They're using outdated tactics from when personalization was standard, not the exception.Jake breaks down his two-part AI outbound strategy:- How to create personalized white papers for prospects in 20 minutes using ChatGPT- How to generate custom podcast episodes about your prospect's business in 10 minutes- Why "automated" killed effectiveness (and how "scalable" brings it back)- The exact AI tools generating hyper-personalized content with minimal effortModern buyers need experts who understand their world. Generic outreach doesn't cut it anymore. Jake demonstrates these techniques live and shows exactly how to implement them on your team today.Don't let your competitors discover this strategy first. Watch now to transform your outbound approach and start booking more meetings immediately.New episodes drop every other Wednesday @ 8 AM CT / 9 AM ET►Listen and subscribe on all streaming platforms: https://open.spotify.com/show/2YSdOae5YyHNfy6UQd7iIM ►Join the AI-Powered Seller Newsletter: https://bit.ly/ai-powered-seller-newsletter ►Connect with Jake: https://www.linkedin.com/in/jakedunlap/

  29. 15

    Why Your IT Team Is Sabotaging Your AI Strategy

    IT is RUINING many companies’ Generative AI strategy. AI is not just an IT decision. It’s a business decision. But for too many companies, outdated fears and IT roadblocks are sabotaging AI adoption and killing productivity.In this episode, Jake Dunlap takes on the five biggest barriers IT is putting up against generative AI and lays out exactly how to break through them. Whether you’re a sales rep trying to use AI or a leader pushing for adoption, this is the playbook for moving forward.Data security & privacy – Why fears from 2023 are holding companies back and what’s actually true todayIntegration complexity – Stop overthinking AI strategy and start integrating at the role levelLack of control – AI outputs are improving fast. Are humans really giving better advice?ROI concerns – The real numbers behind AI adoption and how to quantify its impactOngoing Support & Maintenance – Why AI is easier to manage than most sales tech you’re already usingIf your company is dragging its feet on AI adoption, this episode arms you with the facts to push past hesitation and finally implement AI in a way that actually works.You’ll want to share this episode with your IT team and sales leadership. It’s time to get AI over the hump.Join the AI-Powered Seller Newsletter:  https://bit.ly/ai-powered-seller-newsletter Sign up for Custom GPTs: https://link.meetjourney.ai/aff_ad?campaign_id=4859&aff_id=2751&source=Jake-KD-Podcast&hostNameId=24435 Connect with Jake: https://www.linkedin.com/in/jakedunlap/ 

  30. 14

    3 Ways to Implement GenAI to 10X Your Sales Productivity

    Sales teams know AI can automate tasks, streamline workflows, and generate insights but most aren’t even scratching the surface of its full potential.Reps and leaders keep hearing “use AI to sell smarter!” but what does that actually look like in practice? This episode is the tactical breakdown you’ve been waiting for.Advanced prompting – How using high-quality AI models with better prompts can 10x productivityRole-based AI agents – The game-changing way to eliminate manual tasks and optimize your workflowProcess automation – Why scaling efficiency isn’t about replacing humans, but working smarterJake Dunlap dives into real-world AI applications, from writing a five-page white paper in minutes to automating discovery call prep, and tackles the big question: At what point does AI-powered selling stop being smart and start feeling like cheating?If AI is going to be your competitive advantage, it needs to be integrated into how you work today, not some future plan.This episode is your step-by-step guide to making AI work for you right now.Join the AI-Powered Seller Newsletter:  https://bit.ly/ai-powered-seller-newsletter Sign up for Custom GPTs: https://link.meetjourney.ai/aff_ad?campaign_id=4859&aff_id=2751&source=Jake-KD-Podcast&hostNameId=24435 Connect with Jake: https://www.linkedin.com/in/jakedunlap/

  31. 13

    Sam Altman’s AI Sales Bombshell: Did OpenAI just replace SDRs for good?

    AI isn’t just assisting sellers anymore. It’s stepping into the process in ways that were only theorized about before.What happens when AI isn’t just assisting sellers but running full inbound sales motions on its own?That’s the reality OpenAI just put in front of us: an AI-powered B2B sales agent that can take on researching leads, qualifying them, and booking meetings without any human involvement.This episode will deep dive into Sam Altman’s announcement of OpenAI’s B2B sales agents with Jake’s unfiltered reaction to all that these new tools are bringing to the table. Discover what AI agents mean for the future of sales teams, the roles most at risk, and how AI is reshaping inbound sales.OpenAI’s latest announcement and why highlighting B2B sales is a major shiftHow AI-driven sales agents work and what tasks they’re already automatingThe growing gap between companies adopting AI and those falling behindWhat sales teams should be doing now to stay ahead of AI-driven automationWhether you’re an SDR, AE, or leadership, this is news you can’t afford to ignore. No speculation, no hypotheticals. It’s happening right now.AI IMPACT Report: https://bit.ly/ai-impact-assessment-reportJoin the AI-Powered Seller Newsletter:  https://bit.ly/ai-powered-seller-newsletter Sign up for Custom GPTs: https://link.meetjourney.ai/aff_ad?campaign_id=4859&aff_id=2751&source=Jake-KD-Podcast&hostNameId=24435 Connect with Jake: https://www.linkedin.com/in/jakedunlap/ 

  32. 12

    The 3 Skills Every Seller Needs to Survive the AI Shift

    What happens when AI doesn’t just assist sellers but starts replacing them?In this episode of AI-Powered Seller, Jake takes a hard look at the timeline: when AI will start automating transactional deals, when mid-level sellers will struggle to stay relevant, and what skills will actually matter in an AI-driven sales world. Forget the distant future. This shift is happening faster than you think. AI is transforming sales in real-time.But this isn’t just another “AI will change sales” discussion. Instead of his usual co-host, KD, Jake is joined by a different kind of guest: one of OpenAI’s most advanced reasoning models. The goal? Get straight answers on where AI is taking sales and what sellers need to do right now to stay ahead.What you’ll hear about in this episode:The timeline for AI’s potential to replace mid-level sellers (and the roles that are at risk first)The three must-have skills sellers need to stay relevant in the AI eraA roadmap for leveling up over the next 2-4 years and what you should be learning NOWHow generative AI is boosting productivity (saving hours per week + improving sales quality)Whether you’re an SDR, AE, or sales leader, this conversation breaks down what you need to do to stay ahead before it’s too late. No scare tactics just a data-backed breakdown that sales professionals need to hear.Join the AI-Powered Seller Newsletter:  https://bit.ly/ai-powered-seller-newsletter Sign up for Custom GPTs: https://link.meetjourney.ai/aff_ad?campaign_id=4859&aff_id=2751&source=Jake-KD-Podcast&hostNameId=24435 Connect with Jake: https://www.linkedin.com/in/jakedunlap/ 

  33. 11

    Should Sales Teams be Worried? What Generative AI Means for Marketing and Product Teams

    This episode explores how generative AI is transforming marketing and product development, emphasizing its potential to drive creativity and optimize strategies while underscoring the necessity of human oversight. Listeners gain valuable insights on leveraging AI for impactful copywriting, marketing analysis, and product innovation.• Generative AI's role in writing compelling website copy and product descriptions • Emphasizing the power of testing and learning in marketing strategies • AI's ability to enhance emotional engagement in content creation • The need for data-driven decision-making in marketing practices • The interplay of human creativity and AI in product innovation • Bridging the gap between product teams and customer insights • Encouragement to embrace AI as a transformative tool for businessesIf you are interested in learning more about leveraging ChatGPT and generative AI for sales, join our workshops!Join the AI-Powered Seller Newsletter:  https://bit.ly/ai-powered-seller-newsletterSign up for Custom GPTs: https://link.meetjourney.ai/aff_ad?campaign_id=4859&aff_id=2751&source=Jake-KD-Podcast&hostNameId=24435Connect with Jake: https://www.linkedin.com/in/jakedunlap/Connect with KD: https://www.linkedin.com/in/kddorsey3/

  34. 10

    Building Knowledge Documents & Using ChatGPT Memory Effectively

    Explore the latest advancements in Generative AI, from Custom GPTs to knowledge documents, and how they can transform productivity in sales and beyond. Gain insights into practical applications and features, while discovering new tools to enhance efficiency.• Overview of AI trends impacting sales• Introduction to Claude • New features in the ChatGPT app, including voice interaction• Benefits and implementation of custom GPTs• Discussion on knowledge documents and their advantages• Overview of ChatGPT’s memory functionality • Tips for maximizing LinkedIn insights with AI Sign up for the newsletter for free resources on AI trends and best practices!Join the AI-Powered Seller Newsletter:  https://bit.ly/ai-powered-seller-newsletterSign up for Custom GPTs: https://link.meetjourney.ai/aff_ad?campaign_id=4859&aff_id=2751&source=Jake-KD-Podcast&hostNameId=24435Connect with Jake: https://www.linkedin.com/in/jakedunlap/Connect with KD: https://www.linkedin.com/in/kddorsey3/

  35. 9

    Why Revenue Teams Are Seeing 0.00 Value in Generic AI Implementations

    Can generative AI truly revolutionize sales, or is customization the secret ingredient to success? Uncover the transformative potential of custom AI models as we explore the pivotal role of data quality in deriving meaningful value from AI implementations. Many teams struggle to see results when applying AI generically; our discussion sheds light on the importance of tailoring AI models to fit your unique business landscape. From understanding sales playbooks and buyer personas to recognizing when to choose custom models over plug-and-play solutions, we promise you'll gain insights into maximizing your AI investments.Witness firsthand how small, continuous improvements can skyrocket sales rep productivity. Drawing from personal experiences of tripling team production, we highlight the power of incremental progress and the often-overlooked victories it brings. Discover how even AI novices can adopt custom GPT models with ease, thanks to education and non-technical approaches. Our team’s practical steps, including the deployment of AI for scorecards, showcase the incredible time savings and enhanced productivity achievable through tailored solutions. Let us guide you through leveraging AI tools effectively without the technical hurdle.For leaders and sales teams aiming to boost productivity, creating custom solutions is a game-changer. Learn how even those without technical expertise can harness these tools, focusing on continuous learning and adaptation. We emphasize creating "mini products" as a strategy to tackle organizational challenges, advocating for a gradual approach to tech integration. Through relatable examples, like a customized scorecard system, we demonstrate the capability of AI to streamline processes and identify improvement areas. Finally, embrace the concept of "what good looks like" in business, laying a solid foundation and gradually customizing AI solutions to enhance your strategies without the pressure of perfection.Join the AI-Powered Seller Newsletter:  https://bit.ly/ai-powered-seller-newsletterSign up for Custom GPTs: https://link.meetjourney.ai/aff_ad?campaign_id=4859&aff_id=2751&source=Jake-KD-Podcast&hostNameId=24435Connect with Jake: https://www.linkedin.com/in/jakedunlap/Connect with KD: https://www.linkedin.com/in/kddorsey3/

  36. 8

    Harnessing AI for Dynamic Sales Scenarios

    This episode dives into the transformative potential of generative AI in sales training, focusing on how it can enhance role-playing exercises for sales reps. We discuss practical applications, share insights from real-world experiences, and highlight how to effectively integrate AI into sales processes for skill building. - Discuss the advantages of using generative AI for role-playing in sales training- Explore the concept of memory in AI tools and how it aids learning- Share survey results on the current usage of AI for role-playing among sales professionals- Emphasize the importance of foundational knowledge in sales personas and objections- Provide tips for effective role-playing exercises without the pressure of management scrutiny- Highlight the value of repetition and manual engagement for skill retention- Discuss the significance of understanding industry knowledge and buyer personas- Share insights on building and utilizing customized AI prompts for practice sessionsIf you are interested in learning more about leveraging ChatGPT and generative AI for sales, join our workshops! Join the AI-Powered Seller Newsletter:  https://bit.ly/ai-powered-seller-newsletterSign up for Custom GPTs: https://link.meetjourney.ai/aff_ad?campaign_id=4859&aff_id=2751&source=Jake-KD-Podcast&hostNameId=24435Connect with Jake: https://www.linkedin.com/in/jakedunlap/Connect with KD: https://www.linkedin.com/in/kddorsey3/

  37. 7

    Will AI replace Sales Enablement?

    Can AI transform your sales enablement into a powerhouse of performance? Discover how leveraging AI-powered infrastructure can lead to remarkable improvements in sales outcomes. Our latest episode promises a lively discussion that kicks off with personal New Year's stories before diving into the essential transition from traditional sales enablement to an AI-boosted strategy. We unpack the critical components needed for this shift, emphasizing the importance of generative AI in daily operations. This isn't just about gathering data—it's about turning data into actionable insights that truly enhance productivity.Join us as we explore the concept of enablement within sales and revenue, where the action of making something possible has never been more vital. We'll tackle the challenges faced by enablement teams and the crucial role of leadership, especially from the Chief Revenue Officer, in ensuring strategies are aligned and effective. Learn about innovative AI tools like quiz GPTs and coaching bots that are revolutionizing sales enablement by offering ongoing feedback and reinforcement. Tune in to hear how even resource-constrained teams can see substantial performance gains by embracing these technologies. This episode is a must-listen for anyone looking to harness the power of AI to supercharge their sales strategies.Join the AI-Powered Seller Newsletter:  https://bit.ly/ai-powered-seller-newsletterSign up for Custom GPTs: https://link.meetjourney.ai/aff_ad?campaign_id=4859&aff_id=2751&source=Jake-KD-Podcast&hostNameId=24435Connect with Jake: https://www.linkedin.com/in/jakedunlap/Connect with KD: https://www.linkedin.com/in/kddorsey3/

  38. 6

    AI for Leaders: Harnessing Context & ChatGPT Prompts to Drive Results

    What if AI could revolutionize your sales strategy and open doors to opportunities you never knew existed? In our latest episode, we promise insights that will transform your approach to sales by leveraging the power of AI tools like ChatGPT. We uncover the secrets behind crafting precise prompts, a crucial skill that could make or break your AI-generated content. From maintaining the perfect tone to targeting specific audiences, our discussion emphasizes the importance of context in achieving optimal outcomes. Plus, we explore how visuals and SEO can amplify your AI outputs, ensuring you stay ahead of the competition in the sales world.But that's not all—imagine having a custom GPT tailored just for your sales needs. We dive into the exciting world of building these personalized models, which can transform your sales training and management processes. Our conversation covers everything from uploading robust content to creating secure systems, ensuring that your business remains privacy-conscious. We also share guidance on effective sales strategy development, discussing the importance of understanding market needs and leveraging competitive insights. Whether you're a seasoned sales professional or just starting, this episode is packed with valuable takeaways and practical advice. Join us for an engaging session that not only offers strategies but also invites you to participate in upcoming workshops designed to enhance your mastery of AI in sales.Join the AI-Powered Seller Newsletter:  https://bit.ly/ai-powered-seller-newsletterSign up for Custom GPTs: https://link.meetjourney.ai/aff_ad?campaign_id=4859&aff_id=2751&source=Jake-KD-Podcast&hostNameId=24435Connect with Jake: https://www.linkedin.com/in/jakedunlap/Connect with KD: https://www.linkedin.com/in/kddorsey3/

  39. 5

    ChatGPT 2025 Predictions: What's Next in AI?

    Can you imagine a world where AI takes the lead in transforming sales and revenue organizations before 2025? We unpack the rapid evolution of AI technologies like ChatGPT that have seamlessly integrated into our everyday lives. This episode promises to expand your understanding of the AI landscape and its future implications. We address your concerns about the relevance of email-based tasks in an era of AI dominance, emphasizing the need to adapt, reinvent, and possibly even pivot careers to stay at the forefront of this dynamic shift. We set the scene against the holiday season, adding a festive twist to the exploration of AI’s potential.Unlock the secrets to driving sales success by taking initiative in the ever-evolving workplace. Jake and KD share insights on balancing innovative strategies with meeting targets, revealing how you can impress your leadership while enhancing results. Learn the art of personalized communication versus relying on standard templates, and why creativity is your ally in a tech-driven world. This episode serves as a valuable guide for those eager to excel in their professions amid the changes brought by AI innovations. Tune in to gain a fresh perspective on staying relevant and thriving in your career.Join the AI-Powered Seller Newsletter:  https://bit.ly/ai-powered-seller-newsletterSign up for Custom GPTs: https://link.meetjourney.ai/aff_ad?campaign_id=4859&aff_id=2751&source=Jake-KD-Podcast&hostNameId=24435Connect with Jake: https://www.linkedin.com/in/jakedunlap/ Connect with KD: https://www.linkedin.com/in/kddorsey3/

  40. 4

    Your Questions Answered: Elevate Your Sales Game with ChatGPT

    Unlock the secrets to turbocharging your sales and marketing game. Explore how leveraging ChatGPT can transform your approach to personalized lead generation by zeroing in on the fine line between personalization and relevancy. Discover the "triangle" concept to truly understand industry nuances and trends, enabling you to craft messages that hit home. Learn how ChatGPT can be your ultimate thought partner in tackling sales objections, comparing competitor offerings, and strategizing for impactful meetings. Plus, find out why creating content snippets rather than full emails might just be your secret weapon in capturing attention.Accelerate your industry learning journey as we navigate the intricacies of regional banking, from cybersecurity challenges to identity management solutions. Our discussion reveals strategic ways SDRs can fast-track their knowledge, ensuring they grasp what matters most to key personas. Dive into the world of custom GPT models and see how they can revolutionize your sales and marketing efforts. From preparing for discovery calls to crafting compelling value propositions, these tailored models promise to enhance prospecting efficiency and drive greater revenue impact. Hit subscribe and join the AI-Powered Seller community to be the first to access every episode, exclusive content, and resource designed to elevate your sales game. Don’t forget to sign up for the newsletter in the show notes for even more tips and tools delivered to your inbox.Join the AI-Powered Seller Newsletter:  https://bit.ly/ai-powered-seller-newsletterConnect with Jake: https://www.linkedin.com/in/jakedunlap/ Connect with KD: https://www.linkedin.com/in/kddorsey3/

  41. 3

    The Human Touch is Not Dead: How to Use AI to Build Authentic Connections and Close More Deals

    Are your sales skills ready for the AI revolution or have you already become replaceable? Cut through the noise of AI for sales theory and start taking real action to make GenAI work for you and your sales goals. In this first-ever episode of The AI-Powered Seller Podcast, co-hosts Jake Dunlap and Kevin “KD” Dorsey take you on a deep dive into how AI is reshaping the sales landscape and the skills you’ll need to future-proof your sales career in a world of generative AI. Whether you’re a sales leader, rep, or just someone curious about AI in business, this episode is packed with insights, strategies, and practical advice for combining human intuition with AI.What’s covered in this episode:The origin story: How Jake and KD turned geeking out over AI into a long-running webinar and now interactive podcast helping sellers outpace the competitionThe human touch: Why it’s not dead and how to combine AI with intuition to sell smarter.Skills of the future: The top abilities sales teams need to develop now to stand out and stay ahead.Tactical tips: How to use AI for better research, meaningful personalization, and time-saving strategies for integrating AI-generated insights with human judgmentJake and KD have spent years working with sales teams, figuring out how AI fits into the real world of sales. Where deals are won, lost, and everything in between. This is their firsthand experience with what works, what doesn’t, and how you can get rid of the fear of being replaced and instead upskill, adopting AI to stay in the game.Hit subscribe and join the AI-Powered Seller community to be the first to access every episode, exclusive content, and resource designed to elevate your sales game. Don’t forget to sign up for the newsletter in the show notes for even more tips and tools delivered to your inbox.Join the AI-Powered Seller Newsletter:  https://bit.ly/ai-powered-seller-newsletterConnect with Jake: https://www.linkedin.com/in/jakedunlap/ Connect with KD: https://www.linkedin.com/in/kddorsey3/

  42. 2

    Welcome to the AI-Powered Seller

    Welcome to The AI-Powered Seller where we’re ditching the buzzwords and getting real about how GenAI can actually help you close more deals and hit your sales goals. In this episode, co-hosts Jake and KD give a sneak preview of what’s to come for sellers on the frontline and sales leaders looking for a go-to resource that will keep them leaps ahead of the competition in this AI era.These aren't just ideas. These are real-world applications coming from sales experts working in the trenches with you. Tune into this teaser for a first look at what’s in store before Episode 1 drops December 11:Topics we’ll cover: No fluff, no theory, just frontline applications that deliver results.The experts you’ll hear from: Jake, KD, and other industry leaders and innovators are bringing their best tools and proven strategies straight to your feed.How to get early access: Get exclusive access to episodes, newsletters, and resources packed with actionable insights and tools.Hit subscribe and join the AI-Powered Seller community to be the first to access every episode, exclusive content, and resource designed to elevate your sales game. Don’t forget to sign up for the newsletter in the show notes for even more tips and tools delivered to your inbox.Join the AI-Powered Seller Newsletter:  innovativeseller.com/ai-powered-seller Connect with Jake: https://www.linkedin.com/in/jakedunlap/ Connect with KD: https://www.linkedin.com/in/kddorsey3/ 

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ABOUT THIS SHOW

Forget the theory. This is where real-world applications of AI in sales take center stage. Join AI and sales expert Jake, as he delivers cutting-edge insights into the future of sales - powered by AI. Whether you're in leadership, on the frontlines, or driving sales enablement, Jake will give you the practical tips you need to supercharge your sales efforts and outpace the competition. By subscribing to the podcast and newsletter, you'll get exclusive early access to all our content - before it’s available to anyone else.---Subscribe to the AI-Powered Seller Newsletter for all podcast alerts and resources. https://bit.ly/ai-powered-seller-newsletter

HOSTED BY

Jake Dunlap

CATEGORIES

Frequently Asked Questions

How many episodes does AI-Powered Seller have?

AI-Powered Seller currently has 42 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is AI-Powered Seller about?

Forget the theory. This is where real-world applications of AI in sales take center stage. Join AI and sales expert Jake, as he delivers cutting-edge insights into the future of sales - powered by AI. Whether you're in leadership, on the frontlines, or driving sales enablement, Jake will give you...

How often does AI-Powered Seller release new episodes?

AI-Powered Seller has 42 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to AI-Powered Seller?

You can listen to AI-Powered Seller on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts AI-Powered Seller?

AI-Powered Seller is created and hosted by Jake Dunlap.
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