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.
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Episodes
32 episodes
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 cau...
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28:28
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 t...
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24:52
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...
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45:09
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 a...
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21:34
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 performa...
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26:26
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...
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45:54
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...
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17:34
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 t...
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26:10
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 d...
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45:42
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 episo...
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18:05
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 A...
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46:14
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 at...
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26:35
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 organiza...
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46:18
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 fa...
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19:32
‘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 us...
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Season 1
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Episode 18
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25:33
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 th...
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Season 1
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Episode 17
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37:47
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 ...
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Season 1
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Episode 16
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24:36
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...
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Season 1
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Episode 15
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28:21
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 epis...
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Season 1
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Episode 14
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21:31
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 lo...
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Season 1
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Episode 13
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16:22
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...
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Season 1
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Episode 12
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17:40
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 stru...
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Season 1
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Episode 11
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30:40
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 insigh...
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Season 1
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Episode 10
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33:19
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 enhan...
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Season 1
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Episode 9
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13:53
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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 impl...
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Season 1
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Episode 8
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31:21
