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AI-Powered Seller

AI-Powered Seller

By: Jake Dunlap
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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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Economics
Episodes
  • From Zero To AI-Ready Leadership
    Mar 4 2026

    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.

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    15 mins
  • Why AI Should Support Your Interviews, Not Replace Them
    Feb 18 2026

    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.

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    21 mins
  • Why Every CRO Must Learn AI Or Get Left Behind
    Jan 28 2026

    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.

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    26 mins
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