Selling What's Possible

Dave Irwin
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Welcome to Selling What's Possible, the podcast that's pushing the boundaries of modern account sales. I'm your host, David Irwin, CEO of Polaris I/O and a veteran with 30 years of experience in successful account sales programs. In each episode, we'll dive deep into the world of strategic account development, uncovering innovative approaches and fresh perspectives that you may not have considered before. We'll be joined by top sales professionals, revenue leaders, and dynamic innovators who are reshaping the landscape of account sales. Whether you're navigating the complexities of key accounts or seeking to expand value-driven outcomes for your customers, this podcast is your guide to consistently growing your strategic account relationships. Get ready to challenge conventional wisdom, explore new methodologies, and unlock the full potential of your account sales strategies. This is Selling What's Possible - where we turn potential into reality.

  1. Rethinking Your Revenue Pipeline

    12/04/2025

    Rethinking Your Revenue Pipeline

    Most companies run two separate games: a hyper-instrumented acquisition pipeline and a chaotic, half-visible expansion pipeline. Kunal brings the PE/operator view on how to scientifically prioritize and track acquisition, while Dave brings the Go to Customer lens on pre-intent signals and expansion. The episode maps where both sides are failing - bad data, blind spots, and misaligned views of the buyer -  and sets up the next episode: designing a unified pipeline dashboard for 2026.  Guest: Kunal Mehta, CEO, TPG Technologies Key takeaways: Account prioritization is science, not gut feel. Your CRM is lying to you if it only has 16% of the story. If you’re not on the “day-one list,” you’re already losing. Pre-intent is where the hidden pipeline lives. Expansion deserves the same rigor as acquisition. Most pipelines need a ruthless clean-up. The future: one unified revenue dashboard.

    27 min
  2. If They Can’t Retell It, You Won’t Win It

    11/03/2025

    If They Can’t Retell It, You Won’t Win It

    This episode zeroes in on retellability- why deals die in the room you’re not in, and how to design a short, problem-first message that a buyer can carry and reuse. Mark Bourgeois (Oratium) breaks down trimming bloated decks to a 5–7 slide story, leading with the customer’s problem, and using clear headlines so your champion can replay the narrative internally. Bottom line: If they can’t retell it, you won’t win it.      Current State & Problem  Teams show up late and lead with catalog decks instead of a buyer-ready story. Messages are sender-centric; they don’t travel across the stakeholder group. Champions aren’t equipped to replay the narrative—so momentum stalls. Meetings are overstuffed: too much presenting, not enough discussion. Content lacks a named problem/initiative, so nothing sticks or spreads.   Key Takeaways & Insights  Retellability is the acid test: If a non-expert can replay it, you’re in the game. Problem first, product later: Lead with the customer’s problem, impact, and stakes. 5–7 slide arc: Problem → impact → how we solve → proof/objections → next step. Headlines > bullets: Each slide needs a sentence headline that tells the story. Design for conversation: Aim for ~1/3 content, 2/3 discussion in the meeting. Name the problem: Give the initiative a simple, memorable handle people can repeat. Make slides reusable: Build them so champions can forward without you in the room. Practice like a playbook: Shorten, sharpen, rehearse- then coach the team to deliver.

    30 min
  3. Why Good Ideas Don’t Win- and What Actually Moves the Needle

    07/31/2025

    Why Good Ideas Don’t Win- and What Actually Moves the Needle

    This episode explores how enterprise sellers can win more consistently by understanding how decision-makers actually make choices. Bryan Gray breaks down the concept of “threat-based prioritization” and why the brain’s decision-making process demands a different approach than traditional pain point selling. The conversation ties directly into Polaris I/O’s focus on surfacing pre-intent signals and equipping account teams to prioritize opportunities that have real urgency.    Current State & Problem  Sellers waste time on well-intentioned, rational proposals that never close. Most don’t understand how human decision-making actually works, especially in large account teams. Teams confuse pain points with priorities and miss the urgency that drives action. Despite plenty of good ideas and strong ROI, stakeholders don’t act unless they feel a threat.   Key Takeaways & Insights  Threat ≠ Fear: A threat is a real, urgent priority—fear is only an emotional reaction. Pain Points Don’t Move Deals: Just because something is annoying doesn’t mean it’ll be acted on. The Primitive Brain Drives Decisions: 90% of choices are emotional and happen before logic kicks in. Sellers Need to Name the Threat: You must be able to articulate a specific threat you’re helping eliminate. Relevance Wins Access: Your message must trigger the primitive brain within 30 seconds to get executive attention. Threats Unlock Margin: Urgent priorities lead to bigger deals, less competition, and higher value.   Tie to Polaris I/O & CIS Motion  Validates the Polaris approach of surfacing pre-intent signals to find real threats early. Reinforces the CIS's job of translating signal into prioritized opportunity pursuit. Positions “Name That Threat” as a skill CISs must develop to refine messaging and opportunity ranking. Emphasizes the power of internal access and early alignment for higher-margin deals.

    32 min
  4. Transforming Sales with AI: A Conversation Starter with EY’s Keith Mescha

    07/28/2025

    Transforming Sales with AI: A Conversation Starter with EY’s Keith Mescha

    This special episode features highlights from a fast-paced conversation between Polaris I/O’s Dave Irwin and EY’s Keith Mescha on how AI is reshaping the future of sales. Rather than a linear discussion, this “best of” format pulls together the most compelling ideas from their wide-ranging talk,- including how AI can personalize outreach, streamline seller workflows, and spark change across complex sales organizations. Keith shares practical insights from his work at EY, emphasizing the real-world shifts already happening inside sales teams. This is the first in what will be a deeper ongoing conversation about modernizing sales with AI, so think of this as a powerful intro, not the final word. Takeaways:- AI isn’t just automating tasks, it’s unlocking smarter selling- Personalization is now table stakes- Cross-team collaboration is critical to getting value from AI- Early adopters inside companies can lead big change- Strategic leadership buy-in is what makes or breaks AI efforts- Culture matters: innovation has to be nurtured, not forced- The best AI tools surface the right signals at the right time- Sellers don’t need more dashboards, they need better context- Data without access is a dead end- AI can bridge insight gaps that sellers don’t even know exist

    20 min
  5. Lead Like an Analyst: Buyers Want Insights, Not Intros

    07/11/2025

    Lead Like an Analyst: Buyers Want Insights, Not Intros

    Michael Phelan joins Dave Irwin to unpack the hidden drivers of successful enterprise engagement. From customer interviews to competitive benchmarks, Phelan reveals what actually gets attention in the boardroom—and how smart sellers can become magnets for internal buy-in. This episode is a masterclass in landing big accounts and unlocking massive expansion without ever leading with your product. If you want to become the analyst your customers trust, this one's for you. Guest: Michael Phelan, Founder & Principal Go to Market Pros  Key points: Why personalization fails and insight succeeds in enterprise selling The “Jobs to Be Done” framework for identifying customer needs How best-in-class competitor benchmarks create internal urgency Becoming a trusted analyst and source of insight (not just a seller) Research-backed ways to drive expansion across large accounts Practical examples: how companies like Target and AT&T respond to insight-led engagement How to engage earlier in the buyer’s journey and shape the pursuit Creating before-and-after moments that visualize value Why sellers must spark internal collaboration to win expansion deals

    26 min
  6. The Goldmine You Already Own

    06/30/2025

    The Goldmine You Already Own

    What if the fastest path to growth isn’t finding new customers, but reactivating the ones you already had?  In this episode, Dan Pfister shares the surprising math behind winback programs, why dormant accounts are a hidden revenue engine, and how enterprise teams can turn trust and tribal knowledge into a repeatable expansion strategy.  Packed with research, practical examples, and sharp insights, this one’s a blueprint for account growth in 2025.  Key takeaways: Why winback and reactivation are underutilized in enterprise account strategy 26% average return rate of lost customers (up to 31% per Harvard study) Reactivated customers have 2x lifetime value Cost of winback is drastically lower (as low as $5k per SMB campaign) Peak-end rule & Pratt-Fall effect: psychological science behind winback success Strategic segmentation: not all “lost” accounts are the same—some are dormant Winback Propensity Model and Customer Journey Mapping for program design Internal referrals as the most powerful path to account expansion Using trust, tribal knowledge, and insights to reactivate and expand accounts Tactical advice: how to build a scalable, repeatable program inside large enterprises Guest:Dan Pfister, Founder of WinBack LabsLinkedIn

    33 min
  7. How Sales Teams Win When Engagement Becomes a Sport

    06/16/2025

    How Sales Teams Win When Engagement Becomes a Sport

    Enterprise selling isn’t solo—it’s a team sport. In this episode, Fred Diamond unpacks what makes today’s best account teams succeed: structured collaboration, specific problem-solving, and a leadership mindset. From the four E’s of sales effectiveness to insights on AI adoption, Fred shares practical frameworks and real-world stories from top companies. If you lead—or sell into—strategic accounts, this episode will change how you think about team performance and customer engagement. Guest:Fred Diamond, Co-founder, Institute for Effective Professional Selling (IEPS) Host of Sales Game Changers Podcast Main points covered: Why most enterprise sales teams struggle with engagement and collaboration The Four E’s of sales effectiveness: Engage, Empower, Elevate, and Execute Why account team performance depends on internal collaboration—not just individual skill The shift from general sales training to specific customer problem solving How community-based coaching models (like IEPS groups) outperform generic enablement Why remote work risks disengagement, and what leaders must do to fix it What elite sales professionals do differently to get the next meeting AI in sales: why adoption is low today—but poised to transform how teams prepare and communicate How companies should design AI into sales workflows, not just license tools What great enterprise sellers really want: support, visibility, and pathways to grow

    35 min
  8. How Elite Account Teams Win: Co-Creating the Customer’s Buying Journey

    04/30/2025

    How Elite Account Teams Win: Co-Creating the Customer’s Buying Journey

    In this episode, Dave Irwin sits down with Paul Butterfield, CEO of Revenue Flywheel Group, to unpack what it really means to enable enterprise teams around the customer’s journey.     Paul shares insights from decades in sales leadership and enablement, showing why traditional demo-first approaches fail and how the best account teams co-create value with their buyers…well before a formal initiative even exists.     From stakeholder mapping and discovery depth to trust-building, Paul makes the case for a shift toward insight-driven selling that prioritizes customer impact over pitch decks.  Guest: Paul Butterfield, CEO, Revenue Flywheel Group https://www.linkedin.com/in/paulbutterfield/ Key Points: - Why sales enablement must expand across the entire customer journey - The power of insight-driven discovery vs. check-the-box qualification - How to move from selling a product to enabling outcomes - Why most messaging fails: it's about features, not the customer's reality - Strategies for engaging multiple stakeholders with tailored discovery - How to co-create initiatives with buyers vs. reacting to defined RFPs - The importance of stakeholder-specific impact and how to reflect it back - Using “Opportunity Qualification Meetings” to align buying groups internally - How to lead with business acumen, even if you’re not the domain expert - Why post-sale visibility and implementation planning builds pre-sale trust - A three-part framework for buyer trust: Authenticity, Competence, Empowerment

    34 min
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About

Welcome to Selling What's Possible, the podcast that's pushing the boundaries of modern account sales. I'm your host, David Irwin, CEO of Polaris I/O and a veteran with 30 years of experience in successful account sales programs. In each episode, we'll dive deep into the world of strategic account development, uncovering innovative approaches and fresh perspectives that you may not have considered before. We'll be joined by top sales professionals, revenue leaders, and dynamic innovators who are reshaping the landscape of account sales. Whether you're navigating the complexities of key accounts or seeking to expand value-driven outcomes for your customers, this podcast is your guide to consistently growing your strategic account relationships. Get ready to challenge conventional wisdom, explore new methodologies, and unlock the full potential of your account sales strategies. This is Selling What's Possible - where we turn potential into reality.

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  • Creator
    Dave Irwin
  • Years Active
    2K
  • Episodes
    18
  • Rating
    Clean
  • Copyright
    © 2025 Polaris I/O. All rights reserved.
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    Selling What's Possible