The Sandler Training Hour cover art

The Sandler Training Hour

The Sandler Training Hour

By: Jim Stephens
Listen for free

Join Jim and Jason Stephens for weekly insights on the Sandler Selling System, navigating the modern sales landscape, and overcoming real-world business challenges.


A Sandler Trainer is a salesperson. We lead by example and talk from experience.

Reach out to us: Jason.Stephens@sandler.com


Visit our website: https://go.sandler.com/crossroads/

© 2026 The Sandler Training Hour
Economics
Episodes
  • Why Your Sales Conversations End in Assumptions Instead of Agreements
    Jul 27 2026

    You walk out of a first meeting and something nags at you. Was that person being straight with you? You have no evidence either way, so you fill the gap with a guess. Your prospect is doing the same thing about you.

    This week we get into clarity, and what happens to a sales relationship when nobody asks for it. When you stop questioning what someone says, you start reading into what they don't say. Suspicion builds on both sides, neither person names it, and the deal stalls for reasons that never make it into the CRM.

    Topicality: define the terms before you argue the substance
    Jason brings in a rule from high school debate. Before you touch the substance of an argument, you define the terms. Get loose with a definition and you can spend an hour taking positions that never touch what the conversation was actually about. Sales calls run the same way. Two people say "budget" or "decision" or "next steps" and mean four different things.

    Be impeccable with your word
    Jim pulls the first of The Four Agreements into the conversation and adds the working translation: the goal is not the message you mean to send, it's the message the other person receives. That means translating Jim speak into Jason speak. Behavior style, background, how they think. The more you know about the person, the more precise your words can get.

    Two people, two scripts
    Every conversation is two accumulated scripts running at each other. Autopilot is easier, and staying present all day will exhaust you. In sales those scripts were built as a means to an end, and that is exactly what makes a salesperson feel salesy. Nobody wants to be sold. People do need help buying.

    Taking the push out
    Jim walks through leading the witness, and why a strong personality type gets more persuasive in their own head and more pushy in everyone else's. His counterweight: you're an expert on your subject matter, not an expert on the person across from you. From there we get into negative reverse selling as a way to remove the push entirely.

    Suspicion is a bad foundation
    Two people trying to build a relationship while quietly suspecting each other end up with a bad relationship and a set of assumptions they carry into the next one. Asking clarifying questions before you agree to anything protects both of you.

    The takeaway Jason lands on at the close: if you want clarity from other people, be clear yourself, and get comfortable with them asking you for it.

    The Sandler Training Hour Hosted by Jim & Jason Stephens | Crossroads Business Development

    Join hosts Jim and Jason Stephens from Crossroads Business Development as they discuss techniques, tactics, and the occasional tangent associated with the Sandler Selling System. Whether you are prospecting, negotiating, or closing, The Sandler Training Hour gives you the actionable advice you need to stop "winging it" and start controlling the sale.

    📧 Reach out: jason.stephens@sandler.com 🌐 Crossroads Business Development

    Show More Show Less
    10 mins
  • Why Prospects Take Your Free Advice and Never Buy
    Jul 20 2026

    A prospect says the words every seller wants to hear: I need help. You show them everything you know, they thank you for the advice, and the deal goes nowhere. If that pattern sounds familiar, this episode names what is causing it.

    This week we dig into what happens in the seconds after someone asks for help, and why the instinct to start fixing costs sellers deals, leverage, and time. Most people in business development are natural problem solvers, and that reflex is exactly the trap.

    The inbound lead trap

    An inbound lead lands squarely in your wheelhouse and the happy ears switch on. We walk through why giving a prospect the information that lets them judge you, before you gather the information that lets you qualify them, puts you in a lose-lose position from the first call.

    Unpaid consulting

    Jumping straight to solutions earns you plenty of referrals, and almost none of them pay. We break down why free fixes get politely received and rarely acted on: a prospect who has not shared everything they know will treat any answer as half baked.

    Gauge commitment before you prescribe

    Having a problem is not the same as being willing to invest time, money, and energy in solving it. We cover why measuring commitment is the first job when someone says they have a problem, and what happens when you skip it: you insert yourself into a feedback loop you will grow to resent.

    The problem they bring is never the real problem

    Nine times out of ten, what a prospect describes is the surface indicator. What they are actually saying is: I am stuck, help me think through this. We connect this to why some companies live with surface-level problems forever.

    The ego underneath chronic fixing

    The uncomfortable part of the conversation. If you are compelled to answer every question, you are getting a need met: being needed, being appreciated, staying in the thick of things. Jim owns his own history as a chronic fixer and the value he lost to it.

    Facilitate discovery instead

    The job is not solving problems. The job is facilitating discovery, then reaching a mutual agreement about next steps. We also get into why the word itself matters: framing a call as discovery instead of a sales call changes how you show up, because mindset has to drive behavior.

    The Sandler Training Hour Hosted by Jim & Jason Stephens | Crossroads Business Development

    Join hosts Jim and Jason Stephens from Crossroads Business Development as they discuss techniques, tactics, and the occasional tangent associated with the Sandler Selling System. Whether you are prospecting, negotiating, or closing, The Sandler Training Hour gives you the actionable advice you need to stop "winging it" and start controlling the sale.

    📧 Reach out: jason.stephens@sandler.com 🌐 Crossroads Business Development

    Show More Show Less
    10 mins
  • Why You Chase Prospects Instead of Asking for the Next Step
    Jul 13 2026

    You avoid pushing because you do not want to look like the stereotypical salesperson. So you soften, you hedge, and you leave calls without a firm next step. Then you spend the week chasing. The problem is not that you are too aggressive. It is that fear of aggression has quietly turned you into a professional visitor.

    In this episode we separate assertiveness from aggression and show why the gap between them is where most sellers lose clarity, and deals.

    Why your read on your own assertiveness is unreliable We open with an uncomfortable truth: your sense of how assertive you are is subjective. It is anchored in how you were raised. Jim describes being told by his wife, "why did you say that," about a comment he did not even register as sharp. If you lean passive, asking for help or interrupting a server can feel aggressive. If you lean forward, you may run over people without noticing. You cannot calibrate off your own perception, so we look at what the situation actually requires instead.

    The fire hydrant problem Jim tells the story of learning to ride a bike, fixating on the one fire hydrant down the sidewalk, and hitting it. Sellers do the same thing. They stare at the salesperson stereotype they are trying to avoid and steer straight into it. The fix is not to focus harder on what to avoid. It is to map where you actually want to go.

    Assertive and permissive at the same time Being assertive does not mean pressuring the buyer. We break down how to hold your position while leaving the decision genuinely in the buyer's hands: "I am here to help you decide whether you want this or not. It is completely fine if you don't." Most buyers reached out because something has been frustrating them for months. They are closer to a decision than you think, and pressure is the wrong tool.

    The clear future commitment We get into the Sandler idea of never ending a call without a clear future commitment: a scheduled meeting on the calendar, a mutually agreed agenda, and a defined outcome. For a lot of people who come to Sandler, that feels almost unthinkable, so they chase instead. We make the case that direct leadership, being crystal clear on when you meet and what happens next, is the healthiest way to move from passive to assertive.

    Why a plan beats courage Conversations move at a thousand miles a minute. If you have to summon nerve in the moment and invent the words on the spot, you will find every wrong way to say it. We compare it to a shooter at the three-point line who has repped the motion enough that it runs on autopilot. Assertiveness with a plan is not a complicated move.

    If you tend to avoid being direct because you do not want to pressure anyone, this one reframes the whole thing.

    The Sandler Training Hour Hosted by Jim & Jason Stephens | Crossroads Business Development

    Join hosts Jim and Jason Stephens from Crossroads Business Development as they discuss techniques, tactics, and the occasional tangent associated with the Sandler Selling System. Whether you are prospecting, negotiating, or closing, The Sandler Training Hour gives you the actionable advice you need to stop "winging it" and start controlling the sale.

    📧 Reach out: jason.stephens@sandler.com 🌐 Crossroads Business Development

    Show More Show Less
    12 mins
adbl_web_anon_alc_button_suppression_t1
No reviews yet
In the spirit of reconciliation, Audible acknowledges the Traditional Custodians of country throughout Australia and their connections to land, sea and community. We pay our respect to their elders past and present and extend that respect to all Aboriginal and Torres Strait Islander peoples today.