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    Podcast 13 min read

    Sales Mistakes That Kill Deals

    Chris Do explains how sales conversations lose momentum even after clients agree on price.

    Chris Do

    Chris Do

    Founder, The Futur™ · September 27, 2025

    The price is settled. The decision is not.

    A client can accept the price and still reject the person. A strong portfolio does not prevent that reversal. For Chris Do, the danger begins when a seller mistakes agreement on money for confidence in the relationship.

    His starting point is deliberately favorable: the price has been discussed, the client feels comfortable, and their tone and body language appear consistent with their words. There is no obvious objection left to overcome. The seller has already done meaningful work.

    But the buyer is still assessing something the portfolio cannot settle: what working together will actually feel like. The call is not merely a conversation about a future engagement. It is the first available sample of that engagement.

    The sales conversation is a preview of the working relationship.

    Do describes the encounter as a trial date or an interview. Both comparisons shift attention away from the deliverable and toward compatibility. The client is considering not only whether the seller can produce good work, but whether the experience of getting that work will be manageable.

    His sharpest observation makes that distinction explicit: “They're interviewing the person more than they're interviewing the work itself at this point.”

    That is a different test from proving technical ability. A portfolio can establish that someone has made compelling work. A price agreement can establish that the proposed expense is acceptable. Neither, by itself, demonstrates that future conversations will be clear, useful, and respectful.

    Do pushes the buyer's perspective further. The introductory call should represent a period of high compatibility, when both sides are motivated to make the relationship work. If the interaction already feels difficult, the client has reason to wonder how it will feel when that initial goodwill fades.

    This is not a claim that every stalled deal comes down to personality. Do is isolating a particular situation: the obvious commercial hurdle has been cleared, yet the seller can still introduce doubt through the way the conversation unfolds.

    The distinction matters because the wrong diagnosis invites the wrong response. A seller focused entirely on price can miss the discomfort emerging in the interaction itself. More enthusiasm about the project does not necessarily address that discomfort. More discussion of the work does not automatically resolve it either.

    The buyer is evaluating the person in real time.

    There is a useful boundary here with The Futur's related coverage of creative pricing mistakes. Price deserves its own scrutiny, but the situation Do examines begins after that conversation has gone well. The remaining problem belongs to the relationship.

    Seen from that side of the table, seemingly small conversational habits become consequential. They are not decorative manners layered on top of professional competence. They are evidence of how that competence will reach the client.

    The seller therefore has a second responsibility after establishing fit on paper: avoid making the actual experience contradict the promise. A confident presentation creates an expectation. The rest of the conversation must give the buyer a reason to believe that expectation will survive the work.

    The answer should change the next question

    Do begins his assessment of a potential vendor with the quality of the questions. Are they deep enough? Are they thoughtful? Do they address the things a buyer reasonably expects a professional to investigate?

    When those questions are missing, he starts to worry that the client is being processed rather than understood. The concern is not necessarily that the seller has a repeatable method. It is that the method appears indifferent to the person sitting across from them.

    A familiar process can still produce an excellent result. Do acknowledges that possibility. What undermines confidence is the feeling that the buyer has become another financial entry, moved through a sequence without meaningful attention to their circumstances.

    This makes listening more demanding than remaining quiet while someone else speaks. The response has to demonstrate that the information arrived. Otherwise, a polished question can become little more than a cue for the seller's next prepared line.

    Do's example is blunt. A client says a previous engagement failed. The seller responds by asking about a favorite color. Both statements can belong somewhere in a creative conversation, but their placement exposes the absence of a connection.

    The failure is not simply awkward sequencing. It is the decision to pass over information that should alter the conversation.

    Do calls the unrelated response a non sequitur. The buyer has offered a consequential fact, and the seller has behaved as though nothing important happened. A question list has taken precedence over the person answering it.

    A useful follow-up follows the client's answer.

    The better response is short: “Tell me more about that experience.” Do then points toward the particulars: who was involved, what the circumstances were, and how the previous work failed for that client.

    Those details matter because failure is not self-explanatory. Until the seller asks, the word identifies a concern without revealing its shape. Continuing with unrelated questions leaves the most important part of the statement unexplored.

    In Do's account, the client is effectively explaining what a future vendor should avoid and what that vendor needs to do consistently. The information is available, but only if the seller recognizes the opening and stays with it.

    The cost of missing that opening is competitive as well as conversational. Do imagines a better listener arriving, asking about the painful experience, and learning what the buyer wants to prevent. That person can establish a connection the first seller never gave themselves a chance to build.

    His language for that connection is rapport: the sense that both people are beginning to see the situation from the same point of view. The neighboring subject of attunement in sales belongs naturally beside this concern with responding to the person rather than simply delivering a prepared performance.

    Rapport is not the end of Do's argument. He connects it to likability, then makes trust conditional on doing what was promised. A satisfying conversation starts something; it does not substitute for delivery.

    That qualification keeps the advice grounded. Listening is not a shortcut around competence. It is how a capable seller discovers what competence needs to accomplish for this particular buyer.

    Enthusiasm can become a burden

    Talking too much presents a different problem. The seller can be genuinely excited about the opportunity and still make the buyer uncomfortable. Intention and effect do not necessarily match.

    From the buyer's side, Do says, excessive talking can register as desperation or loneliness. The client is not hearing only enthusiasm for the work. They are also estimating how much attention the relationship will demand.

    His example is ordinary by design: a client calls to ask whether the logo can be made bigger. What should be a focused exchange becomes an invitation to hear a long story. The problem is not the story's quality. It is that the client did not call for one.

    That small scenario exposes a larger concern. The seller is enjoying the interaction while the buyer is trying to complete a task. If the seller cannot recognize the difference, even routine communication can begin to feel expensive in time and attention.

    Do wants contact with a vendor to move the work forward or establish meaningful progress. That is a demanding standard, but not a demand for coldness. It asks the professional to connect the length and content of the exchange to the reason it exists.

    Warmth should not make a simple request harder to resolve.

    The same principle applies when the seller explains their expertise. Do uses the image of describing how a watch is made to someone who does not need that level of detail. The explanation can be accurate and still be the wrong explanation for the moment.

    Expertise includes knowing where to stop.

    For Do, unnecessary detail can create the opposite of its intended effect. Rather than confirming mastery, it can raise suspicion that the seller is overcompensating for a gap elsewhere. That is his stated reaction as a buyer, not a universal rule about every client's tolerance for detail.

    The point is calibration. The client needs enough information to understand what matters at that stage. An exhaustive account of the seller's knowledge serves a different purpose, and the buyer is not obliged to find that purpose useful.

    Across his examples, the avoidable excess takes several forms:

    • Turning project enthusiasm into an extended monologue.
    • Answering a routine request with an unnecessary story.
    • Explaining technical detail beyond what the client needs.
    • Continuing to speak after the useful answer is complete.

    These are not arguments for withholding information. They are arguments against confusing information volume with service. The relevant question is whether the explanation helps the buyer understand the issue in front of them.

    Do offers a more contained way to express experience: explain that similar client situations usually involve one of two possibilities, while leaving room for another explanation. That gives the conversation a direction without claiming the client must fit a predetermined category.

    The qualification is essential. Familiarity with a pattern can guide an inquiry, but it cannot replace the inquiry. The seller still needs the client's response to establish whether the pattern actually applies.

    And there is a hard limit to presentation advice. If the seller does not understand the work and begins inventing answers, Do's recommendation is training or coaching. Restraint can improve how expertise is communicated. It cannot manufacture expertise that is absent.

    Let the client finish without losing the thread

    Interruption is another place where a seller's intention can work against them. Finishing a client's sentence can feel like proof of connection. The seller believes they understand so well that the rest of the thought is already obvious.

    Do sees a gamble. The apparent ending is only a guess until the client supplies it. Cutting in replaces the person's actual thought with the seller's prediction.

    His exaggerated example involves both people thinking about yellow cats. Even when the seller has guessed correctly, there is no need to prove it before the client finishes. Agreement can be acknowledged afterward without taking possession of the sentence.

    If the thought goes somewhere unexpected, waiting produces something more valuable than a display of cleverness: new information. The seller discovers that their assumption was incomplete while the client still has room to explain the difference.

    Do's instruction is firm: “do not interrupt.” But his advice does not end with a prohibition. He also addresses the practical difficulty of a client who keeps talking while the available time disappears.

    The seller is responsible for more than patience. The conversation still needs to reach the central problem. Letting it wander indefinitely is not the only alternative to cutting someone off.

    Do recommends a brief hand gesture, whether the meeting is in person or on Zoom. The gesture signals a need to speak without immediately demanding the floor. Once the client acknowledges it, the hand comes down.

    Keeping it raised becomes distracting. Repeating the signal as though the client has failed to notice turns a polite request into pressure. The purpose is to create a transition, not to compete for attention while the other person is still talking.

    The practical sequence is modest:

    • Signal briefly that there is something to add.
    • Lower the hand once the client acknowledges it.
    • Allow the speaker to reach an appropriate stopping point.
    • Bring the discussion back to the central problem.

    Do describes the waiting portion as allowing the client to “land the plane.” The image captures the difference between helping a conversation conclude and forcing it to stop.

    What happens next is just as important. The seller can acknowledge that the previous question sent the discussion away from the intended subject, then rephrase it. This restores direction without making the client defend the way they answered.

    Accusing the client of drifting or going off on a tangent creates a different interaction. Now the seller is correcting the person rather than managing the conversation. Do sees that as a poor beginning for a working relationship.

    Own the redirect instead of blaming the client.

    The distinction is professional, not merely polite. The seller can appreciate the additional information and still explain that the core problem needs attention before the discussion moves elsewhere. Respect and direction can exist in the same sentence.

    This is where the broader idea of crafting a great client experience becomes concrete. The experience includes how a professional handles an imperfect conversation, not just how that professional behaves when everything proceeds according to plan.

    The goal is neither conversational domination nor passive agreement. It is a meeting in which the client can finish a thought and the seller can still do the job of keeping the work in view.

    Make attention visible

    Listening has an evidence problem. A seller knows whether they are paying attention, but the buyer cannot inspect that intention. The buyer needs some outward sign that the information has been received and understood.

    Do's answer is practical: take notes. Not as a private administrative habit alone, but as a visible indication that the client's words deserve to be retained.

    This challenges familiar advice about maintaining eye contact. Do accepts that eye contact and a firm handshake can be useful social guidance. In a working conversation, however, the client also needs reassurance that important details are not disappearing as quickly as they are spoken.

    The complication is easy to anticipate. A person looking down or away from the screen can appear distracted. The client cannot automatically distinguish note-taking from checking a phone or doing something unrelated.

    Do resolves the ambiguity before it starts. At the beginning of the call, explain that notes will be taken because the client's words matter. That explanation gives the buyer a way to interpret stretches without eye contact.

    The explanation belongs at the beginning, not after the silence has become uncomfortable. It establishes what the seller's behavior means and removes the need to keep apologizing for it.

    Show that the client's words matter.

    Do illustrates the point with a restaurant order. A server relies on memory rather than writing anything down. The performance is intended to demonstrate competence, yet Do finds himself worrying about whether the order will be mixed up or delivered to the wrong person.

    The memory display asks the customer to trust an ability they cannot verify. A notepad offers something more tangible. The order has been recorded rather than merely heard.

    He allows for restaurants where exceptional recall is an established part of the experience. His point is not that memory always fails. It is that the customer's confidence does not automatically rise in proportion to how impressive the server considers the performance.

    The strongest part of the example arrives next: the server reads the order back. Drinks, burgers, fries, and the requested exception all return to the customer for confirmation. The customer can now tell whether the instructions were understood.

    For a sales conversation, Do recommends the same basic habits:

    • Explain the note-taking. Establish why attention will sometimes move away from the client's face.
    • Play back what was heard. Summarize the substance rather than assuming the interpretation is correct.
    • Invite correction before continuing. Ask whether anything was missed and allow the client to confirm.

    These actions do different jobs. Notes preserve information. Playback exposes the seller's understanding of that information. Confirmation gives the client an opportunity to correct the record before the conversation builds on it.

    The distinction matters because a full page of notes does not, by itself, establish accurate understanding. The seller can record words and still misread their significance. Returning the substance to the client makes that gap easier to detect.

    Do's suggested closing check is uncomplicated: “Did I miss anything? Was that correct?” It is not a display of uncertainty about the profession. It is a check on whether this particular client's meaning has been captured.

    The relief in the restaurant example comes from that check. The customer no longer has to hope that the exception was remembered. They have heard it acknowledged.

    A better call leaves room to think

    The final adjustment concerns the space between hearing something and answering it. A seller can feel pressure to respond immediately, as though a quick reply proves attentiveness or command. Do recommends making room for a different rhythm.

    At the outset, the seller can explain that some responses will take a moment because the information needs to be processed. That preparation makes a pause intelligible. Silence no longer has to be filled merely because it has appeared.

    Do suggests making the pause a consistent habit. Over time, the other person becomes accustomed to a cadence in which information is considered before an answer arrives. The seller is not required to bounce instantly from the client's last word into a response.

    This is the other side of his argument against overexplaining. A professional does not need to occupy every available second to demonstrate value. Sometimes the more credible action is to stop, absorb the information, and then speak with purpose.

    The pause is not a substitute for a useful answer. Nor is it a theatrical device for appearing profound. In Do's explanation, it exists to make thinking possible before the seller commits to a response.

    That principle gives his practical advice a coherent shape. The seller is not trying to become quieter for its own sake. The seller is trying to make every contribution more responsive to the person, the problem, and the time available.

    For the next conversation, the operating choices are specific:

    • Set expectations about notes and occasional pauses before the discussion gathers speed.
    • Ask a substantive question, then let the answer determine the relevant follow-up.
    • Confirm the meaning before treating it as settled.
    • Give explanations at the level the client needs, then stop.
    • Redirect with care when the core problem falls out of view.

    These are behaviors, not a new script to recite mechanically. Their usefulness depends on the very attention Do is asking for. A seller who performs each action without responding to the client recreates the original problem in a more polished form.

    The same is true of rapport. Agreeable language cannot compensate for ignoring a disclosed failure. A reassuring tone cannot compensate for cutting someone off. A claim of expertise cannot compensate for an answer assembled from information the seller does not actually know.

    Do's advice is demanding because it removes several familiar ways of feeling productive during a sales call. Talking at length, completing a prepared question list, and explaining every technical detail all give the seller something visible to do. None guarantees that the buyer feels understood.

    The standard is what the behavior accomplishes for the other person. Does the follow-up clarify a concern? Does the explanation resolve uncertainty? Does the redirect protect the purpose of the meeting without humiliating the client?

    After the price is accepted, the seller still has to demonstrate that ordinary collaboration will not require extraordinary effort from the buyer. The proof is already available in the call: how the seller handles a sentence, an instruction, a digression, and a pause.

    The portfolio shows the work. The conversation shows the cost of working together.

    Let's just say you were able to agree on price and the clients feel good about it. Their body is communicating to you. Yes, the tone of voice matches what they say. What else might hold them back from working with you? Well, now we entered the second part, but you've already done a lot of really good work. So first of all, congratulations on that. You were able to speak about the price. You seem to have agreement. You've confirmed it with them that everybody's good moving. If you don't know what I'm talking about, refer back to the episode where I talk about how long it should take for you to close a client. All right, back to the episode. So thus far, all signs point to yes. You're getting the giant glowing green light. What else could screw up the deal for you? Well, number one, you have to realize that right now you're kind of on a trial date, if you will. You're on an interview process. They're trying to imagine what it's going to be to like to work with you. So even if you have a great portfolio, the price feels right. They're interviewing the person more than they're interviewing the work itself at this point. If the call goes this way, I wonder what it's going to be like at peak compatibility. As it starts to degrade over time, what it's going to be like to work with you. So I'll just tell you some of the things from if I were the buyer, my point of view, so that you can take that into consideration. Number one is the person asking good, deep, thoughtful questions. If they're not asking me the questions. with you. So I'll just tell you some of the things from if I were the buyer, my point of view, so that you can take that into consideration. Number one is the person asking good, deep, thoughtful questions. If they're not asking me the questions I think they should be asking, I start to get a little bit nervous. Like they're going to just treat me like every single other person. And it could very well be that you're going to do the exact same thing. That's going to be great. But I don't want to feel like I'm just cattle and that you're just hurting me through the corral and you're going to slaughter me. You know that I'm just a number, a financial number to you. So asking great questions. And here's the important part, listening to what is said. And how do I know you're listening? Because you're confirming to me what you heard. You're checking in with me. It's called playing back what I heard. So you can say like, okay, let's see if I got this right. Now let me just summarize. And then you summarize. And did I miss anything? Was that correct? And if they gave you the, yes, you got that right, you can continue on. And here's the second part. It's a little bit more advanced, but you can do this because I believe in you is to ask a good follow -up question. So instead of moving through a series of questions that seem not connected to each other, if they said something like, you know, the last time we worked with someone, it failed. And you asked them, well, what's your favorite color? That was what we would call like a non sequitur. It's a non -sequence. This is not related to that. So if they give you a piece of information, like the last time we did this with someone else, it failed. You have a duty to follow up with them and say, tell me more about that experience. Who did you work with? What were the circumstances and how did it fail for you? And then you can just listen and they're going to give you more valuable information. This is all them telling you. Tell me more about that experience. Who did you work with? What were the circumstances and how did it fail for you? And then you can just listen and they're going to give you more valuable information. This is all them telling you, if you would like to work with me, please make sure you don't do this and you always do that. But if you don't ask that question, you don't get this valuable information and you're just wasting the opportunity. This is where you inadvertently open the door for someone like me, who's a better listener than you, to swoop in and say, oh yes, oh, I totally feel your pain. What was that like? Tell me what's going on. What would you like to avoid? And then they're going to feel that thing that we call rapport. We're building rapport. We're in sync and we're starting to see the world from the same point of view. So if you're able to build rapport, that starts to lead to feelings of likability. And ultimately, if you deliver on what you say, feelings of trust. And we already know this. People hire who they know, who they like and who they trust. So that's what you need to be doing. Other things that you could do accidentally. Number one, you can have a little of the diarrhea of the mouth where you talk a little bit too much, you're too excited about the project. It starts to make me as the buyer feel like you're desperate or you're lonely and you just need to talk to someone. And I don't want to get on the phone with you to say, hey, can we make the logo bigger? And you want to have a whole story with me. Like I need someone who respects my time and treats it with that respect, right? So you're not going to waste my time. Every time I hear from you, every time I respond to you, I know it's for something that's moving the ball forward or making good progress. Number three, never do this. respect, right? So you're not going to waste my time. Every time I hear from you, every time I respond to you, I know it's for something that's moving the ball forward or making good progress. Number three, never do this. Never interrupt the client myth thought. We do this because you know what? We've been taught if we're in rapport, I should be able to what? Complete your sentence. And if that works for you, keep doing that. But that's a very risky gamble that you're making that you're going to be able to guess. It's much better for you to wait for them to finish and say, oh, that went a different direction. Oh, you surprised me there. Oh, we're thinking exactly the same thing. And before you finish, I was thinking yellow cats too. It's wonderful that we're all talking the same language. In fact, there's this yellow cat that you might like. And then now we can build further rapport. So whatever you do as a pet peeve of mine, do not interrupt. Here's a problem though. You're thinking this. You're like, yeah, Chris, but some of my clients ramble on. They have diarrhea in the mouth. And now I'm starting to get stressed out because the time limit is shrinking and I don't know what to do. Here's what you do. As you're speaking to you, and you can do this in person. You could do this on Zoom. It all works the same way. You just go like this. We've been trained to know that politely I'm saying, when you get a chance, I have something I need to say. And just do this. And then you put your hand down. Don't keep it up because that's super distracting and it's super annoying like they can't see it. So if you do this and they give you a little look, put your hand down. As you continue to talk, you can just, you can just, oh, oh, use gesture with hand. So you allow them to recognize that you need them to pause and they will stop when it's appropriate. down. As you continue to talk, you can just, you can just, oh, oh, you just gesture with hands. So you allow them to recognize that you need them to pause and they will stop when it's appropriate for them. So let them land there, let them land the plane where they need to land and say, okay, I realize, and you admit this, I realized the last question I asked might've taken us off track. So I want to take us back on track. Okay. And as much as I appreciate all the extra information right now, I got to make sure we talk about the core problem before we move on to something else. So let me circle back. Let me rephrase the question. You need to take ownership of this because if you say, um, you actually started like drifting, you're going on a tangent, I don't understand you, you're making an accusation and that's not a way to begin a client relationship. Those are a couple of things you need to look out for. And the last thing is when it comes to your own expertise, you can shoot yourself in the foot by saying too much of the wrong things. Number one, it's not, I know it's going to be controversial for some of you, but if you bore me with the details, like how the watch is made, I start to like eyes glazed over. I'm like, I don't really need to know all that stuff. Why do you feel compelled to tell me this? So then I started thinking, I wonder if this is the right person. I wonder if they're covering up, overcompensating for something else they might not know anything about. And I start to get nervous. So what I want from a vendor is to tell me exactly what I need to know to the point in which I need to know and stop before it becomes too much. That's kind of it. And there's a, there's a great way that you can from a vendor is to tell me exactly what I need to know to the point in which I need to know and stop before it becomes too much. That's kind of it. And there's a great way that you can phrase this. You can say something like, when I talk to clients like you, it's almost always one of two things. It's either this or that. Sometimes it's something else, but usually it's one of these two things. I'll be close and you kind of get them reined in a little bit. Okay. So the other thing that you can do is when you literally don't know what you're talking about and you're starting to make up stuff. So there's nothing I can do for you there, except for to say, go back to school, get some training, get some coaching, because I can only help people who are really good at what they do. Okay. Here's a pro tip for you. I know you've been taught this many, many times, a good firm handshake and make good eye contact. And that's generally good advice for social gatherings. But when it comes to a prospect or client conversation with a vendor, I need to know from the client side that you are understanding what I'm saying, what I'm saying matters to you. And the number one best thing for you to do is to actively take notes. And so some people get a little weird about this. They're like, well, Chris, they don't like, I'm not looking their eyes. Maybe they think I'm checking my iPhone or I'm doodling or whatever. So what you would do is at the beginning of the call to say to them, what you say matters to me. It's why I'm going to be taking notes. So there could be good stretches of time. I'm not even looking at you because I'm writing notes down. I promise you I'm not checking my stock portfolio. Taking notes is the way that you demonstrate to the other person that what they say is important. good stretches of time. I'm not even looking at you because I'm writing notes down. I promise you, I'm not checking my stock portfolio. Taking notes is the way that you demonstrate to the other person that what they say is important. Kind of like what you would imagine someone who is waiting tables to do. You know, those people who are like master memory people, they're like, oh, what's your order? What's your order? I'm always worried. You're going to mix this up. You're going to bring it to the wrong person and you're going to do the way we've asked. It always makes me nervous. So they're trying to demonstrate their ability to recall things and how important you are, but it makes you really nervous. Unless you know ahead of time, this is how the restaurant does it. And they only hire people with these mega memories. The best way is just to rip out a notepad and they write down your order. And when you see that, you feel relieved. You know what's even better? Let me make sure I got your order right. You had the Cokes and this and the burgers and the fries, but no sesame seed on X, Y, Z. And you're like, yes, you're amazing. Now that might feel like too much for you to do, but I promise you it puts the patrons at ease when you do that. So let them know ahead of time. You're going to be taking notes. And if you don't make eye contact, that it's because you're taking the notes and that way you don't feel that weird. Like I need to explain this to you. And here's a bonus bonus thing. Say that from time to time, it might take a little second for you to respond because it, because you need time to process what it's being said. So this alleviates the need to just quickly bounce off the block, jump off the block and just start saying things without really thinking things through. And if you make an intentional habit of taking a pause every time they say something, they'll just get used to this cadence. Like you're deep. quickly bounce off the block, jump off the block and just start saying things without really thinking things through. And if you make an intentional habit of taking a pause every time they say something, they'll just get used to this cadence. Like you're a deep thinker, you're processing, you're not one to rush out answers for answering's sake.
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    “They're interviewing the person more than they're interviewing the work itself at this point.”

    — Chris Do

    Topic
    SALES

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