Hoffman Hacks

Competitors in Sales: The Best Time to Bring Them Up

It can always be a struggle in knowing what the right time is to bring up how we're different and better than our competition.

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Meta Description (141 characters): Competitors in sales conversations are inevitable. Here’s the proven rule for when to bring them up, so you win instead of looking defensive.

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Competitors in Sales: The Best Time to Bring Them Up

Every rep runs into the same moment. The prospect is engaged, the conversation is going well, and somewhere underneath it sits the question of competitors in sales conversations, whether anyone says the word out loud or not. Bring it up too early and you look defensive before you’ve earned the right to compare yourself to anyone. Wait too long and the prospect walks into a competitor’s pitch better prepared than the one you just gave them. Getting the timing right is one of the more underrated skills in selling, mostly because so few reps ever stop to think of it as a skill at all.

There’s a simple rule for handling competitors in sales conversations that removes almost all of the guesswork, and it has nothing to do with how sharp the comparison is or how well a rep knows the competitive landscape. It comes down entirely to sequence.

The Simple Rule for Bringing Up Competitors in Sales

Not entirely sure when you should bring up competitive differences?

It’s after they do.

It can always be a struggle in knowing what the right time is to bring up how we’re different and better than our competition. But I always want to make sure I do it after I’ve spoken about their competition.

By asking the prospect questions about how they compete in their marketplace, it generally reveals elements of pain that can be very helpful when I’m talking about my competitors and why they should choose us over them.

The Real Reason Letting the Prospect Go First Works

The mechanism behind this rule is simpler than it sounds. When a prospect talks first about how they compete in their own marketplace, they are the one doing the revealing. They tell you where they’re getting squeezed, where they’re losing deals, and where their current tools or vendors are quietly letting them down. None of that information is available to you until they hand it over voluntarily.

Compare that to the alternative, where a rep opens with a comparison chart before the prospect has said a word about their own situation. The prospect hasn’t asked for that comparison yet, so it reads as unprompted and a little insecure. Asking questions about competitors in sales calls before making any claims of your own puts the buyer in the position of expert on their own market, which is a role most buyers are glad to take.

There’s also a sequencing advantage. Once a prospect has described a competitor’s shortcoming in their own words, any point you make about your own differentiation lands as a direct answer to a problem they just named, not a generic sales pitch. That’s a much stronger position to argue from than leading with it cold.

There’s a well-documented behavioral effect at work here too. Whoever introduces a comparison first tends to set the frame the rest of the conversation gets measured against, a pattern researchers call anchoring. A rep who anchors the conversation on their own competitive claims is measured against their own pitch. A rep who lets the prospect anchor it with their own experience gets to respond to a frame the prospect already trusts, because it came from them.

The Costly Way to Handle Competitors in Sales Wrong

The costly mistake most reps make is the mirror image of the rule above: bringing up competitors in sales conversations before the prospect has said anything about their own experience. This usually shows up in one of two forms.

The first is the unsolicited comparison chart, dropped into a discovery call before any pain has been established. It signals that the rep is more interested in winning an argument than understanding a business problem, and prospects notice the difference.

The second is trash-talking a named competitor without being asked. Even when the criticism is accurate, prospects tend to discount it, because they have no way to verify it and every reason to assume the rep is protecting a commission. Research on persuasion has long shown that unsolicited negative claims about a rival read as self-interested rather than credible, which is exactly the opposite of what a rep wants a prospect thinking about them mid-conversation.

Both mistakes share the same root cause: leading with a claim instead of a question. A prospect who hasn’t been asked anything about their own experience has no reason to trust an unprompted opinion about who’s better.

The Hidden Pain Asking About Their Competitors Reveals

By the time most buyers get on a call with a sales rep, they have already done a meaningful amount of independent research. Gartner’s most recent B2B buying survey found that 61% of buyers say they would prefer an experience with no sales rep involved at all, largely because they’ve already gathered pricing, reviews, and comparisons on their own before ever picking up the phone. That means when you ask a prospect how they compete in their marketplace, you are rarely introducing them to a new idea. You are asking them to say out loud an opinion they already formed weeks earlier.

That’s precisely why the question is so useful. Prospects will volunteer complaints about slow response times, features that were promised and never delivered, pricing that crept upward after signing, or a vendor relationship that quietly went cold after the contract was signed. None of that comes from a rep’s slide deck. It comes from lived experience, which is far more persuasive material to work with than anything a rep could invent.

This is also where a rep starts to learn who else has influence on the account. A prospect describing a rival vendor’s shortcomings often reveals which stakeholders still favor that vendor internally, which is exactly the kind of hidden resistance covered in how to spot a sales anti-champion before it derails a deal late in the cycle.

The same detail doubles as a qualification signal. A prospect who describes specific, recent frustration with a competitor is telling you the problem is active and worth solving now, not a hypothetical someday concern. A prospect who struggles to name anything wrong with their current approach is telling you something too, usually that the deal is further from closing than the rep would like to believe. Either answer is more useful than no answer at all, and neither one shows up unless the prospect is asked first.

How to Ask About Competitors in Sales Without Sounding Like a Detective

The phrasing matters as much as the timing. A question like “who else are you looking at” can land as interrogation if it’s asked too bluntly or too early. Better framing treats the question as business context rather than reconnaissance.

Something closer to “how are you currently handling this today” or “what’s working and not working with your current approach” opens the door without putting the prospect on the defensive. Once they’ve answered, a natural follow-up like “how do you feel that stacks up against others in your market” tends to surface the specific competitor comparisons without ever needing to name a competitor first.

The goal of every one of these questions is context, not confrontation. A prospect who feels like they’re being consulted will keep talking. A prospect who feels like they’re being cross-examined will start giving short, guarded answers, and the pain that makes positioning easy later in the call will stay hidden.

The order of the questions matters too. Ask about their current approach before asking about alternatives they’ve looked at. A prospect who has just described what isn’t working will naturally start comparing it to other options on their own, which is a far more useful moment to be listening than to be talking.

When the Prospect Surprises You by Naming a Competitor First

Sometimes the rule doesn’t get a chance to play out cleanly, because the prospect opens the conversation by naming a competitor before any discovery has happened at all. “We’re also looking at [competitor]” is a common first sentence on a discovery call, and it can tempt a rep into responding immediately with a comparison.

The instinct to answer right away is worth resisting. Even when a competitor is named upfront, the underlying rule still holds: get the prospect talking about their own experience with that competitor before offering an opinion of your own. A simple redirect like “what’s drawn you to them so far” or “what would make this an easy decision either way” reopens the same discovery process, just starting from a named competitor instead of an unnamed one.

Treated this way, a prospect naming a competitor early actually shortcuts the sequence. The rep already knows who they’re up against, and can spend the rest of the call gathering the same pain-revealing detail the rule is built around, rather than reacting defensively to a name they weren’t expecting to hear. A named competitor this early is useful information, not an ambush, as long as the rep resists the pull to respond to it immediately.

Positioning What Makes You Different, After You’ve Heard the Pain

Once a prospect has described where their current approach is falling short, the conversation about why they should choose you over a competitor stops being abstract. Instead of a generic list of features, you’re responding directly to a problem they named minutes earlier in their own words.

This is the difference between “here’s why we’re better” and “you mentioned that response times have been a problem, here’s specifically how we handle that.” The second version doesn’t sound like a sales pitch, because it isn’t one. It’s a direct answer to a stated concern, using their language instead of a script.

This sequencing is close to what Hoffman’s Work The Deal™ phase is built around: using a structured meeting to surface real buying signals before making any claims, rather than pitching before the pain has been named. The order matters more than the content. Reps who position their differentiation only after hearing specific pain consistently sound more credible than reps who lead with it, even when the underlying facts are identical.

Competitors in Sales Don’t Disappear After the Deal Closes

Most of the advice on this topic assumes a net-new deal, but the same rule matters just as much at renewal and expansion time, when a customer has had a chance to actually compare a competitor’s product to the one they already bought from you.

A renewal conversation is a strange moment. The customer already made a decision once, so there’s a temptation to assume the comparison question is settled. It usually isn’t. Competitors keep shipping features, adjusting pricing, and courting existing customers directly, and a customer who’s gone quiet for a quarter may have taken a call from one of them without mentioning it.

The same discovery-first approach applies here almost unchanged. Asking an existing customer how their needs have shifted, and what they’ve seen elsewhere in the market, surfaces the same kind of pain and comparison a net-new prospect would offer, just with the added context of lived experience using your product. This is the territory Hoffman’s Grow The Deal™ phase is built for, using the Getting the Grade® framework to catch a wavering account before a competitor gets the chance to win it away quietly at renewal.

Never Walk In Blind: Know Their Competitors in Sales Too

None of this works if a rep is caught flat-footed the moment a prospect names an unfamiliar competitor. Walking into a call without a clear picture of the two or three vendors most likely to be in the running is a preventable gap, and it shows.

Preparation here doesn’t mean building an elaborate battlecard for every company in the category. It means knowing, in plain language, what each of the two or three most common competitors in sales conversations for your category tend to fall short on, based on what past prospects and customers have actually said. That list changes over time as competitors update their product and pricing, so it’s worth revisiting it every quarter rather than treating it as something built once and forgotten.

The point of this preparation isn’t to have a rebuttal ready for every possible objection. It’s to recognize the pain the moment a prospect names it, so the response feels immediate and specific instead of scrambled.

Keeping this preparation somewhere the whole team can see it matters more than keeping it thorough. A shared note in the CRM, updated whenever a rep hears something new about a competitor from a prospect, does more for a team’s win rate than a single detailed battlecard nobody updates after the first quarter. The prospects themselves are the best source for this information, since they’re describing current experience rather than a competitor’s marketing claims.

Turning This Into a Proven Habit Across the Whole Sales Team

For sales managers, the harder problem isn’t personally knowing when to bring up competitors in sales conversations. It’s getting an entire team to apply the same rule consistently, call after call, without it turning into a checkbox reps forget under pressure.

This is where the habit needs to move from individual instinct to team standard. Reviewing call recordings specifically for how and when a rep introduces competitive comparisons is a fast way to spot the pattern, since it usually shows up clearly within the first few calls a new rep runs. Reps who lead with comparisons tend to do it out of nerves, not strategy, often because they haven’t been given a simple enough rule to fall back on when the conversation gets tense.

Hoffman’s Lead The Deal™ approach to sales management leans on a Scorecard® to track exactly this kind of behavior across a team, rather than leaving it to memory or gut feel after a call ends. A manager who can point to the specific moment a rep brought up a competitor too early has something concrete to coach against, instead of a vague note to “handle competitors better” that rarely changes behavior on its own.

Putting It Together

Handling competitors in sales conversations well comes down to sequencing, not scripting. Ask first. Let the prospect describe their own experience with how they compete in their market. Let the pain surface in their words before offering a single opinion of your own. Only then make the case for why you’re different, using the exact problem they just described as the frame.

None of this requires new discovery questions or a different call structure. It only requires patience at one specific moment: the moment a rep is tempted to jump in with a comparison before the prospect has said anything worth comparing against. That single pause is the entire skill.

Reps who wait get to respond to something real. Reps who lead with comparisons are arguing against a problem the prospect hasn’t admitted to having yet. The rule is simple enough to remember mid-call, and simple enough to coach a whole team on without a slide deck: it’s after they do.

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