Coach · The deal read

“Brightwater is still a meeting. Tomas never put a number on it.”

8 jobs reps bring under deal execution
Held in your own method, on your own scorecard
Use case · Deal execution

Coach the deal in front of you.

The deal that surprises you at quarter-end had a signal weeks earlier. Your coach works the live deal with you: what's missing, what the next move is, where it's quietly stalling.

Coach · what it produces

The deal read. What is confirmed, what is assumed, the one move.

Specimen data. Every name, date and number in the card is made up to show the shape.

KeenanDeal read · Brightwater Foods

Still a meeting. One move makes it a deal.

  • Problem named

    “Fridays go on re-keying wholesale orders.” Tomas, 4 Sep.

  • Root cause agreed

    Two systems, no shared order record. Confirmed on the call.

  • Cost quantified

    Your estimate: three people, a day a week. Tomas has never said a number.

  • Economic buyer

    The CFO signs. Not yet in a room.

The move: a call with Tomas, one question: what does the Friday cost, in his number. Nothing priced before it.

[Brightwater Sep 4 call · 22:40] [CRM · Stage 3]
The jobs inside it

8 things reps bring under deal execution.

Drive deal execution is the use case of getting a specific, live deal moving again. It is the single most common reason reps open a coach: a rep evaluating a tactical choice on a real, live opportunity. You call your coach and talk the deal through in plain English (the buyer, the stage, what was said, what feels off) and it gets coached the way a sharp manager would in a one-to-one. If you cannot talk, type. Your CRM does not get summarised back at you. The coach diagnoses the gap between where the deal is and where it needs to be, names what is unconfirmed, and gives you one move to make next, with the reason it is the right one. Keenan, the Gap Selling coach, keeps every diagnosis on one question: is the buyer's problem named, and is its cost quantified? If it is not, the deal is a meeting, and he will say so.

01Pressure-test a tactical choice before you commit"Here is my plan, does this make sense?" Get a second read before the move is live.

This is the deal-coaching job reps bring most often: a rep has decided to do something (send the proposal now, push for a meeting with the VP, hold firm on price) and wants a check before it goes out. Your coach asks what you are trying to achieve with the move and what the buyer has confirmed, then plays out the likely response. Either you go ahead with more conviction, or you catch that the move assumes a problem the buyer never agreed they had, and you fix the discovery gap first and keep the touchpoint for later.

02Unstick a stalled or losing dealFind what is holding it, and the action that re-opens it.

A deal that has not moved in three weeks is rarely stuck for the reason in the CRM note. The coach works backwards from the last real moment of progress and asks what changed: did a stakeholder go quiet, did the problem stop feeling urgent, did you never quantify the cost of inaction. A dead deal gets separated from a dormant one, and for the dormant one you get a concrete re-opening move tied to the buyer's situation. Get this right and you know whether to invest or walk. And if you invest, you carry a real reason for the buyer to re-engage.

03Read the real health of a dealPast the CRM stage: what is confirmed, what is missing, what to do about it.

Stage in the CRM tells you where the deal is supposed to be. It does not tell you whether the buyer can name their problem in numbers, whether the economic buyer has been in a room, or whether anyone has agreed a future state. Your coach runs the deal against the parts of your methodology that predict close: problem clarity, quantified impact, access to power, a compelling reason to act, and returns a short, honest read of what is solid and what is assumed. Done well, your forecast category reflects reality and you walk away with the one or two gaps to close before the next call.

04Find the right next stepDecide the one move that advances the deal this week.

Reps often have five things they could do next and no clear sense of which one moves the deal. A coach does not hand you a checklist. The question comes back at you: what does the buyer need to believe or decide for the deal to progress? Out of that comes the single next step that creates it, plus what a good version of it looks like. A 'next step' that is just another meeting with no decision attached is not a next step, and your coach will push back on it. You leave with one move, the reason it matters, and a way to tell whether it landed.

05Navigate a multi-stakeholder dealMap the org, multi-thread, and reach the economic buyer.

Complex deals die in the gap between the person you talk to and the person who signs. Your coach helps you map who is involved: who has the problem, who controls the budget, who can block, who you have never met, then coaches the multi-thread: how to get access through your champion without going around them, and what each stakeholder needs to hear in their own terms. Run it well and you have named every stakeholder who can kill the deal, you have a credible path to the economic buyer, and your champion is helping you build it.

06Write the follow-up that re-opens a quiet dealRe-engagement that gives the buyer a reason to reply.

Post-meeting and post-call follow-up is one of the highest-volume jobs reps bring to a coach. The default 'just circling back' email gets ignored because it gives the buyer nothing new to react to. Your coach reads what was discussed, finds the open loop or the unresolved problem, and drafts a follow-up that puts that in front of the buyer and asks for a specific, small decision. The result is an email that references the buyer's own words, advances one thing, and is short enough to answer from a phone.

07Qualify and score the deal honestlyRun it against your methodology and surface what is not really there.

Qualification fails when it becomes a box-ticking exercise the rep does to themselves. The coach runs your deal against your qualification framework (MEDDPICC, MEDDIC, or Gap-based qualification) and is deliberately unforgiving about the difference between 'I think' and 'the buyer told me'. The criteria you are scoring on hope get surfaced. What you end up with is a qualification read you would defend in a pipeline review, and a clear call on whether this deal earns more of your time.

08Recover after the proposal went silentA move for the deal that has gone dark since you sent pricing.

Silence after a proposal usually means the value case did not survive contact with the people who were not in the room. Your coach helps you work out the likely reason (the price landed without the cost-of-inaction beside it, an unseen stakeholder pushed back, a competing priority won) and gives you a recovery move matched to that reason. Skip a third 'any update?' email. Re-open the conversation about the problem and its cost: the one ground where the proposal can be defended.

The bar

A deal that is moving looks like this.

What you can point to on a live opportunity when the method is being run on it.

  • Every deal in your commit category has a problem the buyer has named in their own numbers, and you can repeat that number back without checking your notes.
  • When a deal stalls you can say why within a day, because you have already worked it through with your coach before the pipeline review can expose it.
  • Your next steps are decisions. Every forward motion in the deal has something the buyer agreed to attached to it.
  • Quarter-end holds no surprises in either direction: the deals you called are the deals that landed, because the forecast was built on confirmed facts.
Quick answers
Do I need to connect my CRM for deal coaching to work?

No. Your coach works from what you say in plain English, so you can coach a deal without connecting anything. On Platform seats you can connect Salesforce or HubSpot so the deal context arrives without you retyping it, but the coaching itself does not depend on it. A conversation on its own still works for a live deal.

Can the coach see my actual pipeline and forecast?

A rep coach works one deal at a time, in conversation with you. It is not a pipeline dashboard. If you want the manager coach that reads across every deal and call to surface team-wide drift and prepare the forecast read, that is Bryce, included as standard on Platform seats.

Will the coach just tell me what I want to hear?

No, and that is the point. Keenan, the Gap Selling coach, will tell you that you have a meeting and no deal if the buyer's problem is not named and the impact is not quantified. Every coach here is deliberately unforgiving about the difference between what you assume and what the buyer has confirmed.

My team uses MEDDPICC, not Gap Selling. Can Keenan still coach my deals?

Yes. Keenan's core is Gap Selling, but if you ask he will coach your deal against MEDDPICC, MEDDIC, or SPIN alongside it, qualifying and scoring against your framework. If you want a coach whose primary methodology is MEDDPICC or a custom playbook, that is Caty, available on Enterprise.

How is this different from logging the deal in my CRM?

Your CRM records what stage the deal is in. Your coach tells you whether that stage is real, what is missing, and what to do next. It is the difference between a system of record and a manager who works the deal with you.

Bring the deal that went quiet. Your coach finds the move.

Bring us a live deal and we will work it with you. Book a working session when you want your own method and scorecard under every answer.

Keenan, sales coach
KeenanGap Selling · Gap Prospecting
Bring us a live deal