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Team/Manager Guide Free

The Skill-First Coaching Conversation Guide

A script for running 1:1s that name the skill behind every moment of a deal instead of relitigating the deal itself — including the exact language to introduce it and redirect when reps default back to deal talk.

What's inside

  • The word-for-word reframe script to introduce the new 1:1 format to your team
  • The four-part conversation structure (Name / Evidence / Path / Commitment)
  • Real prompting language for the evidence-review section
  • A five-row deal-talk to skill-talk swap table
  • The redirect line for when a rep pulls the conversation back to deal status
  • The session close-out script

Why This Guide Exists

Most 1:1s default to relitigating the deal: "walk me through where that one's at." That produces deal status updates, not skill growth. This guide gives you the actual language to run a 1:1 that names the skill behind the moment instead.

The Core Reframe (say this once, to the whole team, before you start using it)

"Starting this cycle, our 1:1s are going to look a little different. Instead of walking through your pipeline deal by deal, we're going to pick one skill each session — something like discovery, negotiation, or stakeholder mapping — and look at how you're building it. The deals are still how we practice, but the deal isn't the point of the conversation anymore. The skill is. Six months from now, the skill is what you take with you into your next deal, your next role, your next comp band — the specific deal isn't."

The Four-Part Structure

Part 1 — Name the Skill (2 min)

Open every session by naming the single skill you're focusing on. Don't bury it in small talk.

"Today I want to spend our time on [negotiation]. That's the skill I want to build with you this session."

Part 2 — Evidence Review (10-12 min)

Bring 1-2 specific, real examples from recent calls (use the Call Coaching Observation Scorecard if you have one scored). Ask before you tell.

"In the call with [Prospect] last Tuesday, you held your ground on the pricing question for the first two rounds, then conceded the discount without asking for anything back. Walk me through what you were thinking in that moment."

Follow-up prompts:

"What did you notice about how they reacted when you held firm?" "If you had that moment back, what's one thing you'd try instead?"

Part 3 — Skill-Building Path (8-10 min)

Give a concrete next step, not encouragement. Options, in order of preference:

  1. Peer example — "[Wren]'s scored highest on negotiation this quarter. I'll set up 20 minutes for you two — ask her what she does in that pricing-pushback moment specifically."
  2. Practice rep — "Let's role-play that exact pricing conversation right now, two rounds, before your next call with them."
  3. Framework/technique — teach one specific technique (e.g., "trade, don't give" — never concede without asking for something back) and give one line they can adapt.

Part 4 — Commitment (3-5 min)

End with one observable commitment, not a vague intention.

"So next time pricing comes up — this week, with [Account] — you're going to ask for something in return before you move off list price. I'll be watching for that specifically. Let's check in on it next 1:1."

Deal-Talk → Skill-Talk: Five Swaps

Instead of (deal-talk)Say this (skill-talk)
"Where's the Acme deal at?""On the Acme call, how did the discovery questions land — did you get to the actual cost of the problem, or just the symptom?"
"Why didn't that one close?""Looking at that loss, which skill would have changed the outcome if it had been a 4 instead of a 2 — stakeholder mapping, or deal control?"
"What do you need from me to close this?""What's the skill gap that's making this deal harder than it needs to be, and how do we build that skill this week?"
"Good job closing that one.""What did you do differently in that negotiation that you hadn't done before? Let's name it so you can repeat it on purpose."
"That's a tough account, just push through it.""What's the specific moment in that account where you felt least confident? That's probably telling us which skill to work on."

If the Rep Pulls You Back to Deal Talk

This will happen — deal talk is the comfortable default. Redirect once, gently, every time:

"That's useful context, and we'll come back to it — but I want to stay on [the skill] for a few more minutes so we actually build it, not just discuss this one account."

Closing Every Session

Always restate the skill and the commitment out loud before you end:

"So today was about [negotiation] — specifically, trading instead of conceding. Your commitment is [X] by [date]. I'll bring it back up next time."

How to use it

Run one skill per 1:1 session using the four-part structure verbatim, swapping in the specific rep and skill each time — the deal examples are just evidence, the skill is the agenda.

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