The AI Sales Coach Prompt Library

From the Founder

Why I built this

Luke Alexander

Founder & CEO, Kendo AI

I grew up broke in Piketon, Ohio — the poorest county in the state. No internet. No AC. My dad didn't want to work so we had even less. Sales changed everything for me.

By 22, I was making $30K a month as a closer. I built Closer Cartel into one of the largest sales education communities ever built — 5,000+ reps trained, many earning six figures. Then I watched my bank account go from $600K to $99K building Kendo AI, because I believed this was worth going all in on.

Here's what I know after training thousands of reps and closing millions in deals: the gap between a 20% close rate and a 40% close rate is almost never talent. It's repetition. It's feedback on real scenarios before they cost you real deals.

This library is the manual version of what Kendo does automatically. Use every prompt. Then imagine your team getting this on every call — in 8 seconds, without a manager involved.

Philosophy

4 core principles

Every prompt in this library is built on these beliefs. Know them and you'll get 10× more out of every session.

Tonality > Words

What you say matters less than how you say it. A rep who sounds certain with an imperfect line beats a rep who sounds uncertain with a perfect one. Every prompt here flags language that signals confidence vs. desperation.

The Deal Is the Classroom

Conceptual training is forgettable. Reps change behavior when real money is at stake and feedback is immediate. That's why every prompt works from real transcripts and real scenarios — not hypotheticals.

Discovery Wins Deals

The rep who asks the best questions wins — not the one with the best pitch. Discovery has 3 levels: surface pain → root cause → emotional cost. Most reps stop at level one. This library trains all three.

Objections Are Requests for Help

When a prospect objects, they're telling you what they need to move forward. They're not saying no — they're saying "I need more clarity here." Every objection prompt treats it as an opening, not a wall.

Results

What Kendo users actually see

Real numbers from real teams. Not projections.

30 → 7 days

United Ins Pros — ramp time cut from 30 days to 7 using Kendo AI roleplay before live calls

2× close rate

Globe Life — "In the first 60 days, my brand new agents are at 50%+ close rates. They are confident, know the script, crushing referrals."

$3K / rep

SamCart — saved $3,000 per new hire + record revenue month after rollout. "A week after setup our monthly sales record doubled."

2.4× closes

Platform data — reps who practice with Kendo see 2.4× close rate increase on average across active teams

8–10% lift

G2 verified — "Improved my close rate by roughly 8–10% while saving about 5–7 hours per week in training and role-play time."

Setup

Start here — before any prompt

Two things to do before you run a single prompt. Takes 2 minutes. Makes every prompt 10× more useful.

⚡ No transcript? 60-second instant win — run this right now

"I just lost a deal. Here's what happened in 3 sentences: [DESCRIBE IT]. I sell [OFFER] to [BUYER TYPE]. Tell me: (1) the most likely real reason I lost it, (2) the one question I should have asked but didn't, and (3) what to do differently in the next identical situation."

Why this works: No transcript needed. No setup. Describe a deal you lost and get a full coaching session in 60 seconds. Run this before reading anything else.

Context Block — Paste this at the top of every session

"You are an elite sales coach with 10+ years of experience in [INSERT YOUR NICHE — e.g. SaaS / insurance / solar / high-ticket coaching]. I sell [INSERT OFFER] to [INSERT BUYER PROFILE — e.g. VP of Sales at a mid-market software company]. My typical deal size is [INSERT]. Give me blunt, granular, senior-coach-level feedback — not generic advice. Speak like a manager who has heard 10,000 calls and has zero tolerance for weak technique. Here is what I need help with:"

Best results: Use Claude or GPT-4o. Paste your FULL transcript — not a summary. The more context, the sharper the coaching.

Vertical Quick-Start

Not sure where to start? Jump straight to the prompts most relevant to your niche.

Insurance & Financial

Start with Prompts 10, 14, 17
Focus: objections + 3-level discovery

SaaS & B2B Tech

Start with Prompts 12, 15, 19
Focus: competitor + pitch audit + team diagnosis

Solar, Roofing & Blue Collar

Start with Prompts 06, 08, 11
Focus: openers + price objections

High-Ticket Coaching & Info

Start with Prompts 03, 05, 13
Focus: discovery + close + partner stall

Call Review Full Call Audit

Prompt

Here is my sales call transcript: [PASTE TRANSCRIPT] Act as an elite sales manager who has heard 10,000+ calls. Give me: 1. An overall call score out of 100 with a one-sentence verdict 2. What I did well — specific moments with timestamps 3. What cost me the deal — ranked by impact, not a laundry list 4. The single most important thing to fix before my next call

Pro tip: Run this first on any call you lost. Rank-by-impact is the key instruction — it forces the AI to prioritize like a real coach, not list every minor issue equally.

Call Review Objection Breakdown

Prompt

Here is my sales call transcript: [PASTE TRANSCRIPT] Pull every objection the prospect raised. For each one: - The exact words they used - How I responded - What I should have said instead - Whether my response helped or hurt my close probability Score my overall objection handling out of 10 and name my pattern.

Pro tip: This mirrors exactly what Kendo scores automatically on every call. Run it manually on your 3 most recent lost deals and you'll find your blind spot fast.

Call Review Discovery Quality Check

Prompt

Here is my sales call transcript: [PASTE TRANSCRIPT] Evaluate my discovery only. Did I go all 3 levels: - Level 1: Surface pain (what they said) - Level 2: Root cause (why it hasn't been fixed) - Level 3: Emotional cost (what it's truly costing them) Score my discovery out of 10. Rewrite my 2 weakest questions.

Pro tip: Weak discovery is the #1 root cause of lost deals. Most reps think they're doing it well. This prompt is a humbling but necessary mirror.

Call Review Tonality & Authority Check

Prompt

Here is my sales call transcript: [PASTE TRANSCRIPT] Ignore WHAT I said. Focus only on HOW I said it based on word patterns. Find: - Moments I likely sounded uncertain, desperate, or apologetic - Language that signals I'm chasing instead of leading - Where I over-explained or justified instead of being direct - Where I held authority well Give me specific line-level rewrites for my 3 weakest moments.

Pro tip: Luke's core belief: tonality matters more than words. A rep who sounds certain with an imperfect line beats a rep who sounds uncertain with a perfect one.

Call Review Close Attempt Diagnosis

Prompt

Here is my sales call transcript: [PASTE TRANSCRIPT] Focus only on my close attempt(s). Did I: - Ask for the sale with a clear next step? - Create urgency without sounding pushy? - Handle the final stall or concede control? - Leave the door open correctly if they didn't close? Rewrite my close from scratch using the pain points I uncovered in this call.

Pro tip: Most reps have a solid call and fumble the last 5 minutes. This isolates that exact moment and rebuilds the close using the prospect's own words.

Cold CallOpener Generator by Niche

Prompt

I cold call [INSERT NICHE — e.g. solar homeowners / insurance prospects / SaaS sales managers]. Write me 5 cold call openers that: - Sound like a real person, not a script - Reference something specific to their world - Create a reason to stay on the line in under 10 seconds - Do NOT start with "how are you today" or "is this a bad time" For each, explain the psychological mechanism that makes it work.

Pro tip: The psychology explanation is what separates this from a swipe file. You'll internalize the logic so you can improvise in real time — not just memorize lines.

Cold CallOpener Stress Test

Prompt

Here are 3 cold call openers I currently use: [PASTE YOUR OPENERS] Act as a skeptical, busy [INSERT PROSPECT TYPE] who gets 20 cold calls a week. For each opener tell me: - Your gut reaction in the first 3 seconds - Whether you'd hang up and exactly why - Which one earns the next 60 seconds - How to fix the losers

Pro tip: Don't test openers on real prospects first. Test them here. This one prompt has fixed more wasted cold call sessions than anything else in this library.

Cold CallPattern Interrupt Builder

Prompt

My prospects in [INSERT NICHE] get 20+ cold calls a week. They have a mental script for how calls start. Write me 3 openers that break the expected format using: - Honest, disarming language - A bold claim they weren't expecting - Humor that still sounds professional All three must tie back to a clear reason for calling.

Pro tip: The best openers destroy the autopilot script the prospect is running. When they can't categorize you as "another salesperson," they actually listen.

Cold CallVoicemail That Gets Called Back

Prompt

I leave voicemails for [INSERT PROSPECT TYPE] selling [INSERT OFFER]. Write me a voicemail script that: - Is under 25 seconds when spoken aloud - Opens a loop around a specific problem they likely have - Does NOT pitch the product at all - Ends with a specific reason to call back — not just "give me a call"

Pro tip: The goal: they should hang up slightly annoyed they don't know what you were about to say. Curiosity is the only thing that gets voicemails returned.

Objections"I Need to Think About It"

Prompt

A prospect said "I need to think about it" at the end of a call where they seemed genuinely interested. I sell [INSERT OFFER] to [INSERT BUYER]. Give me: 1. The 3 most common hidden meanings behind this objection 2. How to diagnose which one I'm dealing with in real time 3. Word-for-word responses for each version 4. What to say if they still stall after I address it

Pro tip: This is three different objections disguised as one. Most reps treat it as one thing and lose the deal. Knowing which version you're dealing with changes everything.

Objections"It's Too Expensive"

Prompt

My prospect said [PASTE THEIR EXACT WORDS ABOUT PRICE]. I sell [INSERT OFFER] at [INSERT PRICE]. Give me: 1. Whether this is a budget objection or a value objection — and how to tell 2. How to quantify ROI specific to this prospect's situation 3. A reframe that moves from cost to cost of NOT buying 4. When to hold price vs. when to show flexibility

Pro tip: Price objections are almost never about the number. This prompt finds out what the number actually represents — fear, priority, or genuine constraint — and handles each differently.

Objections"We Already Use [Competitor]"

Prompt

A prospect told me they already use [INSERT COMPETITOR] and seem satisfied. I'm selling [INSERT OFFER]. Give me: 1. Questions that surface gaps their current solution isn't solving 2. How to position against the competitor without attacking them 3. What to do if they genuinely have no gap 4. The strongest reason a competitor's customer should consider switching

Pro tip: Never attack a competitor directly — you lose credibility. But you can ask questions that let the prospect discover the gap themselves. This prompt shows exactly how.

Objections"I Need to Talk to My Partner/Boss"

Prompt

My prospect said they need to check with [spouse / partner / boss / board] before deciding. This happened on a [INSERT CALL TYPE]. Give me: 1. How to tell if this is a real condition or a soft no 2. How to get the decision-maker on the next call 3. What to send them to use internally to sell it upward 4. A follow-up sequence that maintains momentum without being pushy

Pro tip: The worst response is "okay, let me know." That's ceding control of your pipeline. This prompt teaches you how to define the next step before you hang up.

ObjectionsCustom Objection Handler

Prompt

I keep losing deals to this specific objection: [PASTE WORD FOR WORD] I sell [INSERT OFFER] to [INSERT BUYER]. This comes up when [DESCRIBE CONTEXT]. Give me: 1. The real underlying fear driving this objection 2. Three different approaches for three different buyer types 3. The one thing most reps say that makes this objection worse 4. Word-for-word rebuttals I can actually say

Pro tip: The most powerful prompt in this section. Put your most painful recurring objection in right now. The "what makes it worse" output alone is usually worth the whole library.

PitchPitch Audit — Features vs. Outcomes

Prompt

Here is my current pitch: [PASTE YOUR PITCH] Audit it for: 1. The ratio of features vs. outcomes vs. emotional benefits 2. Every sentence that says what we DO instead of what the prospect GETS 3. Rewrite it to be outcome-first while keeping all key points 4. Apply a one-sentence "so what?" test to every major claim

Pro tip: Luke's core teaching: prospects don't buy what your product does. They buy what changes in their life. This prompt forces that shift in every single line.

PitchElevator Pitch — 3 Versions

Prompt

I need a 30-second elevator pitch for [INSERT OFFER] targeting [INSERT BUYER]. Each version must: - Lead with the problem they have, not my solution - Name a specific measurable result, not vague benefits - Sound like something a human says in conversation - End with a hook that makes them want to know more Give me 3 versions: (1) direct/confident, (2) curiosity-driven, (3) social proof-led.

Pro tip: Three versions because different buyers respond to different energy. A VP of Sales responds to directness. A cautious buyer responds to social proof. Know which to pull when.

Discovery3-Level Pain Excavation Questions

Prompt

My prospect is a [INSERT BUYER] who likely struggles with [INSERT PAIN]. Write me 8 discovery questions going all 3 levels: - Level 1: Surface pain (what they say) - Level 2: Root cause (why it hasn't been fixed) - Level 3: Emotional cost (what it's truly costing them) Sequence them so each answer naturally sets up the next question.

Pro tip: The 3-level framework is the most important structure in this entire library. Most reps stop at Level 1. The rep who consistently gets to Level 3 wins — because nobody else goes that deep.

DiscoveryDiscovery Call Debrief

Prompt

Here is my discovery call transcript: [PASTE TRANSCRIPT] Tell me: 1. Their real problem — not what they said, what they meant 2. Evidence of urgency in this call 3. What they care about most in making this decision 4. The follow-up question I should have asked but didn't 5. Probability they buy — low/medium/high — with your reasoning

Pro tip: Most reps end a call and forget 80% of it within 20 minutes. This locks in what actually matters for the follow-up and next step.

ManagerRep Performance Diagnostic

Prompt

Here are transcripts from 3 calls by the same rep: [PASTE TRANSCRIPTS] Diagnose their performance: 1. Consistent strengths across all 3 calls 2. Consistent weaknesses costing them deals 3. Is the root issue: skill gap, knowledge gap, or mindset? Explain. 4. A one-week improvement plan with specific daily drills 5. The single focus for our next 1:1

Pro tip: The skill vs. knowledge vs. mindset diagnosis is the most valuable output here. It tells you what type of coaching this rep actually needs — and they require very different interventions.

Manager1:1 Coaching Session Builder

Prompt

I'm coaching a rep who struggles with [INSERT WEAKNESS]. Here is a recent call where it showed up: [PASTE TRANSCRIPT OR DESCRIBE SITUATION] Build me a 20-minute session that: 1. Opens with what they did well — specific 2. Uses a real moment from their call as the teaching example 3. Identifies the root cause without being demoralizing 4. Ends with one measurable drill to run before next week

Pro tip: The best coaching uses real moments from real calls. Generic feedback is forgettable. This structures an entire session in seconds.

ManagerRoleplay Scenario Builder

Prompt

I need a roleplay scenario for my team who sells [INSERT OFFER] to [INSERT BUYER]. Create a realistic prospect persona with: 1. Full backstory — role, company size, current pain, past bad experience 2. Initial resistance level and what triggers it 3. 5 objections they'll raise and in what order 4. What "good" looks like to close this persona 5. The rookie mistakes that get them hung up immediately

Pro tip: This is the manual version of what Kendo's AI roleplay engine builds automatically — for every persona, every rep, any time, with instant real-time scoring.

ManagerLost Deal Pattern Analysis

Prompt

Here are summaries of 10 lost deals this month: [PASTE DEAL SUMMARIES OR LOST REASONS] Analyze for patterns: 1. At what stage are most deals dying 2. What objections appear most frequently 3. Lead quality issue, skills issue, or process issue? 4. The highest-leverage training focus for the next 30 days

Pro tip: This replaces what used to take a manager half a day. Run it the first Monday of every month and you'll always know exactly what to fix.

ManagerNew Rep 30-Day Ramp Plan

Prompt

I'm onboarding a rep selling [INSERT OFFER] to [INSERT BUYER]. Experience: [INSERT LEVEL]. Build a 30-day ramp plan: - Week 1: What they must know before any live call - Week 2: Practice and roleplay before going live - Week 3: First live calls with guardrails and review cadence - Week 4: Independent performance with coaching checkpoints Include the 3 most critical roleplay scenarios for their first 30 days.

Pro tip: United Ins Pros cut ramp from 30 days to 7 using Kendo AI. This builds the manual version of that system — which Kendo then automates completely.

Proof

What elite feedback looks like

Generic AI output vs. context-loaded Kendo output. Three real comparisons. The difference is not subtle.

Example 1 — Objection Handling

❌ Without context block

"Your objection handling needs improvement. Acknowledge the concern and pivot to value."

Generic. Applies to any rep on any call. Changes nothing.

✅ With context block + Prompt 02

"At 7:42 you said 'no problem, I'll follow up.' That's a fatal concession. You handed them an exit. Replace with: 'I hear that — what part specifically needs more clarity before you'd feel comfortable moving forward?' That pins the real blocker instead of letting them go dark."

Specific moment. Specific fix. Actionable tomorrow.

Example 2 — Discovery Feedback

❌ Without context block

"Try to ask more open-ended questions during discovery to better understand your prospect's needs."

A rep with 1 week in sales already knows this.

✅ With context block + Prompt 03

"You got Level 1 pain (losing reps to burnout) but never asked Level 2 (why hasn't it been fixed?) or Level 3 (what does losing a rep actually cost?). Without that, your pitch had no emotional anchor. Rewrite: 'You mentioned losing 3 reps in 6 months — what does that actually cost you beyond the replacement hire?'"

Identifies the exact gap. Gives the missing question verbatim.

Example 3 — Pitch Audit

❌ Original pitch line

"We have AI roleplay technology, call scoring, and real-time analytics to help you train your sales team."

100% features. Zero outcomes. "You" describes a task, not a result.

✅ After Prompt 15 rewrite

"Teams using Kendo cut ramp time from 30 days to 7, double new hire close rates, and save managers 10–20 hours a month — without adding a single head to their training team."

Same info. Now it's about what the buyer gets, not what the product does.

Follow-UpDead Deal Resurrection

Prompt

A prospect went cold after [INSERT LAST TOUCHPOINT]. It's been [INSERT TIME] since last contact. Write a follow-up that: - Does NOT say "just checking in" or "circling back" - Opens a new conversation thread, not a reminder of the old one - References something specific to their situation - Offers a reason to reply that benefits them, not me

Pro tip: The dead deal graveyard is full of "checking in" emails. This prompt gets responses because it opens a new loop instead of bumping a closed one.

MindsetPre-Call Mental Frame

Prompt

I have [X] calls today. Call type: [INSERT]. Give me: 1. The one mental frame to carry into every call today 2. What to do if I hit a rough stretch mid-day 3. Three things to listen for on every call that tell me how to win it 4. A one-sentence reminder of why I'm doing this

Pro tip: Luke watched his account go from $600K to $99K building Kendo AI and kept going. Mental game isn't soft — it's what separates people who make it from people who quit at the first hard quarter.

Social Proof

What teams say

Real reviews from real sales teams using Kendo.

"Kendo saved us $3,000 per new hire and has cut our ramp time from a month to only 7 days. It's a no brainer for any sales team."

Waylon Artrip

United Insurance Pros

"A week after we got Kendo setup our monthly sales record doubled. Can't recommend them enough!"

Brian Moran

SamCart

"In the first 60 days of using Kendo, my brand new agents are making at least a sale their first day and are at 50%+ close rates!"

Jess Chang

Globe Life

You've got the manual version

These 25 prompts take
10–15 minutes per call.

Kendo does all of this automatically, in 8 seconds, for every call your team takes — scored, flagged, and coached without a manager involved.

Send us one call recording.

We'll send back a full Kendo AI analysis — call score, objection breakdown, coaching notes — completely free. No demo required. No pitch.

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The AI Sales CoachPrompt Library

Why I built this

4 core principles

Tonality > Words

The Deal Is the Classroom

Discovery Wins Deals

Objections Are Requests for Help

What Kendo users actually see

Start here — before any prompt

What elite feedback looks like

What teams say

These 25 prompts take10–15 minutes per call.

The AI Sales Coach
Prompt Library

These 25 prompts take
10–15 minutes per call.