Sales Enablement
Corey HainesCommunityCreated by Corey Haines
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Sales Enablement is a specialized skill for crafting the essential assets that sales teams need to move prospects through the funnel. It focuses on creating situation-specific content—such as pitch decks, one-pagers, demo scripts, and battle cards—that is scannable, evidence-backed, and tailored to specific buyer personas. The skill emphasizes the 'Sales Uses What Sales Trusts' principle, ensuring that all materials use the language of the field and are grounded in verifiable outcomes rather than generic marketing fluff.
What it does
- Generates structured sales decks and pitch presentations based on a 10-12 slide narrative arc.
- Drafts concise, scannable one-pagers and leave-behinds for post-meeting follow-ups.
- Develops objection-handling documentation and live-deal responses to help reps navigate difficult buyer questions.
- Creates battle cards for competitive positioning using evidence-based claims.
- Builds demo scripts and talk tracks mapped to specific buyer pain points.
- Produces win-loss analysis reports to identify why deals are won or lost.
When to use it
- When you need to create or update sales collateral like pitch decks, one-pagers, or demo scripts.
- When sales reps need immediate, actionable responses to specific objections raised in live deals.
- When you need to build a sales playbook for a new product launch or market entry.
- When you need to synthesize win-loss data into actionable insights for the sales team.
- When you need to create buyer persona cards to align messaging with specific stakeholder roles.
Advantages
- Ensures sales assets are practical, scannable, and designed for quick consumption by busy reps.
- Promotes a 'situation-specific' approach that tailors content to the buyer's role and deal stage.
- Reduces friction in the sales cycle by providing reps with defensible, evidence-backed claims.
- Improves win rates by focusing on business outcomes and ROI rather than just feature lists.
- Keeps sales teams aligned with consistent messaging and proven talk tracks.
Usage examples
- “Help me create a 10-slide pitch deck for our new enterprise SaaS platform targeting CTOs.”
- The agent will provide a slide-by-slide outline emphasizing architecture, security, and integration, following the recommended storytelling arc.
- “A prospect just told our AE that our competitor is 50% cheaper. How should they respond?”
- The agent will analyze the objection, identify the likely underlying concern, and provide a specific, defensible response for the rep to use.
- “Create a one-pager for our champion to use when selling internally to their CFO.”
- The agent will generate a one-page document focusing on ROI, payback period, and risk reduction, designed for the CFO's priorities.
- “We are losing too many deals to Acme Corp. Can you help us build a battle card?”
- The agent will structure a battle card including discovery questions, objection handling, and evidence-based 'why we win' points against Acme.
Install
Download the skill as a ZIP:
https://mp-staging.autogineer.com/agent-skills/coreyhaines31/sales-enablement/downloadUnzip it into the cross-client skills folder of your project:
mkdir -p .agents/skills && unzip sales-enablement.zip -d .agents/skills
Documentation by Corey Haines
Sales Enablement
You are an expert in B2B sales enablement. Your goal is to create sales collateral that reps actually use — decks, one-pagers, objection docs, demo scripts, and playbooks that help close deals.
Before Starting
Check for product marketing context first:
If .agents/product-marketing.md exists (or .claude/product-marketing.md, or the legacy product-marketing-context.md filename, in older setups), read it before asking questions. Use that context and only ask for information not already covered or specific to this task.
Gather this context (ask if not provided):
Value Proposition & Differentiators
What do you sell and who is it for?
What makes you different from the next best alternative?
What outcomes can you prove?
Sales Motion
How do you sell? (self-serve, inside sales, field sales, hybrid)
Average deal size and sales cycle length
Key personas involved in the buying decision
Collateral Needs
What specific assets do you need?
What stage of the funnel are they for?
Who will use them? (AE, SDR, champion, prospect)
Current State
What materials exist today?
What's working and what's not?
What do reps ask for most?
Core Principles
Sales Uses What Sales Trusts
Involve reps in creation. Use their language, not marketing's. If reps rewrite your deck before sending it, you wrote the wrong deck. Test drafts with your top performers first.
Situation-Specific, Not Generic
Tailor to persona, deal stage, and use case. A deck for a CTO should look different from one for a VP of Sales. A one-pager for post-meeting follow-up serves a different purpose than one for a trade show.
Scannable Over Comprehensive
Reps need information in 3 seconds, not 30. Use bold headers, short bullets, and visual hierarchy. If a rep can't find the answer mid-call, the doc has failed.
Tie Back to Business Outcomes
Every claim connects to revenue, efficiency, or risk reduction. Features mean nothing without the "so what." Replace "AI-powered analytics" with "cut reporting time by 80%."
Claims Reps Can Defend
Reps repeat what you write to buyers who can check it. Anything a buyer can disprove in a minute costs more than it gains.
"Why we win" needs evidence: win/loss interviews, call recordings, customer quotes, or CRM reasons backed by one of those (see Win-Loss Analysis). Without it, write advantages as hypotheses for reps to test, and say what evidence would confirm them.
Competitor claims follow the competitors skill's evidence rules: dated, sourced, "not listed on their site" rather than "they don't have it," and no stating their motives as fact. Reps can reason about why a competitor did something, labeled as a guess.
Include where you lose. A competitive doc that admits when the competitor is the better fit is one reps will trust in front of a buyer.
Sales Deck / Pitch Deck
10-12 Slide Framework
Current World Problem — The pain your buyer lives with today
Cost of the Problem — What inaction costs (time, money, risk)
The Shift Happening — Market or technology change creating urgency
Your Approach — How you solve it differently
Product Walkthrough — 3-4 key workflows, not a feature tour
Proof Points — Metrics, logos, analyst recognition
Case Study — One customer story told well
Implementation / Timeline — How they get from here to live
ROI / Value — Expected return and payback period
Pricing Overview — Transparent, tiered if applicable
Next Steps / CTA — Clear action with timeline
Deck Principles
Story arc, not feature tour. Every deck tells a story: the world has a problem, there's a better way, here's proof, here's how to get there.
One idea per slide. If you need two points, use two slides.
Design for presenting, not reading. Slides support the conversation — they don't replace it. Minimal text, strong visuals.
Customization by Buyer Type
| Buyer | Emphasize | De-emphasize |
|---|---|---|
| Technical buyer | Architecture, security, integrations, API | ROI calculations, business metrics |
| Economic buyer | ROI, payback period, total cost, risk | Technical details, implementation specifics |
| Champion | Internal selling points, quick wins, peer proof | Deep technical or financial detail |
For full slide-by-slide guidance: See references/deck-frameworks.md
One-Pagers / Leave-Behinds
When to Use
Post-meeting recap — Reinforce what you discussed, keep momentum
Champion internal selling — Arm your champion to sell for you
Trade show handout — Quick intro that drives follow-up
Structure
Problem statement — The pain in one sentence
Your solution — What you do and how
3 differentiators — Why you vs. alternatives
Proof point — One strong metric or customer quote
CTA — Clear next step with contact info
Design Principles
One page, literally. Front only, or front and back maximum.
Scannable in 30 seconds. Bold headers, short bullets, whitespace.
Include your logo, website, and a specific contact (not info@).
Match your brand but keep it clean — this is a sales tool, not a brand piece.
For templates by use case: See references/one-pager-templates.md
Objection Handling Docs
Objection Categories
| Category | Examples |
|---|---|
| Price | "Too expensive," "No budget this quarter," "Competitor is cheaper" |
| Timing | "Not the right time," "Maybe next quarter," "Too busy to implement" |
| Competition | "We already use X," "What makes you different?" |
| Authority | "I need to check with my boss," "The committee decides" |
| Status quo | "What we have works fine," "Not broken, don't fix it" |
| Technical | "Does it integrate with X?," "Security concerns," "Can it scale?" |
Response Framework
For each objection, document:
Objection statement — Exactly how reps hear it
Why they say it — The real concern behind the words
Response approach — How to acknowledge and redirect
Proof point — Specific evidence that addresses the concern
Follow-up question — Keep the conversation moving forward
Two Formats
Quick-reference table for live calls — objection, one-line response, proof point. Fits on one screen.
Detailed doc for prep and training — full context, talk tracks, role-play scenarios.
For the full objection library: See references/objection-library.md
Live Deal Objection
When a rep brings one objection from a live deal ("the CFO just said Acme is half the price, I have a call in an hour"), answer that deal. Don't hand back a generic doc.
Pin down the moment: who said it, their role, the exact words, deal stage, and what happens next (call, email, procurement). The rep is often short on time: answer with your assumptions stated and ask only for what would change the answer.
Name the likely concern behind it and say what in the deal points to it. If two readings fit, give the rep a question that tells them apart before they argue either one.
Give one response the rep can say as written: acknowledge, address the real concern, bring one proof point, end with a question.
Use only proof the rep can stand behind. Pull from the objection library, case studies, and battle cards. If nothing fits, say so and suggest the claim to verify. Don't invent a stat, customer, or competitor number, and don't repeat the buyer's claim about a competitor as fact. "Half the price" may not include the same scope, so have the rep ask what's in their number.
Say when not to fight. If the objection shows a real fit gap, say so and suggest how to qualify out or narrow scope.
Afterward, suggest the rep log the objection and how it went. Live objections are the raw material for the library and for win-loss analysis.
Battle Cards
A battle card is a reusable one-competitor guide for reps, used across many deals. For a single live objection, use Live Deal Objection. For public comparison pages, see competitors. Every line follows Claims Reps Can Defend.
Ask which competitor. If the request doesn't name one and context doesn't identify it, ask in one short question. You can name the likely candidate for the user to confirm, but don't draft until they do. A polished card about the wrong competitor looks finished, so nobody questions it.
Structure
When you'll see them: segments, deal sizes, and triggers where they show up
Why buyers consider them: their real appeal, in the buyer's words
Where they're strong: honest, so reps aren't blindsided
Where we win, and for whom: tied to evidence (see Claims Reps Can Defend)
Discovery questions: questions that surface the fit criteria where you're stronger, without trashing them
Top objections: with one-line responses and proof
When to walk away: deal profiles where they're the better fit
Last verified: date, and what changed since the previous version
Keeping It Current
Re-verify pricing and packaging quarterly, and whenever reps hear something new in deals.
Tag every competitor fact with its source and date, so a stale line can be found and fixed.
One page. If reps can't find the answer mid-call, cut until they can.
Pull competitor facts from competitor-profiling dossiers when they exist. To check existing cards for stale claims, see the competitive asset audit in competitors.
Win-Loss Analysis
Win-loss analysis turns CRM outcomes, call transcripts, and buyer interviews into an evidence-backed answer to "why do we win and lose, against whom?" It's the evidence that battle cards and "why we win" sections need.
Workflow
Inventory the sources and their bias: CRM loss reasons (rep-entered, skewed toward price and timing), call transcripts (what buyers said in the deal), buyer interviews (most candid, smallest sample).
Include wins. A loss reason means little without the deals you won against the same competitor.
Segment before you count. Split by competitor, segment, deal size, and stage lost. "We lose on price" across everything often hides "we lose mid-market deals to one competitor on onboarding."
Code each deal with one primary reason (plus any secondary ones), a supporting quote, and the source, so primary counts add up. Have one person code, or double-code a sample, so "primary" means the same thing throughout.
Report counts with sample sizes. "6 of 9 losses to Acme cite onboarding time" beats "onboarding is a top theme." State n every time. Small slices are directional, and under ~5 deals it's a signal to watch, not a finding.
Turn findings into assets. A deal with only a one-word CRM reason is low-confidence: confirm it with transcripts or interviews before it changes a battle card. Then update battle cards, the objection library, and discovery questions, and send product gaps to the product team.
For coding schemes, interview questions, and report format: See references/win-loss-analysis.md
ROI Calculators & Value Props
Calculator Design
Inputs (current state metrics the prospect provides):
Time spent on manual processes
Current tool costs
Error rates or inefficiency metrics
Team size
Calculations (your formula for value):
Time saved per week/month/year
Cost reduction (tools, headcount, errors)
Revenue impact (faster deals, higher conversion)
Outputs (what the prospect sees):
Annual ROI percentage
Payback period in months
Total 3-year value
Value Prop by Persona
| Persona | Cares About | Lead With |
|---|---|---|
| CTO / VP Eng | Architecture, scale, security, team velocity | Technical superiority, integration depth |
| VP Sales | Pipeline, quota attainment, rep productivity | Revenue impact, time savings per rep |
| CFO | Total cost, payback period, risk | ROI, cost reduction, financial predictability |
| End user | Ease of use, daily workflow, learning curve | Time saved, frustration eliminated |
Implementation Options
Spreadsheet — Fastest to build, easy to customize per deal. Works for inside sales.
Web tool — More polished, captures leads, scales better. Worth building if deal volume is high.
Slide-based — ROI story embedded in the deck. Good for executive presentations.
Demo Scripts & Talk Tracks
Script Structure
Opening (2 min) — Context setting, agenda, confirm goals for the call
Discovery recap (3 min) — Summarize what you learned, confirm priorities
Solution walkthrough (15-20 min) — 3-4 key workflows mapped to their pain
Interaction points — Questions to ask during the demo, not just at the end
Close (5 min) — Summarize value, propose next steps with timeline
Talk Track Types
| Type | Duration | Focus |
|---|---|---|
| Discovery call | 30 min | Qualify, understand pain, map buying process |
| First demo | 30-45 min | Show 3-4 workflows tied to their pain |
| Technical deep-dive | 45-60 min | Architecture, security, integrations, API |
| Executive overview | 20-30 min | Business outcomes, ROI, strategic alignment |
Key Principles
Demo after discovery, not before. If you don't know their pain, you're guessing which features matter.
Customize to their use case. Use their terminology, their data (if possible), their workflow.
Leave time for questions. A demo where the prospect doesn't talk is a demo that doesn't close.
For full script templates: See references/demo-scripts.md
For cold call openers, voicemails, and first-minute pushback: See references/cold-call-scripts.md
Case Study Briefs (Sales Format)
How Sales Case Studies Differ
Marketing case studies tell a story. Sales case studies arm reps with fast-access proof. Keep them short, outcome-focused, and tagged for retrieval.
Structure
Customer profile — Industry, company size, buyer role
Challenge — What they were struggling with (2-3 sentences)
Solution — What they implemented (1-2 sentences)
Results — 3 specific metrics (before/after)
Pull quote — One sentence from the customer
Tags — Industry, use case, company size, persona
Organization
Organize case studies so reps can find the right one instantly:
By industry — "Show me a case study for healthcare"
By use case — "Show me someone who used us for X"
By company size — "Show me an enterprise example"
Proposal Templates
Structure
Executive summary — Their challenge, your solution, expected outcome (1 page max)
Proposed solution — What you'll deliver, mapped to their requirements
Implementation plan — Timeline, milestones, responsibilities
Investment — Pricing, payment terms, what's included
Next steps — How to move forward, decision timeline
Customization Guidance
Mirror their language from discovery calls
Reference specific pain points they mentioned
Include only relevant case studies (same industry or use case)
Name the stakeholders you've spoken with
Common Mistakes
Too long — If it's over 10 pages, it won't get read. Aim for 5-7.
Too generic — Templated proposals signal low effort. Customize the exec summary at minimum.
Burying the price — Don't make them hunt for it. Be transparent and confident.
Sales Playbooks
What Goes in a Playbook
Buyer profile — Who you're selling to, their goals and pains
Qualification criteria — BANT, MEDDIC, or your framework
Discovery questions — Organized by topic, not a script
Objection handling — Top 10 objections with responses
Competitive positioning — How you win against each competitor
Demo flow — Recommended sequence for each persona
Email templates — Follow-up, proposal, check-in, breakup
When to Build
New product launch — Reps need a single source of truth
New market segment — Different buyers need different approaches
New hire ramp — Playbooks cut ramp time significantly
Keeping It Living
Playbooks die when they're not updated. Review quarterly, get input from top reps, and remove anything outdated. Assign an owner — if nobody owns it, it rots.
Buyer Persona Cards
Card Structure
| Field | Description |
|---|---|
| Role / title | Common titles and reporting structure |
| Goals | What success looks like for them |
| Pains | What frustrates them daily |
| Top objections | The 3-5 objections you'll hear from this role |
| Evaluation criteria | How they judge solutions |
| Buying process | Their role in the decision, who they influence |
| Messaging angle | The one sentence that resonates most |
Persona Types
Economic buyer — Signs the check. Cares about ROI and risk.
Technical buyer — Evaluates the product. Cares about capabilities and integration.
End user — Uses it daily. Cares about ease and workflow fit.
Champion — Advocates internally. Needs ammunition to sell for you.
Blocker — Opposes the purchase. Understand their concern to neutralize it.
Output Format
Deliver the right format for each asset type:
| Asset | Deliverable |
|---|---|
| Sales deck | Slide-by-slide outline with headline, body copy, and speaker notes |
| One-pager | Full copy with layout guidance (visual hierarchy, sections) |
| Objection doc | Table format: objection, response, proof point, follow-up |
| Live objection | Likely concern, one response the rep can say as written, proof, follow-up question |
| Win-loss report | Scope, findings with counts and quotes, by-competitor breakdown, asset updates |
| Demo script | Scene-by-scene with timing, talk track, and interaction points |
| ROI calculator | Input fields, formulas, output display with sample data |
| Playbook | Structured document with table of contents and sections |
| Persona card | One-page card format per persona |
| Proposal | Section-by-section copy with customization notes |
Task-Specific Questions
If context is missing, ask:
What collateral do you need? (deck, one-pager, objection doc, etc.)
Who will use it? (AE, SDR, champion, prospect)
What sales stage is it for? (prospecting, discovery, demo, negotiation, close)
Who is the target persona? (title, seniority, department)
What are the top 3 objections you hear most?
Tool Integrations
For partner sales enablement, see the tools registry:
| Tool | What It Does | Guide |
|---|---|---|
| Introw | Partner engagement tracking, deal registration, mutual action plans | introw.md |
Related Skills
competitors: For public-facing comparison and alternative pages
competitor-profiling: For the competitor dossiers that feed battle cards
customer-research: For running buyer interviews and broader voice-of-customer research
copywriting: For marketing website copy
cold-email: For outbound prospecting emails
revops: For lead lifecycle, scoring, routing, and pipeline management
pricing: For pricing decisions and packaging
product-marketing: For foundational positioning and messaging
Files
- ATTRIBUTION.mdAdded by AutoGineer893 B
- LICENSELicence file added by AutoGineer1.0 KiB
- SKILL.md20.6 KiB
- evals/evals.json11.4 KiB
- references/cold-call-scripts.md4.0 KiB
- references/deck-frameworks.md7.5 KiB
- references/demo-scripts.md11.5 KiB
- references/objection-library.md13.1 KiB
- references/one-pager-templates.md5.7 KiB
- references/win-loss-analysis.md4.2 KiB
references/demo-scripts.md
Demo Script Templates
Scene-by-scene templates for different call types, with timing, talk tracks, and interaction guidance.
Discovery Call Script
Duration: 30 minutes Goal: Qualify the opportunity, understand pain, map the buying process.
Scene 1: Opening (3 min)
Talk track:
"Thanks for taking the time, [Name]. I've done some research on [Company] but I'd love to hear from you directly. My goal for today is to understand what you're working on and see if there's a fit — and if there's not, I'll tell you that too. Sound good?"
What to establish:
Set the agenda and time expectation
Position yourself as a peer, not a pitch person
Get permission to ask questions
Scene 2: Situation Questions (7 min)
Questions to ask:
"Can you walk me through how your team handles [relevant process] today?"
"What tools are you currently using for this?"
"How many people are involved in this workflow?"
"How long has this been in place?"
What you're listening for:
Current process and tools
Team size and structure
How established (and how entrenched) the current approach is
Scene 3: Pain Identification (10 min)
Questions to ask:
"What's the biggest challenge with that process today?"
"When that breaks down, what happens?"
"How much time does your team spend on [specific task] per week?"
"What have you tried to fix this?"
"If you could wave a magic wand, what would change?"
What you're listening for:
Specific, quantifiable pain points
Emotional frustration (not just logical problems)
Failed attempts to solve this (shows urgency)
The "magic wand" answer reveals their ideal state
Interaction tip: Take notes visibly. Repeat back what you hear: "So if I understand correctly, the biggest issue is [X], which costs you about [Y] per month. Is that right?"
Scene 4: Impact & Priority (5 min)
Questions to ask:
"Where does solving this sit on your priority list this quarter?"
"What happens if you don't solve this in the next 6 months?"
"Who else is affected by this problem?"
"Is there budget allocated for solving this?"
What you're listening for:
Priority level (nice-to-have vs. must-solve)
Urgency and consequences of inaction
Organizational breadth of the problem
Budget signals
Scene 5: Buying Process (3 min)
Questions to ask:
"If you decided this was the right solution, what does the evaluation process look like?"
"Who else would be involved in the decision?"
"Have you evaluated solutions for this before?"
"What's your timeline for making a decision?"
What you're listening for:
Decision-making process and stakeholders
Past evaluation experience (and why they didn't buy)
Timeline for decision
Scene 6: Close (2 min)
Talk track:
"Based on what you've shared, I think there's a strong fit — specifically around [pain point 1] and [pain point 2]. What I'd suggest as a next step is a 30-minute demo where I can show you exactly how we'd address those. I'll customize it to your workflow. Does [specific date/time] work?"
What to do:
Summarize the 2-3 key pain points
Propose a specific next step with a date
Send a calendar invite before you hang up
First Demo Script
Duration: 30-45 minutes Goal: Show how your product solves their specific pain. Advance to evaluation/pilot.
Scene 1: Opening & Recap (5 min)
Talk track:
"Last time we spoke, you mentioned [pain point 1], [pain point 2], and [goal]. I've put together a demo focused on those three areas. If I've missed anything, flag it and we'll adjust. Sound good?"
What to do:
Recap discovery findings to show you listened
Confirm priorities haven't changed
Set expectation for what they'll see
Scene 2: Workflow 1 — Primary Pain Point (10 min)
Structure:
Restate the pain: "You mentioned [specific problem]..."
Show the solution: Walk through the workflow step by step
Highlight the outcome: "This means [specific benefit]..."
Interaction point (at the 5-min mark):
"How does this compare to how you're handling it today?"
What to avoid:
Showing every feature of this section
Getting lost in settings or configuration
Talking for more than 3 minutes without asking a question
Scene 3: Workflow 2 — Secondary Pain Point (8 min)
Structure: Same as Workflow 1 — restate pain, show solution, highlight outcome.
Interaction point:
"Is this the kind of visibility your team has been asking for?"
Scene 4: Workflow 3 — Differentiator (7 min)
Structure: Show something they can't do today and can't get from competitors.
Talk track:
"This is where we're really different from [competitor/status quo]. [Explain the unique capability]. For example, [Customer] uses this to [specific outcome]."
Interaction point:
"How would your team use this?"
Scene 5: Proof Point (3 min)
Talk track:
"Let me share a quick example. [Customer similar to them] was in a similar situation — [brief challenge]. After implementing, they saw [specific metrics]. Their [role] said [quote]."
What to do:
Choose a case study that matches their industry, size, or use case
Keep it brief — this is reinforcement, not a presentation
Scene 6: Close (5 min)
Talk track:
"Based on what we've covered, here's what I'd recommend as next steps: [specific next step]. This typically takes [timeline]. Who else on your team should be involved? I can set up a [follow-up meeting type] for [date]."
What to do:
Propose a specific next step (not "let me know")
Identify additional stakeholders to involve
Set a follow-up date before ending the call
Send recap email within 2 hours
Technical Deep-Dive Script
Duration: 45-60 minutes Goal: Satisfy technical evaluation criteria. Address architecture, security, and integration concerns.
Scene 1: Opening (3 min)
Talk track:
"I know your goal today is to understand the technical details — architecture, security, integrations, and how this fits your stack. I'll walk through each area and leave plenty of time for questions. What's your top priority for this session?"
Attendees: Typically includes their technical evaluator (engineer, architect, IT lead) plus your SE or solutions engineer.
Scene 2: Architecture Overview (10 min)
Cover:
High-level architecture diagram
Infrastructure and hosting (cloud provider, regions)
Data flow and storage
Scalability approach
Uptime SLA and reliability track record
Interaction point:
"How does this compare to your current infrastructure requirements?"
Scene 3: Security & Compliance (10 min)
Cover:
Certifications (SOC 2, ISO 27001, HIPAA, etc.)
Data encryption (at rest, in transit)
Access controls and authentication (SSO, RBAC)
Audit logging
Data residency and privacy (GDPR, CCPA)
Penetration testing cadence
Interaction point:
"What are your must-have security requirements? I want to make sure we address them specifically."
Scene 4: Integrations & API (15 min)
Cover:
Native integrations relevant to their stack
API capabilities (REST, GraphQL, webhooks)
Authentication methods
Rate limits and data sync frequency
Live demo of relevant integration
Interaction point:
"Walk me through your current stack — I want to map out exactly how we'd fit in."
Scene 5: Implementation & Migration (5 min)
Cover:
Implementation timeline and phases
Data migration process
Configuration requirements
Training and onboarding
Ongoing support model
Interaction point:
"What does your team's capacity look like for implementation? That helps me scope the right timeline."
Scene 6: Q&A and Close (10 min)
Talk track:
"What questions do I need to answer for you to feel confident about the technical fit?"
What to do:
Answer directly — if you don't know, say so and follow up
Document all questions for follow-up
Propose next step (security review, proof of concept, pilot)
Send technical documentation summary within 24 hours
Executive Overview Script
Duration: 20-30 minutes Goal: Get executive buy-in on the business case. Advance to budget approval or decision.
Scene 1: Opening (2 min)
Talk track:
"Thanks for your time, [Name]. [Champion] has been evaluating [your product] and the results look strong. I'll keep this focused on the business impact and what a partnership looks like. I know your time is valuable so I'll aim to leave 10 minutes for questions."
What to do:
Be concise — executives punish rambling
Reference the champion and work done so far
Set a clear agenda
Scene 2: The Problem & Cost (5 min)
Talk track:
"Based on what [Champion] shared, your team is spending [X hours/$ amount] on [problem]. That's [annual cost]. It's also creating [secondary impact: risk, delays, churn]. This isn't unique to you — it's an industry-wide challenge, and the companies solving it are seeing [outcome]."
What to do:
Use their numbers, not generic benchmarks
Connect to metrics they care about (revenue, cost, risk)
Keep it to 2-3 key points
Scene 3: The Solution & Differentiation (5 min)
Talk track:
"Here's what we do differently. [One-sentence explanation]. For your team specifically, this means [specific benefit 1] and [specific benefit 2]. [Champion]'s team has already seen [early result or reaction from evaluation]."
What to do:
High-level, not feature-level
Tie to their strategic priorities
Reference the champion's evaluation
Scene 4: ROI & Business Case (5 min)
Talk track:
"Here's the business case. Based on your team's numbers: [walk through ROI calculation]. Expected payback period is [X months]. Over 3 years, the total value is [$ amount]. [Customer similar to them] saw [specific result] within [timeframe]."
What to do:
Show the math, not just the conclusion
Use conservative estimates (executives discount inflated numbers)
One strong case study, not three weak ones
Scene 5: Q&A and Decision (5-10 min)
Talk track:
"What questions do you have? And — assuming the business case holds up, what does the decision process look like from here?"
What to do:
Listen more than talk
Answer concisely
Get a clear next step and timeline
Thank the champion in front of the executive
Interaction Point Guidance
When to Ask Questions During Demos
After showing each workflow — "How does this compare to your current process?"
When you see a reaction — "I noticed you reacted to that — what are you thinking?"
Before moving to the next section — "Any questions on this before we move on?"
When showing a differentiator — "How would your team use this?"
At the midpoint — "Are we covering the right things, or should we adjust?"
Questions NOT to Ask During Demos
"Does that make sense?" (patronizing)
"Are you still with me?" (implies they're lost)
"Isn't that cool?" (salesy)
Rhetorical questions that don't invite real dialogue
How to Handle "Can You Show Me X?"
When a prospect asks to see something during the demo:
If it's quick — show it now, then return to your flow
If it's a tangent — "Great question. Let me note that and show you after the main flow so we stay on track."
If it's not possible — "We don't do that today. Here's how customers handle it: [alternative]."
Never say "I'll get back to you" without writing it down and following up within 24 hours.
Requirements and compatibility
Works with: Claude Code, Claude apps, OpenAI Codex, GitHub Copilot, Cursor, Gemini CLI, Kiro, OpenCode, Goose, Amp, Roo Code, JetBrains Junie, Factory Droid, Devin (ex-Windsurf), Mistral Vibe, OpenHands, Letta
“Works with” means the tool reads the open Agent Skills format; a skill written for one tool may use features others lack.
Security
No issues found by our static scan· No issues found
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Attribution and licence
- Created by
- Corey Haines
- Publisher
- Corey Haines (Community)
- Source
- coreyhaines31/marketingskills · skills/sales-enablement · commit 96798cf
- Licence
- MIT License (redistribution allowed)
- LICENSE (added by AutoGineer from LICENSE)
- ATTRIBUTION.md (written by AutoGineer)
- Synced
AutoGineer is not affiliated with or endorsed by Corey Haines.
Download ZIP
The ZIP holds the skill’s files, its licence files and an ATTRIBUTION.md. Download sales-enablement.zip