Most outbound programs fail for one reason: irrelevance.
Your reps blast generic messages because proper research takes 30 min-3 hours per account. So they skip it. And response rates stay at 0.1%.
They tried to use AI and “it didn't work”.
But what if you could compress those 3 hours into minutes, and make every message feel hand-crafted?
Today, I'm sharing the exact 5-prompt AI sequence to accelerate that:
Customer Intelligence → Find patterns in who actually buys from you
Account Research → Uncover urgent problems and buying signals
Executive Mapping → Identify the right person + what they care about
POV Synthesis → Connect their pain to your proven solution
Precision Messaging → Craft messages for different buyer levels:
5A: Above the line: C-Suite & VPs
5B: Below the line: Directors/Managers
Who this works for: Mainly Mid-market and enterprise accounts (companies with public data, earnings calls, 10-Ks, interviews)
Tool recommendation: I use ChatGPT o3 (paid version $20/month). Skip Deep Research mode for individual accounts, it's overkill unless you're an enterprise rep with <20 target accounts.
What's next:
I'll cover SMB-specific prompts, including how to find intel when there's no public data (or little data).
I'll show you how to run this SAME process across 1,000+ accounts using Clay. Research & Relevancy at scale.
👉 Action step: Bookmark this post. Pick ONE high-value account. Run these prompts. Report back with results.
P.S. We are assuming that you already nailed your ICP before running those prompts. If not. Go read my guides on creating your first ICP or refining it.
These prompts assume you're in a ChatGPT conversation, building on each previous output. Don't run them separately, the magic is in the sequence.
Prompt 1: Deep Customer Analysis
Start here. This step determines whether your outreach sounds like you or like everyone else.
Here's why: Your AI doesn't know what makes your customers unique. It doesn't know their specific pain points, the exact words they use, or what finally made them buy.
Without this context, every prompt that follows will generate generic garbage that sounds like your competitors.
Act as a world-class market research analyst with 10+ years of experience in B2B customer analysis.
**Your Task:** Analyze
-[YOUR COMPANY WEBSITE URL]
-[YOUR COMPANY CASE STUDY PAGE URL]
-[YOUR COMPANY G2 URL]
to uncover the deepest customer insights that will fuel high-converting outbound campaigns.
**Research Framework:**
**1. SOLUTION IMPACT ANALYSIS:**
- What specific business problems does [YOUR COMPANY] solve?
- What measurable ROI/impact do their customers achieve? (Look for case studies, testimonials, reviews)
- What happens if prospects DON'T solve these problems?
- What alternatives are prospects using today?
**2. CUSTOMER SUCCESS PATTERNS:**
- Analyze 5-10 customer testimonials/case studies for common themes
- What words do customers use to describe their pain points?
- What business metrics improved after using [YOUR COMPANY]?
- What was the "last straw" moment that made them buy?
**3. COMPETITIVE POSITIONING:**
- How does [YOUR COMPANY] differentiate from competitors?
- What unique value do they provide?
- What do G2/Capterra reviews reveal about strengths/weaknesses?
**Output Format:**
1. **Core Pain Points** (ranked by intensity 1-10)
2. **Customer Impact Metrics** (specific numbers/percentages)
3. **Differentiation Hooks** (what makes them unique)
4. **Customer Language** (exact phrases prospects use)
**Research Sources:** Company website, case studies, reviews, LinkedIn posts, industry reports, G2, Reddit.
Prompt 2: Account Research - Problems & Buying Signals
Now your AI knows what success looks like for your product. Time to find accounts experiencing those exact problems.
This is where most reps waste time, reading random articles, scrolling LinkedIn, hoping to find something relevant.
This prompt changes that.
Act as a senior sales intelligence analyst specializing in identifying high-intent prospects.
**Context:** You're researching [PROSPECTING ACCOUNT] to find evidence they need the same solutions that helped our successful customers.
**Build on Previous Analysis:**
Using the customer success patterns you discovered in the Deep Customer Analysis above, you'll now search for evidence that [PROSPECTING ACCOUNT] is experiencing those SAME problems or pursuing related initiatives.
Specifically, look for mentions of:
- The pain points you identified in successful customers
- Similar metrics or KPIs they're trying to improve
- The trigger events that led other companies to buy
- The exact language/phrases customers used to describe their challenges
**Your Mission:** Find evidence that [PROSPECTING ACCOUNT] is experiencing these SAME problems or pursuing related initiatives.
**RESEARCH SOURCES (in priority order):**
1. **Most Recent 10-K/10-Q Filing**
Search for keywords from customer pain points:
- Risk Factors: Find risks matching our customer problems
- MD&A: Find initiatives addressing these specific issues
- Financial metrics: Look for underperformance in areas we improve
2. **Latest 2-3 Earnings Call Transcripts**
- Ctrl+F for problem keywords from Prompt 1
- Executive language matching our customer language
- Questions from analysts about our solution areas
- Forward guidance on metrics we impact
3. **Recent Press Releases & News (last 6 months)**
- New executive hires in relevant departments
- Technology initiatives announcements
- Partnership announcements in our space
- Product launches addressing similar problems
4. **Company Blog & LinkedIn Posts**
- Department-specific challenges
- Digital transformation initiatives
- Employee posts about projects/frustrations
**BUYING SIGNAL DETECTION FRAMEWORK:**
**HIGH-INTENT SIGNALS (Score: 8-10)**
- [ ] Explicitly mentioned problem that matches customer pain points
- [ ] New budget allocation for initiatives in our solution area
- [ ] Failed attempt with competitor or internal solution
- [ ] New executive hired to solve problems we address
- [ ] Public commitment to metrics we improve
**MEDIUM-INTENT SIGNALS (Score: 5-7)**
- [ ] Strategic initiative tangentially related to our solution
- [ ] Discussing industry trends our solution addresses
- [ ] Mentioning efficiency/optimization in our areas
- [ ] Analyst pressure on metrics we impact
- [ ] Competitor movements forcing their hand
**TIMING INDICATORS**
- [ ] "By end of year..." / "In Q3..." (specific deadlines)
- [ ] "Must address..." / "Critical priority..." (urgency language)
- [ ] "Behind competitors..." (competitive pressure)
- [ ] "Board mandate..." / "Investor pressure..." (external forcing)
**REQUIRED OUTPUT:**
**1. PROBLEM-SOLUTION ALIGNMENT MAP**
| Their Problem/Initiative | Source & Quote | Matches Which Customer Pain | Intent Score (1-10) | Timing |
|-------------------------|----------------|---------------------------|---------------------|---------|
| [Most relevant] | "..." -CFO, Q2 call | Pain Point #1 from research | 9 | Q3 2024 |
**2. BUYING READINESS ASSESSMENT**
Overall Score: __/10
Evidence of:
- Problem Awareness: [Yes/No] - Quote: "..."
- Budget Available: [Yes/No] - Evidence:
- Decision Urgency: [High/Med/Low] - Why:
- Champion Identified: [Title] - Based on:
**3. COMPETITIVE INTELLIGENCE**
- Current solution: [What they use now]
- Why it's failing: [Evidence]
- Other vendors mentioned: [List]
**4. OUTREACH TIMING RECOMMENDATION**
Best time to reach out: [Now/Wait - Why]
Trigger to watch for: [Specific event]
**5. RED FLAGS** (if any)
- [ ] Recently implemented competing solution
- [ ] Budget freeze mentioned
- [ ] Major leadership changes
- [ ] M&A activity
**CONNECTION PROMPT:**
Based on this research, the strongest angle is:
"[COMPANY] is experiencing [SPECIFIC PROBLEM] similar to [CUSTOMER FROM PROMPT 1]
who solved it by [SOLUTION] and achieved [RESULT]."
Prompt 3: Executive Mapping & Research
You found the problems and initiatives. Now find the prospects who own it.
Most reps message random VPs hoping something sticks. This prompt ensures you're talking to the right executive about their specific priority.
Act as an executive search specialist who identifies and profiles key decision makers.
**Context:** Based on the problems and initiatives you discovered at [COMPANY], identify and research the executives who own these challenges.
**PART 1: IDENTIFY THE RIGHT EXECUTIVES**
Using the problems/initiatives from your Account Research above, find:
**For each major problem/initiative you identified:**
1. Search [COMPANY]'s website/LinkedIn for:
- Leadership page: Who oversees the departments affected?
- Press releases: Who's quoted discussing these initiatives?
- Recent hires: Any new executives brought in to solve these problems?
**Target Buyer Personas** (based on your findings):
- Primary: [Title likely to own the biggest problem]
- Secondary: [Title who influences or co-owns]
- Economic Buyer: [Who controls budget for this]
**LinkedIn Search Pattern:**
"[COMPANY] [relevant department keywords from problems]" + filter by:
- Current company
- Director level and above
- Posted in last 90 days about relevant topics
**PART 2: DEEP DIVE ON KEY EXECUTIVES**
For the TOP 2-3 executives identified:
**A. PROBLEM OWNERSHIP VERIFICATION**
- Do they publicly discuss the challenges found in Account Research?
- Have they posted/commented on LinkedIn about these issues?
- Are they quoted in press releases about these initiatives?
- What's their official responsibility that connects to our solution?
**B. RESEARCH THEIR DIGITAL FOOTPRINT**
Priority sources:
1. Their LinkedIn activity (posts, comments, articles)
2. "[Name] [Company] [problem keyword]" Google search
3. Company blog posts they've authored
4. Industry conference presentations
5. Podcast appearances or interviews
**C. EXTRACT BUYING INSIGHTS**
Look specifically for:
- Mentions of the problems/metrics from your research
- Their approach to solving similar challenges
- Vendor preferences or past solution implementations
- Budget or timeline mentions
- Team size or resource constraints
**REQUIRED OUTPUT:**
**1. BUYER MAP**
| Problem/Initiative | Likely Owner | Title | LinkedIn URL | Confidence Score |
|-------------------|--------------|-------|--------------|------------------|
| [From Account Research] | [Name] | [Title] | [URL] | High/Med/Low |
**2. EXECUTIVE PROFILES** (for top 2-3)
**[EXECUTIVE NAME] - [TITLE]**
**Why They're Relevant:**
- Owns: [Specific problem from your research]
- Recent activity: [Quote about this problem]
- Connection score: _/10
**Their Perspective on Our Problem Area:**
- Public quotes: "[Relevant quote]" - Source, Date
- Current approach: [How they're trying to solve it]
- Frustrations: [What's not working]
**Engagement Intelligence:**
- Active on LinkedIn: Yes/No (last post: _)
- Speaks at conferences: Yes/No
- Responds to cold outreach: [Based on engagement patterns]
**Conversation Hooks:**
1. [Reference to their specific quote about the problem]
2. [Question about their approach to the initiative]
3. [Connection to their stated metric/KPI]
**3. OUTREACH STRATEGY**
- Best person to contact first: [Name] because [reason]
- CC/mention: [Other stakeholder] for [reason]
- Avoid: [Who not to contact] because [reason]
**4. MISSING INTEL** (if any)
- Can't find owner for: [Problem]
- Need to research: [Title/Department]
Prompt 4: POV Synthesis
Turn 30 minutes of research into one irresistible insight.
You've got customer patterns, company problems, and executive priorities. Now transform that data into a POV so specific it could only be sent to this one company.
Here's the prompt
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