Using AI to Find New Cold Email Angles
Here's something most people get wrong about cold email: they sit down, stare at a blank screen, and try tobrute-force a compelling angle out of thin air. That's like trying to write a hit song without knowing what genre your audience listens to.
The fix? Use ChatGPT as your research assistant. Not to write the emails themselves - that's still your job - but to map out the pain landscape of your target market so you actually know what buttons to push.
Below are 7 prompts I use (and give to every client at Emtoss) to go from "I have no idea what to say" to "I have 20 angles I could test this week." Let's walk through them.
Prompt 1: Identify the Top Pain Points
Start broad. You need to understand what keeps your prospect up at night before you can write a single word.
"What are the top 10 pain points for [industry] companies with [X-Y employees]? Focus on operational, financial, and growth-related frustrations."
This gives you the raw material. You'll get a mix of obvious stuff (hiring, cash flow) and some gems you wouldn't have thought of. Don't skip this step. Every great cold email starts with a real problem, not a clever subject line.
Prompt 2: Filter for Problems You Can Actually Solve
Now narrow it down. No point writing emails about problems your service doesn't touch.
"From this list, which pain points could be addressed by a company that offers [your service]? Rank them by relevance and explain why."
This is where you go from 10 generic pains to 3-5 that are directly in your wheelhouse. These become your campaign angles. Each one could power a separate email sequence.
Prompt 3: Rank by Psychological Impact
Not all pain points are created equal. Some are mild annoyances. Others make founders lose sleep.
"Rank these pain points by psychological and emotional impact on the business owner or decision-maker. Which ones cause the most stress, fear, or urgency?"
Urgency sells. If your email pokes at a pain that feels like a slow leak vs. a burst pipe, you're going to get very different response rates. Always lead with the burst pipe.
Prompt 4: Generate Industry-Specific Language and Objections
Generic language gets ignored. You need to sound like you actually understand their world.
"What specific language, jargon, and phrases do [industry] professionals use when describing these problems? Also list the top 5 objections they'd have to a cold email offering [your service]."
This is gold. When your email uses their vocabulary, it doesn't feel like a mass blast - it feels like you've been in their industry for years. The objections list is equally valuable because you can preemptively handle them in your copy.
Prompt 5: Create Trigger Questions to "Poke the Bear"
Trigger questions are the secret weapon of high-performing cold emails. They force the reader toacknowledge the problem before you even pitch anything.
"Generate 10 trigger questions that would make a [job title] at a [industry] company immediately think 'yes, that's exactly my problem.' The questions should be specific, slightly uncomfortable, and imply there's a better way."
Examples: "Still manually tracking leads in spreadsheets?" or "How many hours did your team waste on [X] last month?" These questions create a mental gap between where they are and where they could be. That gap is what makes people reply.
Prompt 6: Handle Objections Subtly in Email Copy
You've got the objections from Prompt 4. Now let's weave them into the email so they never even surface.
"For each objection listed above, write a 1-2 sentence reframe I can naturally include in a cold email. It should acknowledge the concern without being defensive, and redirect to the value."
The key word here is "naturally." You're not writing a FAQ section in your email. You're dropping in lines like "Most [industry] owners assume this takes months - our average client sees results in 2 weeks" that quietly disarm objections before they form.
Prompt 7: Determine Dream Outcomes
Pain gets attention. But dream outcomes close deals. You need to paint the picture of life after the problem is solved.
"What are the ideal outcomes or 'dream states' for a [job title] who successfully solves [pain point]? Be specific about metrics, time savings, revenue impact, and emotional relief."
Use these in your email's CTA or closing line. Instead of "Want to chat?" try "What would it mean for your team if [dream outcome]?" Night and day difference in reply rates.
Bonus: The Combination Table
How the bonus prompt works: This final prompt combines all your research into a single table with columns for Trigger Question, Offer/Value Prop, Mini Case Study, P.S. Line, and Objection Handle. Each row becomes a complete email angle you can test as a separate campaign.
Here's where it all comes together. This is the prompt that turns your research into a campaign-ready asset.
"Create a table with columns: Trigger Question | Offer/Value Prop | Mini Case Study (1 sentence) | P.S. Line | Objection Handle. Generate 10 rows using the pain points, language, and outcomes from our conversation above."
Now you have 10 complete email angles you can mix and match. Each row is essentially a different campaign you could run. Test one at a time, measure results, iterate.
The One Rule That Makes This Work
Pro tip: Use only one pain point per email. If you have 5 great angles, that means 5 separate campaigns to test - not one email stuffed with everything. One pain point. One trigger question. One offer. One CTA.
Here's the insight that separates people who get results from this process and people who don't:use only one pain point per email.
I see this mistake constantly. Someone discovers 5 great angles and tries to cram all of them into a single 3-paragraph email. The result? A muddled message that resonates with nobody.
One pain point. One trigger question. One offer. One CTA. That's it. If you have 5 angles, you have 5 separate campaigns to test. Run them in parallel, see which one hits, then double down.
How We Use This at Emtoss
Every done-for-you client we work with goes through a version of this process. We map their service to their target market's pain landscape, generate dozens of angles, and systematically test them across thousands of emails per day.
The AI doesn't write the emails - it maps the battlefield. The strategy and copywriting still come from experience. But the research phase that used to take days now takes about 30 minutes.
If you want us to handle the entire process - from infrastructure to angles to sending - that's literally what we do. Book a call and we'll walk through what this looks like for your business.
But if you're the DIY type, take these 7 prompts and run with them today. Open ChatGPT, plug in your industry and service, and you'll have more angles than you know what to do with by lunchtime.
- Liam Yek, Emtoss