AI Prospecting

A Practical Prompting Guide for AI Outreach Research

Better AI outreach starts with better prompts. Give the model role, audience, signal, constraints, and review criteria.

Doreach cover for A Practical Prompting Guide for AI Outreach Research

There is a version of AI outreach that works, and a version that gets you ignored.

The version that gets ignored is asking a model to write the message. The version that works is asking it to help you understand who you are writing to, then writing the message yourself.

This is about the second one.

Why not let it write

Generated outreach is recognisable. Not because the sentences are bad, but because thousands of people are prompting the same models and getting structurally identical results: the observation, the pivot, the soft ask.

Your prospect has read forty of them. That is the whole problem, and no prompt fixes it.

What to use it for instead

Summarising a company fast. Twenty minutes of reading compressed into two.

Surfacing likely priorities. What does a Head of RevOps at a 200-person Series B usually care about in Q3?

Generating angles. Five different reasons this segment might care, so you can pick the one you actually believe.

Pressure-testing your copy. Paste your draft and ask what a skeptical reader would object to.

Prompt structure that works

Four parts, in this order.

Audience. Who they are, specifically. Not “sales leaders” but “VP Sales at a 50 to 200 person B2B SaaS company that sells to mid-market.”

Signal. Why now. A funding round, a hire, a post they wrote.

Output. What you want back and in what shape. “Five bullet points” beats “some ideas.”

Exclusions. What to leave out. “Do not suggest anything about digital transformation. Do not write a message.”

A working example:

I am researching VPs of Sales at 50-200 person B2B SaaS companies that recently posted about hiring SDRs. Give me five specific operational problems they are likely dealing with in the first 90 days of an SDR hire. Be concrete. Do not write any outreach copy and do not include anything about culture or motivation.

Ask for questions, not claims

The most useful thing to request is questions you could ask a prospect, not facts about them.

A model asked for facts will invent them fluently. A model asked for good questions produces something you can verify in the conversation itself, which is where it belongs.

Verify before it reaches a message

Anything specific enough to be useful is specific enough to be wrong. Funding amounts, headcounts, product details, who reports to whom.

A generic opener is forgettable. A confidently wrong one ends the conversation.

Where this meets the sending

Once you have the angle, the writing is yours, and it should be, because a message you wrote is one you can defend when someone replies to it.

What Doreach adds from there is spintax and merge tags, so the message you wrote can go to two hundred people without arriving as two hundred identical strings.

What to do next

Take your next campaign and run one research prompt with all four parts before writing anything. If the output is generic, the audience definition in the prompt was too broad. That is usually also why the campaign underperforms.

Frequently asked questions

Can AI write LinkedIn outreach messages?

It can, and readers usually notice. Generated outreach shares recognisable structure and phrasing because so many senders use the same models. AI is far more useful upstream, summarising a company, surfacing a likely priority or suggesting angles you then write yourself.

What makes a good prospect research prompt?

Four things: who the audience is, what signal prompted the research, exactly what output you want, and what to exclude. Vague prompts return marketing summaries; constrained prompts return something you can use in a first line.

Where does research end and sending begin?

Research belongs in whatever tool you prefer, and it should end at an angle rather than a draft. What reaches the campaign is copy you wrote from that angle, then varied with spintax and merge tags so it can go out at volume without arriving identical.

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