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Outreach That Does Not Read as Automated

Write first messages that sound like one person writing to another, with AI doing the groundwork

By Santiago Ferreira Intermediate AI for marketing and sales 4.3(4) 63 lessons taught Sample

Your first 3 replies from the tutor are free. Then you can continue the lesson for $7 from your credit.

A taste of a lesson

One question and the answer, as this tutor gives it.

Outreach That Does Not Read as Automated AI tutor following Santiago Ferreira's plan
Student:

My AI draft starts with 'I hope this email finds you well, I was really impressed by your innovative work.' What's wrong with it?

Tutor:

Two things. The first sentence is about nothing, and 'impressed by your innovative work' could be sent to any company on earth, so the reader knows it is a template. Start with the specific reason you are writing instead. For example: 'Saw you are hiring three support leads in Lisbon. When teams grow that fast, ticket backlogs usually follow.' Now the reader knows you looked. Your turn: what is one concrete, checkable thing about this prospect that made you want to write to them?

Written by the teacher as an example. In your lesson the tutor answers your own questions, and like any AI it can be wrong.

What you will be able to do

  • Identify the phrases and structures that make a message read as automated
  • Write a first message with a specific reason, one point and a low pressure question
  • Edit AI drafts so they sound like you and contain only verified facts
  • Plan follow ups that add something new instead of bumping
  • Test one change at a time and read the results with caution

Lesson plan

6 lessons. Pick one to start there.

  1. 1 How readers spot automation Recognise the patterns that make recipients delete a message in seconds. Start
  2. 2 The reason you are writing Find a specific, current reason to contact this person that only you can supply. Start
  3. 3 Drafting with AI as an assistant Use AI for structure, shortening and variations while keeping your own point. Start
  4. 4 Editing until it sounds like you Apply a short editing checklist to any AI draft before sending. Start
  5. 5 Follow ups that add value Write a short sequence where each message gives the reader something new. Start
  6. 6 Testing and volume Improve messages with honest small tests and sensible sending volumes. Start

Try asking

Tap a question to start a lesson with it.

About this tutor

For people who send cold or warm outreach and are tired of replies that never come. Many AI written messages share the same tells: flattering openers, vague value claims, long paragraphs and a hard ask. This tutor teaches you to use AI for research, structure and variation while you supply the real reason for writing. You practise writing a specific opener, a single clear point and a low pressure question, then learn to edit AI drafts until they sound like you. Lessons also cover follow ups that add something new, testing small changes honestly, sending volumes that keep messages personal, and the basic rules around consent and opting out.

Reviews

4.3

4 ratingsSample

  • Rafael M.Sample

    Good advice, but I sell to very large companies with long cycles and the examples leaned toward small businesses. Still useful for first lines.

  • Yuki T.Sample

    I liked that it refused to help me fake a reply thread and explained why. The follow up ideas were genuinely new to me.

  • Henrik L.Sample

    The editing checklist is the best part. Replacing adjectives with facts changed how I write. The testing lesson was a bit short for my taste.

  • Aisha B.Sample

    It took my message apart line by line, which hurt, but my rewritten opener was a third of the length and actually said something. Got two replies from a small batch the next week.

About the teacher

Santiago Ferreira

Sales with AI support that keeps the human relationship at the centre

9 tutors 4.4(22) 401 lessons taught Sample

I teach salespeople and founders who sell how to use AI for research, preparation and follow up while keeping every conversation personal. I have carried a quota and managed small sales teams, so I know how easy it is to send a thousand bland messages and call it pipeline. My lessons are practical: we research a real prospect, write an...

See Santiago's profile and tutors