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LinkedIn outreach · AI startups

LinkedIn outreach for AI startups selling to enterprises

Enterprises buy AI products through a new group of owners: heads of AI, chief data officers, digital and innovation leads. Re:Vault finds them at companies of 501 to 10,000 people and writes about the use case their company has already said it is working on.

01

The market, measured

Decision makers, 5 countries
2,553
Largest market
US
Buyer titles counted
4
Measured
22 October 2026

Counted in the Apollo people database on 22 October 2026: people whose title contains Head of AI, Chief Data Officer, Chief Digital Officer and Head of Innovation, at companies in any industry, with 501 to 10,000 employees, where both the person and the company sit in the US, the UK, Germany, France and Spain. Each count uses the exact title phrase.

CountryPeople
United States1,137
United Kingdom547
Germany414
France298
Spain157
02

Who buys and why

Who AI startups selling to enterprises write to.

TitlePeopleWhy they answer
Head of AI1,053Owns the AI roadmap and the budget for pilots, and looks for products with a clear first use case.
Chief Data Officer646Owns the data that every AI product needs, so access and governance questions start here.
Chief Digital Officer481Runs digital transformation and chooses which business process goes first.
Head of Innovation588Runs pilots and scouting, and is often the fastest path to a first proof of concept.
03

Reasons to write

  1. Public AI initiativeThe company has said what it wants, which gives the message its use case.Where we find it: Annual reports, press and posts naming an AI programme
  2. AI hiringHiring shows budget and a team that will evaluate products.Where we find it: Open roles for ML engineers, AI product managers or a head of AI
  3. Conference talkA talk states the problem in the speaker's own words.Where we find it: Speaker lists at AI and industry events
  4. New AI leaderNew leaders run pilots early to show results.Where we find it: A head of AI or chief data officer appointed in the last 90 days
04

A first message

ToHead of AI at a 3,000-person insurer in MunichFactSpoke about claims triage with language models at a conference in SeptemberSourcethe conference agenda and the talk recording
Hi Stefan, watched your September talk on claims triage with language models. We run document extraction for motor claims at two German insurers, with accuracy reported per field. Would a test on 200 of your anonymised claims help your team compare approaches?

260 characters. Names invented, fact and source as we would use them.

05

How we run it

AI buyers ask for proof on their own data, so the offer at the end of the message is a bounded test with a size and an output.

Each segment is one use case in one industry. A message about one use case in one industry reaches the person who owns it.

Operated: $2,000 a month. Your own assistant on our stack: from $199. Plans · pacing rules.

06

Questions

Who buys AI software in large companies?add

The head of AI, the chief data officer, the chief digital officer and innovation leads, with the business owner of the process joining once a pilot is agreed.

How should an AI startup start a conversation with an enterprise?add

Name a use case the company has already announced and offer a bounded test on their data, with a size and an output.

Which enterprises are ready for AI pilots?add

Those with a public AI programme, AI hiring, a recent conference talk or a new AI leader. The counts on this page cover companies of 501 to 10,000 people.

All questions

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