Send LinkedIn connection requests with AI icebreaker messages

Pulls LinkedIn contacts from a spreadsheet, sends connection requests, then follows up with a personalized AI-written opener.

How the work actually flows

It branches. Exactly one path is taken; runs once per one per linkedin profile; a person has to approve before it continues.

Pattern: Exclusive Choice (4) · Multiple Instances without Synchronization (12)

flowchart TD trig(("you trigger outreach with contact list")):::human s0[["check connection status"]]:::mi s1["send connection request"]:::task s2["ai drafts icebreaker message"]:::task s3["send icebreaker message"]:::task trig --> s0 s2 --> s3 hg(("connection request accepted")):::human s1 --> hg hg -->|"approved"| s2 hg -. "sent back" .-> s1 gx{"× already connected"}:::gate s0 --> gx p00["send connection request"]:::task gx -->|"not connected"| p00 p01["wait for acceptance"]:::task p00 --> p01 p10["skip outreach"]:::task gx -->|"already connected"| p10 p01 --> s1 p10 --> s1 out[/"new connections with personalized openers sent"/]:::out pay{{"consistent outreach without manual follow up"}}:::pay s3 --> out out --> pay classDef task fill:#e7f6fe,stroke:#34b8f0,color:#2c2a29 classDef svc fill:#f6f8fa,stroke:#7c8795,color:#2c2a29 classDef mi fill:#e7f6fe,stroke:#0079a8,color:#2c2a29,stroke-width:2px classDef human fill:#fff,stroke:#0079a8,color:#0079a8 classDef store fill:#f6f8fa,stroke:#0079a8,color:#2c2a29 classDef trig fill:#00a4eb,stroke:#0079a8,color:#fff,font-weight:bold classDef trigtime fill:#00a4eb,stroke:#0079a8,color:#fff,font-weight:bold classDef trigdata fill:#8ad4f5,stroke:#0079a8,color:#06314c,font-weight:bold classDef gate fill:#fff,stroke:#e8a23d,color:#6b4708,font-weight:bold classDef out fill:#1f9d6b,stroke:#167a53,color:#fff,font-weight:bold classDef pay fill:#06314c,stroke:#021f33,color:#fff
A stepRuns once per itemA personOne path onlyResultPayoff
Build size
Advanced

A larger build with multiple systems, AI reasoning, and custom rules.

Business functions
Spreadsheet & Database Ops
Connects
Google SheetsLinkedIn

The problem it solves

Growing your LinkedIn network means finding people, checking if you're already connected, sending requests, and following up with a relevant opener for each one. Doing all of that by hand for a real outreach list eats your entire day.

Who it fits

Recruiters, salespeople, or marketers running LinkedIn outreach who want consistent follow-up without doing it manually.

How it works

  1. You list LinkedIn profiles in a Google Sheet and trigger the automation
  2. It checks whether you're already connected to each person
  3. If not connected, it sends a connection request
  4. AI writes a personalized icebreaker based on the person's posts and your company
  5. The icebreaker message is sent once the connection is accepted
What you get

Warmer LinkedIn conversations that turn into real connections

You get personalized LinkedIn connection requests and icebreaker messages sent automatically to the contacts on your list.

What you get

New LinkedIn connections with a personalized icebreaker message sent to each one.

What you need

A Google Sheets account, a LinkedIn account, and subscriptions to a data lookup service and a browser automation service.

We can build this. But should you?

The hard question is not how to build it. It is whether this is the right thing to build first.

That is what a Fractional Chief AI Officer figures out with you, before anyone writes a line of code.

Let's Talk Strategy

Related automations

Back to the AI Playbook