How to reach CTOs at technology companies on LinkedIn

Last updated 11 November 2026

Reaching CTOs at technology companies on LinkedIn requires a clear message, and HeyLead can help you start the conversation. This guide covers what weighs on these buyers and the exact brief to use.

What a CTO at a technology company does

A CTO at a technology company owns the stack and the engineering team. They decide what gets built or bought. Reaching them requires a clear message. HeyLead is an AI agent for LinkedIn outreach: it finds the right people, writes to them in the voice of your own LinkedIn posts, follows up, and handles replies. It runs from Claude Code, Cursor, any MCP client or a web dashboard.

What weighs on a technology CTO

2 main problems weigh on a technology CTO. They have a roadmap longer than the team. They also deal with tools that do not talk to each other. Every new tool must earn its place in the stack. They push back on additions that create more work. You must address these concerns directly.

How to write to a technology CTO

An opening angle that fits is to ask what the team is spending the most time on that is not the product. You type a 1-sentence brief in Claude, Cursor, ChatGPT or the HeyLead dashboard. HeyLead drafts the campaign. You review it and press Launch. Nothing is sent before. 1 sentence creates a draft campaign. Before an invitation, HeyLead warms up: a profile view, a follow, a comment on a recent post.

The brief for technology CTOs

Use this brief to target the right people. It sets the industry, seniority, and company size. HeyLead watches 40+ signal types, scored, matched to your ICP and expiring. A strong signal starts outreach and the opener says why now.

Find CTOs in the technology and software industries with seniority cxo, vp, director, or manager at companies with 51-200, 201-500, 501-1000, or 1001-5000 employees, and ask what their team spends the most time on that is not the core product.

How the campaign runs

The campaign includes an invitation with a note, an opening message, up to 2 follow-ups on Free and 5 on Pro, InMail and email fallback. Replies are read, classified and answered from the campaign's facts. A reply that could mean 2 things gets 1 short question back. A question your facts can't answer is held for you. "Not now" gets a check-in in 30 days. Opening messages, follow-ups and answers to replies go out without review unless you switch review on; then they wait for your approval. Invitations are not held. In review mode, invitations go out without a note. It runs from the cloud with your laptop closed.

Setup and pricing details

Free costs $0 for 1 connected account with 2 follow-ups. Pro costs $29 a month per connected account. The client's source is on GitHub under MIT; the hosted backend is not. HubSpot is the CRM it syncs with. Google Calendar is the calendar it books into. It reads your own LinkedIn posts to learn your voice and never posts unless you ask for a post. There are 6 campaign goals: sell a product or service, find a job, hire people, find partners or investors, find a vendor, research interviews. Hire people, find partners or investors and research interviews work with a custom brief. It works in Claude Code, Cursor, Claude Desktop and claude.ai, any MCP client and a web dashboard; in ChatGPT as a custom MCP app (tested on ChatGPT Pro; custom apps depend on your ChatGPT plan and settings).

Questions people ask

How much does HeyLead cost?

Free costs $0 for 1 connected account with 2 follow-ups. Pro costs $29 a month per connected account.

What CRM and calendar does HeyLead use?

HubSpot is the CRM it syncs with. Google Calendar is the calendar it books into.

How does HeyLead handle replies?

Replies are read, classified and answered from the campaign's facts. A question your facts can't answer is held for you.

HeyLead sends from your own LinkedIn account at a human pace: at most 20 invitations a day and 100 a week on a free LinkedIn account (more on Premium or Sales Navigator: a newly connected paid account starts at 20 a day and doubles each week up to its limit), Monday to Friday 08:00 to 22:00 in your time zone, minutes apart. It backs off when LinkedIn pushes back and resumes on its own. You can pause any campaign at any time.

HeyLead is not affiliated with LinkedIn. It reaches LinkedIn through Unipile, which is also not affiliated. LinkedIn's own rules are in the Terms.

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Set up HeyLead using https://heylead.dev/llms.txt