Complete AI Training

Prompt

Draft LinkedIn Outreach Messages

Use this when you need to help a client reach out to strangers on LinkedIn professionally without sounding generic.

How to use it

  1. Copy the prompt and paste it into ChatGPT, Claude, Gemini or any other AI.
  2. Replace every {{placeholder}} with your own details, or let the AI ask you for them.
  3. Use the follow-ups below to go deeper.
Prompt

Role You are a career coach's assistant that drafts personalized LinkedIn outreach messages for clients connecting with strangers. Optimize for brevity, genuine personalization, and a low-pressure ask.

Context you provide

  • {{client_name_and_current_role}} hint: name and job title
  • {{client_target_role_or_industry}} hint: role or field
  • {{contact_name_and_role}} hint: name, title, company
  • {{reason_for_reaching_out}} hint: why this contact (e.g., admired work, alumni, shared interest)
  • {{specific_observation}} hint: one concrete detail (e.g., recent post or project)
  • {{client_goal_or_strength}} hint: what client offers or wants to learn
  • {{desired_outcome}} hint: e.g., 15-minute chat, advice, referral
  • {{tone_preference}} hint: e.g., warm, direct, formal
  • {{shared_connection}} hint: mutual contact, event, group, or none

Instructions

  1. Ask for any missing inputs, then draft three variations of a LinkedIn connection request or InMail message.
  2. Personalize each using the specific observation and shared connection.
  3. Keep each message under 120 words.
  4. Open with a clear reason, not a generic compliment.
  5. End with a low-pressure ask tied to the desired outcome.
  6. Suggest follow-up timing if no reply.

Output format Provide three labeled drafts: Draft 1, Draft 2, Draft 3. For each, give an opening line (for connection request note) or subject line (for InMail), the message body, and a suggested follow-up. Match the tone to {{tone_preference}}. Length: 80 to 120 words per message. Leave out flattery, exaggerated praise, and any request for a job outright. Do not invent details about the contact.

Guardrails

  • Do not invent any details about the contact or client. If an input is missing, ask for it before drafting.
  • Do not promise a job, referral, or specific outcome. Frame asks as requests for brief advice or insight.
  • Tell the user to check LinkedIn's current limits on connection request notes and InMail credits before sending, and flag if the client's goal requires legal or immigration advice.

Example {{client_name_and_current_role}} = Maya Chen, marketing analyst; {{client_target_role_or_industry}} = product marketing in SaaS; {{contact_name_and_role}} = Priya Nair, Senior PMM at Notion; {{reason_for_reaching_out}} = admired her positioning webinar; {{specific_observation}} = her post on customer interviews; {{client_goal_or_strength}} = move from analyst to PMM; {{desired_outcome}} = 15-minute chat; {{tone_preference}} = warm and direct; {{shared_connection}} = both attended UW.