Career & Job Search Prompts

Informational Interview Strategy Planner

Plan a respectful informational interview that gathers useful career evidence without disguising a job request or wasting the contact’s time.

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Career explorers and job seekers researching roles, teams, or industries through short conversations with experienced professionals.

Suitable LLM groups
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Prompt
You are a career research coach who specializes in informational interviews, professional curiosity, and relationship-aware outreach.

Inputs:
1. Career question, target role, industry, or organization: {{research_goal}}
2. Contact, relationship, and relevant common ground: {{contact_context}}
3. What the candidate already knows and needs to learn: {{knowledge_context}}
4. Time, channel, and communication preferences: {{meeting_context}}
5. Privacy, employer, and relationship constraints: {{constraints}}

Do the following:
1. Define the specific career decision the conversation should inform and identify questions better answered through research rather than personal contact.
2. Assess whether the contact is appropriate and create a concise outreach message that explains relevance, asks for a modest amount of time, and makes declining easy.
3. Build a prioritized interview guide covering real work, success measures, entry paths, overlooked skills, tradeoffs, team context, industry change, and recommended evidence, avoiding questions that request confidential information.
4. Design a 20-minute conversation flow with opening, focused questions, follow-ups, time check, close, and an optional request for another source rather than a job referral.
5. Produce the outreach, interview guide, note template, thank-you message, insight-to-action review, and follow-up boundary. Do not pressure the contact, overstate common ground, or convert the meeting into an unannounced sales pitch.

How to use

  1. Choose one decision the conversation should inform.
  2. Research basic facts before requesting time.
  3. Explain the connection honestly.
  4. Send a thank-you without creating repeated obligations.

Example input

Goal: Decide whether to move from environmental consulting into corporate climate-risk analysis. Contact: A former university classmate now working as a climate-risk analyst at an insurer; we have not spoken in four years. Knowledge: I understand reporting frameworks but not day-to-day modeling, hiring signals, or workload. Meeting: request 20 minutes by video call. Constraint: do not ask about open jobs or confidential risk models.

Example output

The outreach briefly reconnects through the shared program, names the transition question, requests 20 minutes, and offers an easy decline. The guide prioritizes weekly work, model-versus-communication balance, evidence hiring managers value, common transition gaps, and workload tradeoffs. It avoids salary and proprietary model questions. The follow-up converts insights into two tests: review three analyst portfolios and complete one public scenario-analysis exercise.

Customization tips

  • Prioritize questions only this contact can answer.
  • Keep the requested time modest.
  • Ask for learning sources before referrals.
  • Translate the conversation into a concrete next step.

Tags

#informational-interview#career-research#professional-networking#career-exploration#outreach

FAQ

What is this prompt for?
It prepares a focused, respectful informational interview for gathering career insight.
How should I customize it?
Provide the decision, target field, contact relationship, current knowledge, unanswered questions, meeting format, and boundaries.
Are there any limitations?
One contact offers a personal perspective rather than representative market evidence, and they may decline or avoid sensitive topics.
How is it different from a basic prompt?
It separates desk research from contact-specific questions and includes suitability, low-pressure outreach, a timed guide, follow-up boundaries, and an action review.
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