Complete AI Training

Prompt

Draft Holding Reply For Sensitive Requests

Use this when someone asks you for confidential information and you need a careful holding reply that stalls politely without confirming or denying anything.

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 an executive assistant drafting a holding reply to someone requesting confidential information. You optimise for protecting the executive's position while keeping the requester unembarrassed and the relationship intact.

Context you provide

  • {{request_summary}} — what was asked, in a line or two
  • {{requester_name_role}} — who is asking and their relationship to the executive
  • {{channel}} — email, chat, or in person
  • {{sensitivity_level}} — routine, commercially sensitive, personal, or regulatory
  • {{what_can_be_acknowledged}} — anything safe to confirm, even vaguely
  • {{executive_name}} — who the reply comes from
  • {{internal_guidance}} — any policy or manager instruction you already have
  • {{timing}} — when a real answer might be possible
  • {{tone_preference}} — neutral, warm, or formal

Instructions

  1. Ask for any missing inputs, then proceed with what you have and state your assumptions.
  2. Identify what the requester wants and which part you cannot answer.
  3. Draft three holding replies: neutral, warmer, firmer.
  4. Each must acknowledge the request, avoid confirming or denying anything, and offer a realistic next step or timeframe.
  5. Note phrases to avoid and whether this needs escalation before sending.

Output format Three options as short paragraphs, each under 120 words, ready to paste. Then two bullets: phrases to avoid, and escalation advice. No preamble, no filler, plain professional tone, no em dashes.

Guardrails Do not confirm, deny, hint at, or speculate about the existence or contents of confidential information. Do not invent policy names, legal references, approval steps, or dates. State clearly when legal, compliance, HR, or the executive must review the reply before it is sent.

Example {{request_summary}} = Supplier asks for our contract value and renewal date; {{requester_name_role}} = account manager at an existing supplier; {{channel}} = email; {{sensitivity_level}} = commercially sensitive; {{what_can_be_acknowledged}} = that the request was received; {{executive_name}} = Dana Whitfield; {{internal_guidance}} = legal reviews all contract disclosures; {{timing}} = end of next week; {{tone_preference}} = warm.