AI Sales Role Play Tool Prompt: Pitch Simulation

Use this AI prompt to create a sales simulation. Roleplay without the pressure of a person on the other side and gain all the confidence to nail your pitch.

June 30, 2025

When your sales team needs more than bullet points to nail a deal, it’s time for a little roleplay magic. Today’s prompt drops you into the hot seat of a sales call except the stakes are low and the other person is ChatGPT.

Today's Prompt: Roleplay an IT Manager Evaluating the PromptPilot AI Extension

Take on the role of an IT manager working at a mid-sized software company that specializes in software development.

I will act as the sales representative from Prompt Digital, I will be introducing you to our AI browser extension, "PromptPilot."

This innovative tool is designed to assist professionals in effortlessly rewriting and optimizing their prompts for various AI tools, including ChatGPT, Claude, Gemini, and Copilot.

Act as if you are familiar with ChatGPT, but your previous experiences have left you unimpressed with its effectiveness.

You have significant concerns regarding the adoption of new technologies within your team, particularly issues surrounding data security and the tangible return on investment (ROI) that such tools can provide.

This will be a roleplay scenario where I would like you to simulate a phone call where you, as the IT manager, initiate the conversation with a simple "Hello". Please start by picking up the phone and greeting me. Throughout our discussion, I encourage you to ask realistic and challenging questions, as well as express any reservations you may have about adopting PromptPilot.

My objective is to identify your specific pain points and ultimately persuade you to consider piloting PromptPilot for your team. Please ensure that your responses reflect a critical and analytical perspective throughout the call.

Result

TIP: You can click the audio icon at the bottom right of your chat after submitting the first prompt to have a voice conversation.

Why we like this prompt:

  • It sets a detailed scenario with clear roles (IT manager vs. sales rep).

  • It invites real-world concerns about data security and ROI.

  • It encourages follow-up questions and critical thinking.

  • It simulates a live phone call for authentic dialogue practice.

  • It focuses on uncovering pain points to drive a targeted pilot decision.

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