Find out what went wrong in your last discovery call with ChatGPT

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Find out what went wrong in your last discovery call with ChatGPT
Made by
Arrows
Category
Sales
Type
AI Prompts
Tools used
ChatGPT

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You know that feeling when a discovery call ends, and something just feels off? The prospect seemed interested, but now you’re pretty sure they’re not moving forward and you just can’t quite put your finger on why.

Instead of guessing what went wrong, drop your call transcript into ChatGPT with this prompt. You’ll get instant, structured coaching on red flags you missed, where the conversation went off track, and how you could have guided it differently to keep the deal moving.

What you’ll need

→ A recent discovery call transcript (exported from your AI notetaker)
→ ChatGPT (or another AI tool that supports long-form input)
→ The prompt below

🚩 Before you start: Check your company’s AI policies before uploading transcripts. Avoid putting sensitive customer data into free or non-compliant tools.

Use this ChatGPT prompt to analyze your discovery calls

Prompt:

I am uploading the transcript of a recent discovery call with a prospect that didn’t go as well as I had hoped, and I don’t expect them to move forward. Please analyze the conversation and provide detailed coaching and feedback on the following aspects:

Conversation Flow & Direction – Identify areas where I could have guided the discussion more effectively to build rapport, uncover pain points, or steer the prospect toward engagement.

Red Flags & Buyer Signals – Highlight any verbal or contextual cues that suggest the prospect’s lack of interest or intent to move forward.

Missed Opportunities – Point out key moments where I could have asked better questions, framed my value proposition more persuasively, or addressed objections differently.

Actionable Recommendations – Provide concrete suggestions on how I can improve my discovery call approach in the future, including specific phrasing, strategic adjustments, or techniques to keep the conversation more productive.

Structure the feedback into clear sections with examples from the transcript where applicable.

What you’ll get

Running this prompt in ChatGPT will generate a detailed breakdown of your call, showing you:

→ Where the conversation drifted off track
→ Red flags that signaled low intent
→ Missed opportunities to ask better questions
→ A tactical plan for improving your discovery calls moving forward

It’s like having a personal sales coach, but one that works instantly and gives feedback on real conversations.

Next steps

If you want to go even deeper, run the same analysis across 10+ discovery calls to find patterns in what’s working (and what’s not).

Look for:
→ Common objections that stall deals
→ Recurring gaps in qualification questions
→ Early signals that indicate a high or low-probability deal

With the right insights, you can refine your approach and make every discovery call stronger.

📌 Looking for a better way to use your meeting notes in your sales process? Arrows sales rooms help you turn insights from every call into structured next steps, buyer resources, and clear deal movement. Talk to our team to learn more.

Steal this cheat sheet for running customer success in HubSpot

Not sure where to start? Download the 7 playbooks you need to scale across the customer journey.

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