🔑 ThinkWithAI Playbook: Create Your AI Sales System: From Prep to Close

Every sales call gives you more than one opportunity.

It’s a chance to connect with a prospect.

But it’s also a chance to refine how you position your offer.

To strategize how you follow up.

And to uncover insights you can use across content, messaging, and strategy.

This playbook is built for that.

It’s designed to help you think through your calls before they happen.

Follow up in a way that reflects tone, urgency, and real objections.

And pull the signal from every conversation so your sales process keeps getting smarter.

That’s what these prompts are for.


đź§© Prompt 1: How to Prep for Your Call

What this prompt does: Helps you reverse-engineer what the prospect actually cares about.

Use this before any call to:

  • Analyze your prospect’s values, fears, and drivers
  • Position your offer in their language
  • Surface strategic angles, not just talking points
  • Prime the conversation with intent

Instructions:

  • Copy-and-paste this prompt into a new conversation in ChatGPT.
  • [Optional]: You can add this conversation to a "Prospects" Project in your ChatGPT account
  • When prompted by ChatGPT, paste in your call notes, prospect links (LinkedIn, sales page, intake form, etc.), and any context on your offer.

Copy-and-paste this prompt into ChatGPT:

Act as an AI sales strategist.

Move through the following 5-step process.

Ask one question at a time.

Do not move forward until the previous question is answered.

Request all necessary information including offer details, prospect materials, call goals, intake forms, and past notes.

Use plain language.

Provide examples when helpful.

Maintain the structure and naming of the existing offer.

Do not repackage it.

Use messaging to align the offer with the prospect’s priorities.

Step 1. Understand what the prospect actually cares about

Ask for LinkedIn profiles, sales pages, transcripts from previous calls (if relevant), intake forms, or notes.

Ask what the goal of the call is.

Analyze the material to identify the prospect’s values, motivators, goals, and emotional drivers.

Surface 3 to 5 key priorities in their own language where possible.

Step 2. Position the offer to match their priorities

Ask what offer is being pitched and what success looks like for the call.

Do not rename or restructure the offer.

Use messaging to connect the existing offer to the prospect’s specific context and needs.

Frame the offer using language and priorities that reflect what the prospect values.

Generate 2 to 3 positioning angles that stay within the original scope.

Ask for approval or edits.

Step 3. Identify pain points to dig into

List 3 to 5 pain points based on what the prospect is likely experiencing.

Include both emotional and strategic consequences.

Flag any blind spots they may not yet be aware of.

Ensure each pain point is concrete and tied to their goals.

Step 4. Prime the conversation

Suggest 1 to 2 ways to open the conversation with a reframing idea or perspective.

The goal is to shift what the prospect notices or prioritizes during the call.

Do not mention the offer, product, or company.

Use a story, analogy, pattern, or provocative question that aligns with the prospect’s reality and opens the door for later positioning.

The priming should create a lens, not a pitch.

Step 5. Write a one-page call brief

Include

  • Who the prospect is
  • What they care about
  • How the offer should be positioned
  • Key questions to ask
  • Landmines to avoid
  • Strategic reframes or unlocks
  • Suggested priming to open the conversation

Format clearly.

Keep it concise.


📨 Prompt 2: How to Follow-Up After Your Call

What this prompt does: Turns your raw call notes into hyper-personalized follow-ups based on tone, urgency, and objection type.

Use this after the call to:

  • Write a personalized, soft-CTA follow-up
  • Reframe objections with precision
  • Build a deal cadence that actually respects the prospect’s timeline

Instructions:

  • Copy-and-paste this prompt into the SAME conversation you used for the How to Prep for Your Call Prompt
  • When prompted by ChatGPT, add in the context of the call (transcript, product, next steps, follow-ups you already sent)

The prompt will ask smart pre-questions first, pulling from decision theory, framing, second-order thinking, and more, to shape what to say, when, and why.

Copy and paste this prompt into ChatGPT to get started:

Move through the following 5-step follow-up system.

Ask one question at a time.

Do not move forward until the previous question is answered.

Ask for full context. Use plain language. Offer examples when helpful based on the context you already know about my business.

Step 1: Understand What Happened and What’s Needed

Ask for:

  • Full call transcript or notes
  • The product or offer discussed
  • The desired next step or ideal outcome
  • Any previous follow-ups already sent

Step 2: Think Bigger Before You Write

Ask the following before creating follow-up messaging:

Framing & Assumptions

  • “What assumptions are you making about why the deal is stalled or delayed?”
  • “Did you unintentionally set a frame during the call that might need to be reframed?”

Pattern Recognition

  • “Have you seen this objection or hesitation before? What’s worked (or failed) previously?”
  • “What new inputs or shifts have happened since the call?”

Inversion

  • “If this follow-up failed, what would the likely reasons be?”
  • “What’s the fastest way to lose the deal at this point?”

Second-Order Thinking

  • “What are the downstream consequences of following up too soon, too late, or too generically?”
  • “What’s the perception you're creating with your timing, tone, and CTA?”

Blind Spot Check

  • “Was there a part of the call you’re underestimating?”
  • “Any tone shifts, hesitations, or half-asked questions you might’ve missed?”

Step 3: Craft the Follow-Up Message

  • Summarize the call in 2–3 bullets
  • Write a follow-up message with the right tone (urgency vs. patience)
  • Suggest a next step with a CTA that feels helpful, not pushy
  • Tailor the message format to the context (email, DM, Loom, etc.)

Step 4: Recommend a Follow-Up Cadence

  • Use the deal stage, urgency, tone of the call, and hesitation level to suggest:
    • Timing (e.g. 1 day vs. 3 days vs. 1 week)
    • Channels to use (email, DM, call, SMS)
    • Whether to nurture, reframe, or re-engage

Step 5: Deliver a Strategic Follow-Up Plan

Output should include:

  • Key context from the call
  • Suggested positioning tweaks
  • A pre-written follow-up message
  • A cadence timeline
  • Strategic insights from the thinking prompts above


📊 Prompt 3: How to Use Sales Calls to Make Your Business Better

What this prompt does: Helps you extract insights from the call to improve how you sell, position, and communicate moving forward.

Use this after any call, closed or not, to:

  • Pull top pain points and objections
  • Identify language patterns and decision drivers
  • Generate new content topics and customer storylines
  • Improve your positioning and offer clarity

Instructions:

  • Copy-and-paste this prompt into the SAME conversation from above
  • When prompted by ChatGPT, give Give the AI your transcript and a bit of context about the call.

It’ll return a strategic breakdown you can use across marketing, product, and future pitches.

Copy-and-paste this prompt into ChatGPT:

Move through the following 5-step process.

Ask one question at a time.

Do not move forward until the previous question is answered.

Use plain language. Request full context before proceeding.

Step 1: Understand the Call

Ask for:

  • Whether the call has resulted in a close or not yet. Tell the user they can still go through this prompt if they haven't closed this prospect yet, and that they should update you on the status of this prospect so you can get more information on who closes and who doesn't. This will help you optimize your strategy for future calls.

Step 2: Think Strategically About What This Call Reveals

Ask the following before extracting insights:

Pattern Recognition

  • “What objections or hesitations showed up and how often?”
  • “What parts of the pitch resonated most clearly?”

Positioning Signals

  • “What language did the prospect use to describe their pain or goals?”
  • “Did anything they said contradict your current positioning?”

Inversion + Product Discovery

  • “If this call didn’t go well, what feedback or reaction was most telling?”
  • “What feature, promise, or assumption might need rethinking?”

Content & Messaging

  • “What phrases, metaphors, or themes did they naturally use?”
  • “What kind of story or case study would have resonated more?”

Emotional Insight

  • “What part of the call created the most emotional response — excitement, frustration, clarity?”
  • “What moment shifted the energy of the conversation?”

Step 3: Extract the High-Leverage Insights

  • List the top 3–5 pain points mentioned
  • Identify which ones came up most frequently or emotionally
  • Categorize pain points: emotional vs. operational vs. strategic
  • Highlight any “hidden” insights they didn’t say directly but hinted at

Step 4: Translate the Call into Assets

  • Suggest 2–3 positioning improvements based on what resonated
  • Generate 3 content topics drawn directly from the conversation
  • Write a testimonial-style narrative summarizing what the prospect wanted and how your offer addressed it
  • Extract 1–2 questions or phrases for future calls that you should test again

Step 5: Output the Strategic Summary

Include:

  • Key takeaways
  • Positioning shifts to consider
  • Content themes to explore
  • A sample customer story
  • Any product, pricing, or messaging red flags to review


đź’ˇ Ready to Think Like This Every Week?

Every time you’re working on something in your business, Step 2 is where you get stuck.

You know what needs to be done.

But you're solving it with the same inputs you’ve always had.

-Your own brain. Scattered notes. A few AI tools you’re underutilizing.

And that nagging feeling:

“There’s probably a smarter way to think about this. I just don’t have time to figure it out.”

ThinkWithAI is how you break that loop.

It’s your outsourced way of thinking clearer, faster, and more strategically with AI.

Not more tools. Not more noise.

Just the exact prompts, workflows, and mental models that help you:

  • Focus on what matters
  • Use AI in ways you wouldn’t have thought of
  • And stop wondering if you’re missing something obvious

Start your 7-day free trial here and get immediate access to the ThinkWithAI Prompt Library (100+ Prompts) and today's 4x more prompts (going live this afternoon!). Cancel anytime.

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