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AI for Sales 101

Three stages. Nine skills. One rep who closes more deals.

Start Here
Getting Good
Power User
Stage 1

Start Here

Understand what AI is (and isn't) in sales — and write your first working prompt.

AI is a first-draft machine. It writes faster than you, never gets tired, and doesn't have bad days. But it doesn't know your prospect, your deal history, or the subtext from your last call. That's still your job — and it always will be.

AI is great at

  • Writing emails and follow-ups
  • Summarising call notes
  • Prepping objection responses
  • Prospect research at scale

Still your job

  • Building real relationships
  • Reading the room
  • Knowing when to push
  • Closing the deal

Every good prompt has three parts: a Role (who the AI should be), Context (the deal situation), and a Task (exactly what you need). That's the whole framework — nothing more complicated.

Role

“You are an experienced B2B sales rep...”

Context

“...my prospect is a VP of Sales at a 300-person SaaS company who just attended our demo...”

Task

“...write a 3-sentence follow-up email referencing their interest in pipeline visibility and asking to schedule next steps.”

The #1 reason AI output sounds like a template is because the input was generic. Bad prompts produce bad output. The fix is one line of specificity — and it changes everything.

Weak

Write a cold email to a prospect.

Strong

Write a cold email to a VP of Revenue at a 200-person B2B SaaS company. They recently raised a Series B. We help shorten sales cycles by 30%. Lead with a question. Keep it under 80 words.

Stage 2

Getting Good

Apply AI to the three situations you face every single day.

The reps getting the best results treat prompts like reusable templates — one cold email prompt with [COMPANY], [PAIN POINT], and [TRIGGER] placeholders. Fill in the blanks for each prospect — personalised first draft in seconds.

Try this prompt

You are a top-performing B2B SDR. Write a cold email to [STAKEHOLDER TITLE] at [COMPANY], a [INDUSTRY] company. They recently [TRIGGER]. Our product helps [VALUE PROP]. Make the subject line a question. Keep it under 80 words. Don't mention competitors.

The biggest follow-up mistake is the “just circling back” email. AI can help you write follow-ups that reference something specific from your last conversation — making them feel personal even at scale. Always give it one real detail from the call.

Try this prompt

Write a follow-up email after a discovery call with [PROSPECT NAME], [TITLE] at [COMPANY]. They mentioned [SPECIFIC PAIN POINT] as a top priority and asked about [QUESTION THEY ASKED]. Propose a 30-minute demo next week. Keep it under 100 words. Sound like a peer, not a vendor.

Before any important call, ask AI for the top objections from your prospect's perspective — and a sharp response to each. Takes 60 seconds. You'll never get caught flat-footed again. This is the habit that separates prepared reps from reactive ones.

Try this prompt

I'm about to call a [TITLE] at a [INDUSTRY] company. They currently use [COMPETITOR / CURRENT SOLUTION] and we're at proposal stage. Give me the 3 most likely objections they'll raise and a concise, confident response to each. Keep each response to 2–3 sentences.
Stage 3

Power User

Build systems that compound — so every week you get faster, not just busier.

The best reps don't write prompts from scratch every time. They build a small library of 5–10 templates — cold email, follow-up, objection prep, discovery questions — and reuse them across every deal. The template gets sharper with every use. That's exactly what WinDeals is built for.

Browse the prompt library →

Before any call, ask AI to surface what matters to a person in that role right now, and what smart questions you should be asking. Combine it with a 30-second LinkedIn check and you walk in more prepared than 90% of the reps they'll speak to that week.

Try this prompt

I'm calling [PROSPECT NAME], [TITLE] at [COMPANY], a [INDUSTRY] company. Give me: (1) 3 things likely top-of-mind for someone in their role right now, (2) 2 sharp discovery questions I should ask, (3) one industry trend I can reference to show I've done my homework.

The last step with any AI output is a 30-second edit. AI writes a strong first draft — you make it human. One personal detail is what separates a reply from a delete.

Add one thing they actually said — quote or paraphrase it directly
Remove any sentence that could apply to any prospect at any company
Read it out loud — if you wouldn't say it, don't send it

Put it into practice

Browse prompts built for every sales stage and role — ready to copy, customise, and use today.

Browse Prompts →