“I have a sales call in [time] with [name], [title] at [company]. Help me prepare in under 10 minutes. Using this context: [paste their LinkedIn URL or describe what you know about them and the company]. Give me: (1) 3 things about this person or company I should know going into the call — what’s happening in their world that’s relevant to what I sell, (2) The most likely pain point they’re experiencing that my product addresses, based on their role and company stage, (3) 2 questions I should ask in the first 10 minutes that will open the real conversation, (4) What I should NOT assume about them — what I’d usually assume about this type of buyer that might be wrong for this specific person. Give me the brief I’d want to read in the 5 minutes before the call.”

“Write a 4-touch cold outreach sequence for [prospect role] at [company type]. My product: [one sentence]. The specific problem I solve for this role: [describe]. My best proof point: [specific customer result or metric]. Write: Email 1 (Day 1) — leads with the problem or an insight, under 5 sentences, one CTA. Email 2 (Day 4) — different angle, references something specific about their company or role, under 4 sentences. LinkedIn message (Day 7) — under 3 sentences, casual, references having emailed. Email 3 (Day 11) — the honest breakup email that makes it easy to say no and often gets a response. Each message should sound like a person, not a campaign. Include subject lines for all emails.”

“Prepare me for a discovery call with [describe the prospect — role, company, any context from prior outreach or research]. My product: [describe]. The outcomes I’m trying to understand in this call: whether this is a real problem for them, whether the timing is right, whether they have budget authority, and what success looks like for them. Write: (1) 5 discovery questions in priority order — start with their current situation and problem, not with our product, (2) What a ‘good’ answer to each question sounds like vs a ‘weak’ answer that suggests poor fit, (3) The qualification red flags I should listen for — signals that this is not a good fit for us, (4) How to transition from discovery to the next step — the exact language I should use to propose a demo or proposal without it feeling like a push.”

“Write a sales proposal for [prospect company]. What I know from discovery: their main problem [describe], their success criteria [describe], the stakeholders involved [describe], their timeline [describe], and any constraints they mentioned [describe]. My proposed solution: [describe the scope and pricing]. Write a proposal that: opens by restating their problem in their words (not our product pitch), proposes a specific solution scoped to their situation, includes an investment section with clear pricing and what’s included, presents 1–2 case studies or outcomes from similar customers, and closes with a specific next step and timeline. Under 3 pages. No buzzwords, no generic ‘about us’ section. Write it like someone who listened in the discovery call, not someone who copy-pasted a template.”

“Help me handle these specific objections I’m hearing in sales conversations: [list your 5 most common objections — e.g. ‘too expensive’, ‘we’re already using X’, ‘not the right time’, ‘need to check with my team’, ‘can we start smaller?’]. For each objection: (1) What the underlying concern usually is beneath the surface objection, (2) An honest acknowledgement that doesn’t dismiss the concern, (3) A specific response that addresses the real concern — not a deflection or a pitch, (4) The follow-up question that moves the conversation forward. Also flag: which objections are signals of a genuine fit problem (I should disqualify) vs signals of a recoverable hesitation (I should invest in handling). Be specific to my product: [describe what you sell and to whom].”

“Write a follow-up message to a prospect who went silent after [describe the last touchpoint — e.g. a demo, a proposal, a discovery call]. What I know: [describe what happened in the last conversation, what their reaction was, how long they’ve been silent]. My goal: re-engage without being pushy, understand whether the deal is alive or dead, and either move it forward or close it cleanly. Write 3 versions: (1) A direct email that acknowledges the silence honestly and makes it easy to respond either way, (2) A value-add email that shares something genuinely useful to them regardless of whether they buy — a relevant piece of data, a case study, an insight — with a soft CTA, (3) The honest ‘closing the loop’ email that makes it clear I’m moving on but leaves the door open. Include subject lines for all three.”

“Help me identify patterns in my lost deals. Here are the last [number] deals I lost, with context on each: [describe each deal — who the prospect was, what stage it reached, what reason was given for not moving forward, and any additional context you have]. Tell me: (1) What pattern do you see across these losses — is there a common objection, a common stage where deals fall through, a common type of prospect that consistently doesn’t convert? (2) What’s the most likely root cause — is this a messaging problem, a pricing problem, a product gap, or a sales process problem? (3) The 2–3 specific changes to my sales process that would most likely improve conversion based on this data, (4) Which of these deals might still be recoverable and with what approach. Be direct — I want insight, not a list of things to consider.”

“Help me document my sales playbook based on what’s working. What I’ve learned from closing [number] customers: [describe your ICP, the outreach that gets responses, the discovery questions that open real conversations, the objections you know how to handle, the close that works]. Help me structure this into a one-document playbook covering: (1) ICP definition — the specific characteristics that predict a good fit, (2) Top of funnel — the outreach approach and messaging that gets responses, (3) Discovery — the 5 questions in order, what I’m listening for, disqualification signals, (4) Objection handling — the top 5 objections and how to respond, (5) Close — what moves deals forward at each stage and how to ask for the business. Format it as something I could hand to a Head of Sales on day one and they’d know how to run a deal.”