100 AI Prompts for Sales Reps — Complete Guide

Write a cold outreach email targeting [job title] at [company type] in [industry]. Open with a specific pain point this person is likely experiencing: [describe pain point]. Connect it to what [your product/service] does. Include one relevant proof point or customer result. End with a low-friction CTA (a question, not a meeting request). Maximum 5 sentences.

Write a LinkedIn connection request message to a [job title] at [company type]. I found them through [how you found them: mutual connection, their content, company news]. I want to connect because [specific reason tied to their role or interests]. Keep it under 300 characters, personalized, not salesy. No pitch.

Write a cold email to a [job title] using a trigger event as the opening. The trigger: [describe event: company funding, new product launch, hiring surge, leadership change, expansion announcement]. Connect this event to a challenge it likely creates that [your solution] addresses. Keep the email to 4-5 sentences with a soft CTA.

Build a 10-touch multi-channel prospecting sequence for a [job title] at a [company type] who has not responded to my initial outreach about [solution]. Vary the channels (email, LinkedIn message, LinkedIn comment, phone call, video) and the value offered in each touch. Include timing between each touch. The sequence should not feel spammy.

Write an email to [connection type] asking for an introduction to [target person's title] at [company]. Explain why the introduction would be valuable, what I offer, and why I think it would be relevant to the target. Make it easy to forward and keep it brief. I am not asking for a direct referral — just a warm introduction.

I am prospecting [company name], a [describe the company] with [employee count] employees in [industry]. Help me research angle: what pain points are most likely for a [company at this stage/in this sector], what initiatives they might be pursuing based on [any public information I share], and 3 personalized talking points I can reference in outreach.

Write a script for a 60-second personalized prospecting video to send to [job title] at [company type]. Open with a specific observation about them or their company. Explain what I noticed and why it prompted me to reach out. Deliver one relevant insight or value point. End with a clear, specific CTA. Conversational, not scripted-sounding.

Help me define my Ideal Customer Profile (ICP) for selling [product/service]. Guide me through: firmographic criteria (company size, industry, geography), technographic signals, trigger events that indicate readiness to buy, key stakeholders and their titles, indicators of a bad-fit account, and questions I can ask to quickly qualify in or out.

Help me build a personalization framework for outreach to [number] accounts in [industry]. Identify 3 tiers of personalization: Tier 1 (fully researched, deeply personalized for top 20 accounts), Tier 2 (industry-level personalization for 80 mid-priority accounts), Tier 3 (persona-level messaging for the rest). Provide a template structure for each tier.

Write a re-engagement email for a prospect who went dark after [number] touches about [solution]. Acknowledge the silence without being passive-aggressive, offer something genuinely new (insight, resource, relevant news), and make it easy for them to re-engage or tell me they are not interested. Honest, direct, no desperation.

Write an outreach email to a prospect currently using [competitor name] for [use case]. Do not trash the competitor. Instead, open with a specific limitation or pain point that customers of [competitor] commonly experience: [describe]. Offer a genuine differentiator and proof point. Ask if this resonates with their experience.

Write a follow-up email to a prospect I met at [event name or type]. We spoke briefly about [topic discussed]. Reference the specific conversation, continue the relevant thread, provide one piece of value related to what we discussed, and propose a clear next step. Warm and genuine, not a generic 'great to meet you' email.

Create a discovery question bank for selling [product/service] to [job title] at [company type]. Include: 4 current state questions, 4 problem and implication questions (based on SPIN), 4 impact and priority questions, 3 budget and decision process questions, and 3 questions that differentiate me from competitors. Note what each question is designed to uncover.

Create a MEDDIC qualification checklist for an opportunity to sell [solution] to [company type]. For each MEDDIC element (Metrics, Economic Buyer, Decision Criteria, Decision Process, Identify Pain, Champion), provide: 2-3 qualifying questions to ask the prospect and what a qualified answer looks like.

For a [job title] at a [company type] in [industry], generate a hypothesis sheet of likely business pains I can test in discovery. For each pain: the problem they experience, the business impact, the emotional impact on this person, and a diagnostic question I can ask to confirm whether this pain is present.

Create a discovery call debrief template I can fill in right after a call. Include fields for: prospect's stated pain points, implied pains I observed, key stakeholders mentioned, decision process and timeline, budget signals, competitive landscape, next steps committed to, and my overall opportunity assessment with a confidence score.

Write a post-discovery call email summarizing the needs uncovered in a conversation with [job title] at [company name]. Format: open with what I heard as their top challenge, reflect their stated goals, confirm the business impact they described, outline the agreed next steps, and invite them to correct anything I misunderstood. Professional, concise, empathetic.

My champion at [company type] is a [job title] who is supportive but struggles to sell our solution internally. Help me: identify what they need to be an effective internal champion, create talking points they can use with their [executive title] sponsor, anticipate the objections their internal stakeholders will raise, and provide supporting materials they can share.

Write an executive summary for a sales proposal to [company name] for [solution]. Structure: open with their business challenge (use their language from discovery: [summary of their pain]), describe the impact of the status quo, present our proposed solution in one paragraph, state 3 key outcomes they will achieve, and close with the proposed investment and ROI summary.

Help me build a ROI business case for selling [solution] to [company type]. They currently experience: [describe current cost or inefficiency]. My solution will reduce [metric] by [estimate]. I need to calculate: time saved, cost avoided, revenue enabled, and payback period. Use [company's stated metrics] and show the calculation logic clearly.

Help me structure a 30-minute sales presentation for [job title] and [other stakeholders] at [company type]. They care most about: [their priorities]. Structure the presentation using a problem-solution-proof-action framework. Include: opening hook, current state problem, future state vision, how we get there, proof (case study or data), and a clear next step.

Create an objection response playbook for the following common objections I hear when selling [solution] to [audience]: (1) [objection 1], (2) [objection 2], (3) [objection 3], (4) Your price is too high, (5) We're happy with our current solution, (6) Now is not the right time. For each, provide: an acknowledgment, a question to diagnose the real concern, and a confident response.

Help me prepare talking points for a prospect considering [competitor name] alongside my [solution]. I do not want to trash the competitor. Instead, identify: the 3 areas where we genuinely outperform them for [use case], how to neutralize the 2 areas where they are stronger, and the questions I should ask that will naturally shift the evaluation criteria in our favor.

Generate 10 trial close and buying signal questions I can use throughout a sales cycle for [solution]. Include: questions to test readiness at the end of a discovery call, questions to test alignment after a demo, questions to gauge urgency mid-cycle, and questions to use when I sense hesitation near the close. Natural, not pushy.

Write an email to reactivate a stalled deal with [job title] at [company name]. The deal has been quiet for [time period]. The last agreed next step was [what was agreed]. I want to re-establish momentum without appearing desperate. Offer something new: [new insight, new case study, urgency event, or honest direct question about what changed].

Create a mutual action plan (close plan) for a deal with [company name] targeting a close date of [date]. Work backward from the close date and list: all required steps, owners (prospect or my side), deadlines, dependencies, and red flags that would cause delays. This should be a document I can share with my champion to align on the path to close.

Create a Quarterly Business Review (QBR) agenda and preparation guide for my customer [company type] who uses [solution]. The QBR should cover: value delivered vs. goals set, key usage metrics and health score, challenges or friction points, roadmap preview, expansion opportunity discussion, and mutually agreed goals for next quarter. Duration: [time].

I manage an account at [company type] that currently uses [current solution/tier]. Based on the following indicators: [describe usage patterns, growth signals, or stated needs], help me identify the most relevant expansion opportunity to introduce. Help me build the case for the expansion and the ideal timing to raise it.

I have a customer at [company type] showing signs of churn risk: [describe warning signs]. Help me create a recovery plan covering: immediate actions to take in the next 7 days, a re-engagement conversation agenda, the core issue I need to address, stakeholders I need to involve, and success metrics to measure recovery over 90 days.

Draft a customer success story based on the following results achieved by my client [company type]: [describe outcomes]. Structure it as: the challenge before, the solution implemented, the measurable results, and a quote placeholder. Write two versions: a full case study (400 words) and a short social proof paragraph (75 words).

Write an email from me (account executive) to the executive sponsor at [customer company] at the [6-month / 1-year / renewal] milestone. Highlight: value delivered against their stated goals, top results from the past period, what we are building toward, and a request for a brief meeting to align on next year. Professional, results-focused, brief.