These prompts help working sales reps get follow-up emails, scripts, and sequences written in seconds. Each prompt produces ready-to-send content you can edit lightly and use immediately.
These prompts pair well with Jasper AI for Sales-specific tone control, or Copy.ai for fast iteration.
Cold Prospect Follow-Ups
You are a sales rep following up with a cold prospect who hasn’t responded to your initial outreach.
Prospect: {prospect_name} Company: {company_name} Industry: {industry} Initial touchpoint: {first_contact_method: email / LinkedIn / phone} Days since first contact: {days_elapsed} Pain point mentioned in research: {specific_pain_point} Your solution’s key benefit: {main_value_prop} Tone: {professional / casual / direct}
Write a 120-150 word follow-up email. Lead with a relevant industry insight or trend that connects to their pain point. Reference your previous contact briefly without being pushy. Close with one specific question about their {specific_pain_point} situation. Include a soft CTA for a 15-minute call.
When to use it: When you’ve reached out to a cold prospect 5-7 days ago and gotten radio silence. Your second touch needs to add value, not just repeat your pitch.
Pro tip: Research one recent company announcement, funding round, or industry challenge before filling in the pain point variable. Generic pain points get ignored.
You are a sales rep writing a breakup email to a cold prospect after 4 failed contact attempts.
Prospect: {prospect_name} Company: {company_name} Your product/service: {what_you_sell} Biggest benefit you offer: {primary_value_prop} Contact attempts made: {number_of_touches} Time period of outreach: {weeks_or_months} Referral request: {yes / no}
Write a 100-130 word breakup email. Acknowledge they’re probably not interested and you’ll stop reaching out. Mention the {primary_value_prop} one final time as a reminder of what they’re missing. If {referral_request} is yes, ask if they know someone else who might benefit. End professionally without burning bridges.
When to use it: After 3-4 unanswered follow-ups over 2-3 weeks. Breakup emails often get responses when nothing else worked.
Pro tip: Send breakup emails on Tuesday or Wednesday mornings. Avoid Mondays (too busy) and Fridays (people are checked out).
You are a sales rep following up after a prospect opened your email but didn’t respond.
Prospect: {prospect_name} Original email subject line: {previous_subject} Days since they opened it: {days_since_open} Specific benefit mentioned in original email: {benefit_mentioned} Industry challenge relevant to them: {current_industry_challenge} Your company name: {company_name} Meeting length you want: {15_min / 30_min}
Write a 90-110 word follow-up email. Reference that you know they saw your previous message about {benefit_mentioned}. Connect it to {current_industry_challenge} that’s affecting their industry right now. Keep it short and direct. Close with a specific meeting request for {meeting_length} to discuss how other companies are handling this challenge.
When to use it: When your email tracking shows they opened your email 3-5 days ago but didn’t reply. They showed interest by opening it.
Pro tip: Change your subject line completely. Don’t use “Re:” or “Following up” - treat it like a fresh email with a new angle.
You are a sales rep following up with a prospect who visited your website after your outreach.
Prospect: {prospect_name} Company: {company_name} Website pages they visited: {pages_visited} Days since website visit: {days_since_visit} Your original outreach topic: {original_message_topic} Specific feature/solution they viewed: {feature_they_checked} Industry: {industry} Call-to-action: {demo / call / meeting}
Write a 130-160 word follow-up email. Mention that you noticed they checked out {pages_visited} on your website. Connect their website behavior to {original_message_topic} from your first outreach. Highlight how {feature_they_checked} specifically helps {industry} companies. Close with a direct ask for {call_to_action} to show them exactly how it would work for their situation.
When to use it: When your website tracking or CRM shows prospect activity 1-3 days after your initial outreach. Strike while they’re researching.
Pro tip: Screenshot the specific page they visited and reference one detail from it. Shows you’re paying attention without being creepy.
You are a sales rep following up with a LinkedIn connection request that was accepted but ignored.
Prospect: {prospect_name} Their job title: {job_title} Company: {company_name} Days since they accepted connection: {days_since_connection} Mutual connection (if any): {mutual_contact} Their recent LinkedIn post topic: {recent_post_topic} Your solution category: {solution_type} Specific outcome you deliver: {measurable_outcome}
Write a 110-140 word LinkedIn message. Thank them for connecting. Reference their recent post about {recent_post_topic} and share a brief insight or question about it. Naturally transition to how {solution_type} solutions are helping {job_title}s achieve {measurable_outcome}. Close by asking for their perspective on the challenge rather than pushing for a meeting.
When to use it: 3-5 days after someone accepts your LinkedIn connection but doesn’t respond to your initial message. Lead with their content, not your pitch.
Pro tip: React to their LinkedIn post before sending this message. The notification primes them to see your follow-up message.
Demo Follow-Ups
You are a sales rep following up after giving a product demo to a prospect who seemed interested but hasn’t responded.
Prospect name: {prospect_name} Demo date: {demo_date} Features they were most interested in: {interested_features} Specific use case they mentioned: {their_use_case} Concerns or questions they raised: {concerns_raised} Next step discussed: {proposed_next_step} Decision timeline they mentioned: {timeline} Other stakeholders involved: {other_stakeholders}
Write a 180-220 word follow-up email. Reference specific parts of the demo conversation, especially {interested_features} and {their_use_case}. Address {concerns_raised} with a brief, confident response or offer to dive deeper. Remind them of {proposed_next_step} and {timeline}. If {other_stakeholders} are involved, offer resources they can share internally. Close with a specific next meeting request.
When to use it: 2-3 days after a demo when the prospect was engaged but hasn’t followed through on agreed next steps. They need a gentle push.
Pro tip: Attach a one-page summary of how your solution addresses their specific use case. Makes it easy for them to share with other stakeholders.
You are a sales rep following up with a prospect who attended your demo but raised pricing concerns.
Prospect: {prospect_name} Company size: {company_size} Budget concern mentioned: {specific_budget_concern} Current solution they’re using: {current_solution} Cost of their current solution: {current_cost} ROI metric relevant to them: {roi_metric} Implementation timeline: {timeline} Decision maker status: {is_decision_maker}
Write a 160-200 word follow-up email. Acknowledge their budget concern about {specific_budget_concern} directly. Compare total cost of ownership vs {current_solution}, not just upfront price. Provide a specific ROI calculation using {roi_metric} that shows payback period. If they’re not the decision maker, offer talking points they can use with leadership. Suggest a follow-up call to discuss creative pricing or phasing options.
When to use it: When a prospect likes your solution but stalled on price. Address the money objection head-on instead of dancing around it.
Pro tip: Research their current solution’s true cost including licenses, maintenance, and staff time. Your “expensive” solution often costs less than their status quo.
You are a sales rep following up after a demo where multiple stakeholders attended but the technical person had concerns.
Primary contact: {main_contact_name} Technical stakeholder: {technical_person_name} Technical concern raised: {specific_technical_concern} Integration mentioned: {integration_requirement} Security/compliance requirements: {compliance_needs} Technical documentation available: {docs_available} Implementation support offered: {support_level} Proof of concept option: {poc_available}
Write a 200-250 word follow-up email to {main_contact_name}. Acknowledge {technical_person_name}‘s concern about {specific_technical_concern} and provide a substantive response. Address {integration_requirement} and {compliance_needs} specifically. Offer {docs_available} for technical review and mention {support_level} during implementation. If appropriate, suggest a {poc_available} to prove technical viability. Close by asking to schedule a technical deep-dive session.
When to use it: After demos where the business buyer is interested but technical stakeholders raised implementation concerns. Bridge the gap between business and technical needs.
Pro tip: CC your technical team member on the follow-up so the prospect knows they’ll get expert-level answers, not sales responses.
You are a sales rep following up after a successful demo with a prospect who needs to present your solution to their team.
Champion name: {champion_name} Their internal presentation date: {presentation_date} Audience for their presentation: {presentation_audience} Key metrics that matter to leadership: {leadership_metrics} Competitive alternatives being considered: {competitors} Your strongest differentiator: {key_differentiator} ROI data points: {roi_numbers} Customer success story relevant to them: {customer_story}
Write a 220-280 word follow-up email providing presentation support. Create talking points they can use to present {key_differentiator} and {roi_numbers} to {presentation_audience}. Address how you compare to {competitors} on {leadership_metrics}. Include the {customer_story} as a concrete example. Offer to create a custom presentation deck or join the meeting to answer questions. Close by confirming you’ll follow up after {presentation_date}.
When to use it: When your champion needs to sell internally and you want to give them everything they need to succeed. Your deal depends on their presentation skills.
Pro tip: Offer to do a practice run with your champion before their real presentation. Helps them feel confident and surfaces objections early.
You are a sales rep following up after a demo where the prospect asked for references and case studies.
Prospect: {prospect_name} Industry: {industry} Company size: {company_size} Specific use case: {use_case} Results they want to achieve: {desired_outcomes} Reference customer 1: {reference_1} Reference customer 2: {reference_2} Case study metrics: {case_study_results} Reference call availability: {reference_call_option}
Write a 150-180 word follow-up email delivering the requested references. Introduce {reference_1} and {reference_2} as similar {industry} companies of {company_size} who implemented your solution for {use_case}. Highlight {case_study_results} that directly relate to {desired_outcomes}. Offer to arrange a {reference_call_option} with the most relevant customer. Include contact information but mention you’ll make the introduction. Close by asking when they’d like to speak with references.
When to use it: When prospects ask for references during or after demos. They’re serious about buying but need social proof to move forward.
Pro tip: Brief your reference customers on the prospect’s situation before connecting them. Better conversations lead to better outcomes.
Proposal Follow-Ups
You are a sales rep following up on a proposal you sent 5 days ago with no response.
Prospect: {prospect_name} Proposal sent date: {proposal_date} Proposal value: {deal_value} Key solution components: {main_components} Implementation timeline proposed: {timeline} Decision deadline mentioned: {decision_date} Main stakeholders involved: {stakeholders} Biggest competitive advantage in proposal: {competitive_edge}
Write a 140-170 word follow-up email. Reference the {proposal_date} when you sent the proposal for {deal_value}. Highlight {competitive_edge} as the key reason to choose your solution. Remind them of {decision_date} and ask about their timeline. Acknowledge that {stakeholders} might need time to review {main_components} and offer to answer questions. Close with a specific request for a 20-minute call to discuss their thoughts.
When to use it: When you sent a proposal and the prospect went dark. They might be overwhelmed by the decision or sharing it internally.
Pro tip: Send this follow-up at the same time of day you sent the original proposal. If they were available then, they might be available now.
You are a sales rep following up on a proposal where the prospect said they need more time to decide.
Prospect: {prospect_name} Reason for delay: {delay_reason} Additional time requested: {time_needed} Concerns mentioned: {specific_concerns} Budget approval status: {budget_status} Competing priorities: {other_priorities} Your proposal’s urgency factor: {urgency_reason} Flexibility you can offer: {flexible_terms}
Write a 180-220 word follow-up email. Acknowledge their need for {time_needed} due to {delay_reason}. Address {specific_concerns} with specific solutions or compromises. Reference {budget_status} and {other_priorities} to show you understand their situation. Introduce {urgency_reason} as a gentle reason to move forward sooner. Offer {flexible_terms} to make the decision easier. Close by proposing a brief check-in call to see how you can support their decision process.
When to use it: When prospects are interested but stalling due to internal issues, budget cycles, or competing priorities. Help them work through obstacles.
Pro tip: Research their fiscal year and budget cycles. “Need more time” often means “not in this quarter’s budget” and you can plan accordingly.
You are a sales rep following up after a prospect requested changes to your original proposal.
Prospect: {prospect_name} Original proposal value: {original_value} Requested changes: {changes_requested} New proposal value: {revised_value} Removed features: {removed_features} Added features: {added_features} Implementation impact: {timeline_change} Approval process: {approval_process}
Write a 160-200 word follow-up email with the revised proposal. Summarize {changes_requested} and confirm the new {revised_value}. Explain how {removed_features} and {added_features} affect the solution and {timeline_change}. Highlight that these changes better fit their requirements while maintaining core value. Ask about their {approval_process} for the revised proposal and timeline for decision. Close with a meeting request to walk through the changes together.
When to use it: After you’ve modified a proposal based on prospect feedback. Ensure they understand what changed and why it’s still valuable.
Pro tip: Create a side-by-side comparison showing original vs. revised proposal. Makes it easy to see exactly what changed and why.
You are a sales rep following up on a proposal that’s stuck in the prospect’s legal or procurement review.
Prospect: {prospect_name} Review stage: {legal / procurement / finance} Review timeline given: {review_timeline} Weeks in review: {weeks_elapsed} Specific sticking points: {review_issues} Contract terms you can modify: {flexible_terms} Standard resolution for this issue: {common_solution} Implementation start date impact: {timeline_impact}
Write a 170-200 word follow-up email. Reference that it’s been {weeks_elapsed} weeks since the proposal went to {review_stage}. Acknowledge that {review_issues} often come up in this process. Proactively offer {flexible_terms} or {common_solution} that usually resolves these concerns. Mention {timeline_impact} on their implementation if approval extends much longer. Offer to speak directly with their {review_stage} team to expedite resolution. Close by asking for an updated timeline.
When to use it: When your proposal is stuck in legal, procurement, or finance review beyond the expected timeline. Be proactive about common roadblocks.
Pro tip: Have your legal team create one-page explanations of your most commonly questioned contract terms. Speeds up legal reviews significantly.
You are a sales rep following up on a proposal where the prospect is comparing you to competitors.
Prospect: {prospect_name} Known competitors: {competitor_names} Your key advantages: {competitive_advantages} Prospect’s top priorities: {decision_criteria} Areas where competitors might be stronger: {competitor_strengths} Your unique value proposition: {unique_differentiator} Customer proof point: {relevant_customer_example} Decision timeline: {decision_timeframe}
Write a 200-250 word follow-up email. Acknowledge they’re evaluating {competitor_names} and that’s smart due diligence. Focus on {competitive_advantages} that align with their {decision_criteria}. Address {competitor_strengths} honestly but highlight why {unique_differentiator} matters more for their situation. Include {relevant_customer_example} as proof. Offer a final presentation to address any remaining questions before their {decision_timeframe}. Close with confidence in your solution’s fit.
When to use it: When you know you’re in a competitive deal and the prospect is making final comparisons. Reinforce your strengths without bashing competitors.
Pro tip: Create a one-page competitive comparison that focuses on outcomes, not features. Show how you deliver better results, not just different capabilities.
Nurture Sequences
You are a sales rep writing a long-term nurture email for prospects not ready to buy now.
Prospect: {prospect_name} Industry: {industry} Reason not ready: {delay_reason} Timeline they mentioned: {future_timeline} Industry trend relevant to them: {relevant_trend} Your solution category: {solution_category} Educational resource: {resource_type} Touch frequency: {monthly / quarterly}
Write a 160-180 word nurture email. Reference your previous conversation and their {delay_reason} for waiting until {future_timeline}. Share insights about {relevant_trend} affecting {industry} companies. Connect it to why {solution_category} will be even more important by {future_timeline}. Offer {resource_type} to help them prepare for that timeline. Set expectation that you’ll check in {touch_frequency} with relevant insights. No pressure to meet now.
When to use it: For prospects who like your solution but won’t buy for 6+ months due to budget cycles, current contracts, or other timing issues.
Pro tip: Put these prospects in a separate CRM campaign so you don’t lose track of them. Set reminders for 30 days before their indicated timeline.
You are a sales rep following up with a prospect who went with a competitor but might churn.
Prospect: {prospect_name} Competitor they chose: {competitor_name} Months since their decision: {months_elapsed} Reason they chose competitor: {competitor_advantage} Implementation challenges they likely face: {common_competitor_issues} Contract length typical for competitor: {contract_duration} Your advantage over competitor: {your_advantage} Value you uniquely provide: {unique_value}
Write a 130-160 word nurture email. Congratulate them on their {competitor_name} implementation {months_elapsed} months ago. Ask how it’s going and if they’re seeing the results they expected. Subtly reference that {common_competitor_issues} often come up around this timeline. Share a quick insight about {your_advantage} that might be relevant as they scale their usage. Offer to be a resource if they ever want to discuss optimizing their current solution. Keep the door open without being pushy.
When to use it: 6-12 months after losing a deal to a competitor, especially if you know their typical churn timeline or contract length.
Pro tip: Set Google Alerts for their company name and the competitor’s name. News about implementation challenges gives you natural reasons to reach out.
You are a sales rep nurturing a prospect whose project got cancelled or postponed indefinitely.
Prospect: {prospect_name} Original project: {project_description} Cancellation reason: {cancellation_reason} Budget reallocation: {where_budget_went} Timeline for reconsideration: {future_possibility} Alternative project they mentioned: {alternative_project} Industry challenge driving future need: {future_driver} Relevant insight you can share: {valuable_insight}
Write a 140-170 word follow-up email. Reference that {project_description} got postponed due to {cancellation_reason}. Share {valuable_insight} about how other companies are handling {future_driver} challenges. Mention that when {alternative_project} or similar initiatives come up, your solution could be relevant. Offer to stay connected with occasional industry insights that might help their broader goals. Position yourself as a resource, not a vendor waiting to pounce.
When to use it: When budget cuts or strategic shifts kill your deal through no fault of yours or theirs. Maintain the relationship for future opportunities.
Pro tip: Connect with multiple people at the company on LinkedIn. When budget returns, it might come through a different department or initiative.
You are a sales rep following up with a former customer whose contract expired and wasn’t renewed.
Former customer: {customer_name} Contract end date: {contract_end_date} Reason for non-renewal: {non_renewal_reason} Alternative they chose: {alternative_solution} Relationship quality during contract: {relationship_status} New improvements since they left: {product_improvements} Changed pricing or terms: {new_terms_available} Original champion still there: {champion_status}
Write a 150-180 word win-back email. Reference when their contract ended and acknowledge {non_renewal_reason} as a valid decision at the time. Mention {product_improvements} that address their original concerns and {new_terms_available} that might change their calculation. Ask how {alternative_solution} is working for them. Position potential return as worth exploring, not urgent. Close by asking for a brief call to share what’s new and understand their current situation.
When to use it: 6-12 months after losing a customer to budget cuts, feature gaps, or competitive alternatives. They know your value already.
Pro tip: Research their current solution’s weaknesses and have specific examples of how your recent improvements address those gaps. Former customers know your strengths already.
You are a sales rep reaching out to prospects who downloaded your content but never engaged with sales.
Prospect: {prospect_name} Content they downloaded: {content_downloaded} Download date: {download_date} Job title: {job_title} Company: {company_name} Content topic relevance: {why_topic_matters} Related challenge you solve: {relevant_problem} Next logical step: {next_resource}
Write a 120-150 word follow-up email. Reference that they downloaded {content_downloaded} about {content_topic_relevance} {download_date}. Ask