30 Claude Prompts for Customer Success Managers
Paste your account details into these and get onboarding plans, health score writeups, renewal decks, and expansion pitches back in minutes, not hours.
In short: This page contains 30 copy-paste ready prompts, organized into 6 categories with a description and pro tip for each. The first 5 prompts are free instantly, no signup needed. Hand-curated and tested by the AI Academy team.
Onboarding Plans
5 promptsNew Customer Onboarding Plan
1/30✨ What it does
Produces a week by week onboarding plan with owners and success criteria for a new account.
You are a senior customer success manager who has onboarded hundreds of accounts at a B2B SaaS company. <context> I just closed a new customer and need a structured onboarding plan before our kickoff call. </context> <inputs> - Customer name: [CUSTOMER NAME] - Product or plan purchased: [PRODUCT OR PLAN NAME] - Contract value: [ANNUAL CONTRACT VALUE] - Primary use case: [PRIMARY USE CASE] - Key stakeholders and roles: [STAKEHOLDER NAMES AND TITLES] - Target time to first value: [NUMBER] weeks </inputs> <task> Build a week by week onboarding plan from kickoff through the target time to first value, with milestones, owners, and success criteria for each week. </task> <constraints> Keep it to 4 to 6 weeks unless the target time to value requires more. Assign each milestone to either the CSM or the customer, not both. Avoid vague milestones like get set up, name the exact action instead. </constraints> <format> A table with columns: Week, Milestone, Owner, Success Criteria. Add a short paragraph above the table naming the single metric that proves onboarding succeeded. </format>
Pro tip: Paste the actual stakeholder titles, not just names, so Claude can flag if you are missing an executive sponsor.
Kickoff Call Agenda
2/30✨ What it does
Produces a minute by minute kickoff call agenda plus discovery questions.
You are a customer success manager preparing for a first kickoff call with a new account. <context> I have a 30 minute kickoff call scheduled and want an agenda that builds trust while getting the information I need. </context> <inputs> - Customer name: [CUSTOMER NAME] - Call length: [CALL LENGTH IN MINUTES] - Attendees on their side: [ATTENDEE NAMES AND ROLES] - What sales told us about their goals: [GOALS FROM SALES HANDOFF] - Known risks or concerns: [KNOWN RISKS] </inputs> <task> Write a minute by minute kickoff call agenda that introduces the team, confirms goals, sets expectations, and ends with clear next steps. </task> <constraints> Fit inside the call length given. Leave at least 10 minutes for the customer to talk about their goals in their own words. Do not open with a slide deck heavy company pitch, this call is about them. </constraints> <format> A time blocked agenda with minute ranges and the goal of each block, followed by a short list of 5 discovery questions to ask during the goals discussion. </format>
Pro tip: Include what sales already told you so Claude does not repeat questions the customer already answered during the sales process.
Onboarding Email Sequence
3/30✨ What it does
Produces a full onboarding email sequence with subject lines tied to setup steps.
You are a customer success manager writing the onboarding email sequence a new customer receives after signing. <context> I need a sequence of emails that guides a new customer through setup without me manually writing each one. </context> <inputs> - Product name: [PRODUCT NAME] - Number of emails in sequence: [NUMBER OF EMAILS] - Key setup steps in order: [SETUP STEP 1, SETUP STEP 2, SETUP STEP 3] - Support contact for questions: [SUPPORT EMAIL OR SLACK CHANNEL] - Tone: [TONE, e.g. friendly and direct] </inputs> <task> Write the full email sequence, one email per setup step, each with a subject line and body that tells the customer exactly what to do next. </task> <constraints> Each email body under 120 words. No exclamation marks stacked in a row. Every email ends with one clear call to action, never more than one. Avoid hype adjectives entirely, plain and direct only. </constraints> <format> List each email as Email 1, Email 2, and so on, each with a Subject line and Body, in the order the customer should receive them. </format>
Pro tip: List setup steps in the exact order the product requires them, Claude will mirror that order in the emails.
Onboarding Risk Flag Summary
4/30✨ What it does
Produces a status table flagging which onboarding accounts are on track, at risk, or stalled.
You are a customer success manager tracking onboarding progress across a portfolio of accounts. <context> I am halfway through onboarding several accounts and need to flag which ones are falling behind before they become renewal risks. </context> <inputs> - Accounts and their onboarding start dates: [ACCOUNT LIST WITH START DATES] - Target onboarding length: [TARGET LENGTH IN WEEKS] - Completed milestones per account: [MILESTONES COMPLETED PER ACCOUNT] - Stakeholder engagement notes: [ENGAGEMENT NOTES, e.g. no response in 2 weeks] </inputs> <task> Review each account against its target timeline and flag which ones are on track, at risk, or stalled, with a one line reason for each flag. </task> <constraints> Only flag an account at risk if it is genuinely behind schedule or stakeholder engagement has dropped, do not flag accounts just for being slightly slower. Base every reason on the data given, do not invent activity that was not mentioned. </constraints> <format> A table with columns: Account, Status, Reason, Recommended Next Action. </format>
Pro tip: Update the engagement notes weekly, this prompt is only as accurate as the last activity you feed it.
Handoff Brief from Sales to Success
5/30✨ What it does
Turns raw sales call notes into a structured handoff brief with flagged commitments.
You are a customer success manager receiving a new account handed off from the sales team. <context> Sales sent me raw call notes and a signed contract, and I need a clean handoff brief before I contact the customer. </context> <inputs> - Raw sales call notes: [PASTE SALES CALL NOTES] - Contract terms summary: [CONTRACT TERMS SUMMARY] - Sales rep name: [SALES REP NAME] - Any promises made during the sales cycle: [PROMISES MADE, e.g. custom report by month 2] </inputs> <task> Turn the raw notes into a structured handoff brief covering the customer's stated goals, buying reasons, key stakeholders, and any commitments made during the sales process that I now need to honor. </task> <constraints> Flag any promise made during the sales cycle that sounds unrealistic or outside standard scope, do not just repeat it as fact. Keep the brief under 300 words. Do not add commentary on the sales rep's performance. </constraints> <format> Sections in this order: Customer Goals, Key Stakeholders, Commitments Made, Flags for Follow Up. </format>
Pro tip: Paste the sales notes verbatim, even if messy, Claude extracts structure better from raw text than from your paraphrase.
Health Scores
5 promptsAccount Health Score Writeup
6/30✨ What it does
Produces a green, yellow, or red health score writeup with the reasoning behind it.
You are a customer success manager who scores account health for a quarterly business review with leadership. <context> I need to turn raw usage and engagement data into a clear health score writeup for one account. </context> <inputs> - Account name: [ACCOUNT NAME] - Product usage trend: [USAGE TREND, e.g. down 15 percent over 60 days] - Support ticket volume and sentiment: [TICKET VOLUME AND SENTIMENT] - Stakeholder engagement: [ENGAGEMENT LEVEL, e.g. champion left the company] - Contract renewal date: [RENEWAL DATE] </inputs> <task> Write a health score summary that assigns a rating of green, yellow, or red, explains the reasoning behind that rating, and lists the top 3 factors driving it. </task> <constraints> Base the rating only on the data given, do not soften a red rating to yellow to be polite. Keep the writeup under 200 words. Avoid vague filler adjectives entirely. </constraints> <format> Start with the rating in bold, then a short paragraph of reasoning, then a bulleted list of the top 3 driving factors. </format>
Pro tip: Feed the actual usage numbers, not your gut feeling, the rating is only useful if it is grounded in real data.
Health Score Trend Explanation
7/30✨ What it does
Explains why an account's health score dropped and what is already being done about it.
You are a customer success manager explaining a health score change to your VP of Customer Success. <context> An account's health score dropped from last quarter and my VP wants to know why before the renewal conversation. </context> <inputs> - Account name: [ACCOUNT NAME] - Previous health score: [PREVIOUS SCORE] - Current health score: [CURRENT SCORE] - Changes in the account over the period: [CHANGES, e.g. lost champion, feature adoption dropped] - Any actions already taken: [ACTIONS TAKEN, e.g. scheduled exec check in] </inputs> <task> Write a short explanation of why the score dropped, tying each change directly to the score movement, and state what is already being done about it. </task> <constraints> Do not speculate about causes that were not listed in the changes. Keep it to 3 short paragraphs maximum. Be direct about risk level, do not bury bad news in soft language. </constraints> <format> Three paragraphs: What Changed, Why It Matters, What We Are Doing About It. </format>
Pro tip: List the actions already taken even if they are small, it shows leadership the account is not being ignored.
Health Score Rubric Builder
8/30✨ What it does
Produces a scoring rubric with numeric thresholds per health tier to standardize CSM ratings.
You are a customer success operations lead designing a scoring rubric for how CSMs rate account health. <context> Our team scores accounts inconsistently right now and I need a rubric everyone can apply the same way. </context> <inputs> - Signals we currently track: [SIGNALS, e.g. login frequency, feature adoption, support tickets, NPS] - Number of tiers wanted: [NUMBER OF TIERS, e.g. 3 or 5] - Team size using this rubric: [TEAM SIZE] - Biggest current disagreement between CSMs: [DISAGREEMENT DESCRIPTION] </inputs> <task> Build a scoring rubric that defines exactly what values on each signal push an account into each health tier, so two different CSMs would score the same account the same way. </task> <constraints> Every tier boundary must use a specific number or condition, not a vague word like low or high on its own. Keep the rubric to one page for a team of [TEAM SIZE]. Address the specific disagreement mentioned directly. </constraints> <format> A table with rows for each signal and columns for each health tier, showing the exact threshold for that signal in that tier. End with one paragraph resolving the stated disagreement. </format>
Pro tip: Name the exact disagreement your team has, Claude will design the rubric to close that specific gap rather than a generic one.
Low Usage Alert Message
9/30✨ What it does
Writes a low usage outreach email that re-engages without sounding like a sales pitch.
You are a customer success manager reaching out to a customer whose product usage has dropped sharply. <context> Usage data shows this account has gone quiet and I want to check in without sounding like a sales pitch. </context> <inputs> - Customer name: [CONTACT NAME] - Account name: [ACCOUNT NAME] - Usage drop specifics: [USAGE DROP DETAILS, e.g. no logins in 21 days] - Feature they used most before the drop: [MOST USED FEATURE] - My relationship history with this contact: [RELATIONSHIP HISTORY, e.g. spoke last at kickoff only] </inputs> <task> Write a short outreach message that names the usage drop honestly, offers a specific reason to re-engage, and asks one clear question. </task> <constraints> Under 120 words. Do not guilt trip the customer about not using the product. Do not mention contract value or renewal, this is a relationship check in, not a sales push. </constraints> <format> A single email with a subject line and body, ready to send. </format>
Pro tip: Mention the feature they used most before going quiet, referencing something specific always lands better than a generic check in.
Portfolio Health Roll-Up
10/30✨ What it does
Rolls up portfolio wide account health into a manager ready weekly summary.
You are a customer success manager preparing a portfolio summary for your manager's weekly review. <context> I manage a book of accounts and need a roll up of health status across all of them before our 1 on 1. </context> <inputs> - List of accounts with current health rating: [ACCOUNT LIST WITH RATINGS] - Total portfolio ARR: [TOTAL ARR] - Accounts that changed rating this week: [ACCOUNTS THAT CHANGED, with old and new rating] - My top 2 concerns this week: [TOP CONCERNS] </inputs> <task> Summarize the portfolio health at a glance, highlight which accounts changed rating and why that matters given their ARR, and surface my top concerns clearly. </task> <constraints> Lead with the accounts that got worse, not the ones that improved. Keep the summary to half a page. Do not list every account individually if nothing changed, group stable accounts together. </constraints> <format> Sections: Portfolio Snapshot (one line with counts per rating), Rating Changes This Week, Top Concerns, Stable Accounts (grouped, one line). </format>
Pro tip: List ARR next to each account so Claude weights the summary toward the accounts that matter most financially, not just the loudest ones.
Escalation Handling
5 promptsEscalation Response Draft
11/30✨ What it does
Drafts an escalation response email that acknowledges frustration and gives a concrete resolution timeline.
You are a customer success manager responding to an angry customer who just escalated an issue to your leadership team. <context> A customer emailed my VP directly about an unresolved problem and I need to respond quickly and rebuild trust. </context> <inputs> - Customer name: [CUSTOMER NAME] - Original issue: [ORIGINAL ISSUE DESCRIPTION] - What has already been tried: [ATTEMPTED FIXES] - Root cause if known: [ROOT CAUSE OR UNKNOWN] - Timeline for full resolution: [RESOLUTION TIMELINE] </inputs> <task> Write a response that acknowledges the frustration directly, explains what happened without over-explaining, states what is being done, and gives a specific timeline. </task> <constraints> Do not use the phrase we apologize for any inconvenience. Do not promise a timeline shorter than the one given. Keep it under 150 words. No corporate hedging language. </constraints> <format> A single email, ready to send, with a subject line. </format>
Pro tip: Give the real timeline even if it is slow, a specific honest date builds more trust than a vague promise of soon.
Internal Escalation Brief
12/30✨ What it does
Produces an internal escalation brief that frames a customer issue in business terms for engineering leadership.
You are a customer success manager escalating a customer issue internally to engineering and product leadership. <context> I need engineering to prioritize a fix and the request will get ignored unless the business impact is clear. </context> <inputs> - Account name and ARR: [ACCOUNT NAME AND ARR] - Issue description: [ISSUE DESCRIPTION] - Business impact on the customer: [BUSINESS IMPACT] - How long the issue has been open: [DURATION OPEN] - Renewal or expansion date at risk: [DATE AT RISK] </inputs> <task> Write an internal escalation brief that gives engineering leadership everything needed to prioritize this without a follow up meeting. </task> <constraints> Lead with business impact, not technical detail. State the deadline that matters and why. Do not exaggerate the impact beyond what is described. Keep it under 200 words. </constraints> <format> Sections: Account and Stakes, Issue Summary, Business Impact, Deadline, Ask. </format>
Pro tip: Name the exact renewal or expansion date at risk, a concrete deadline gets prioritized faster than a general sense of urgency.
Post-Escalation Recovery Plan
13/30✨ What it does
Builds a trust recovery plan with concrete touchpoints between an escalation and the next renewal.
You are a customer success manager rebuilding trust with an account after a major escalation was resolved. <context> The technical issue is fixed but the relationship took damage and I need a plan to rebuild confidence before renewal. </context> <inputs> - Account name: [ACCOUNT NAME] - What went wrong: [WHAT WENT WRONG] - How it was resolved: [RESOLUTION SUMMARY] - Time until renewal: [TIME UNTIL RENEWAL] - Key stakeholder who was most affected: [KEY STAKEHOLDER NAME AND ROLE] </inputs> <task> Build a recovery plan with specific touchpoints between now and renewal that rebuild trust, including at least one gesture that shows accountability, not just an apology. </task> <constraints> Do not suggest a discount as the primary gesture unless specifically asked for one. Keep the plan to 4 or fewer touchpoints so it feels achievable, not another burden on the customer. Name a specific owner for each touchpoint. </constraints> <format> A table with columns: Touchpoint, Purpose, Owner, Target Date. </format>
Pro tip: Name the specific stakeholder most affected, the recovery plan should speak to that person's concern first, not the whole account generically.
Escalation Root Cause Summary
14/30✨ What it does
Writes an internal root cause retrospective for a closed escalation with a process fix recommendation.
You are a customer success manager writing a root cause summary after closing out a customer escalation. <context> Leadership wants a short retrospective on what caused the escalation so we can prevent it happening to other accounts. </context> <inputs> - Account name: [ACCOUNT NAME] - Timeline of events: [TIMELINE OF EVENTS] - Root cause identified: [ROOT CAUSE] - Where the process broke down internally: [INTERNAL BREAKDOWN POINT] - Suggested process fix: [SUGGESTED FIX] </inputs> <task> Write a root cause summary that is honest about where our own process failed, not just what the customer experienced, and ends with a concrete recommendation. </task> <constraints> Do not assign blame to a specific individual by name, focus on the process. Keep it under 250 words. Be specific about the internal breakdown, do not gloss over it. </constraints> <format> Sections: Timeline, Root Cause, Where Our Process Failed, Recommendation. </format>
Pro tip: Focus the breakdown on the process, not a person, this makes the summary safer to circulate widely and more likely to drive an actual fix.
Difficult Stakeholder Prep
15/30✨ What it does
Preps talking points and objection responses for a call with a known difficult stakeholder.
You are a customer success manager preparing for a call with a stakeholder who has been consistently difficult and dismissive. <context> I have a call coming up with a stakeholder who shuts down conversations quickly and I want to walk in prepared. </context> <inputs> - Stakeholder name and role: [STAKEHOLDER NAME AND ROLE] - History of past interactions: [PAST INTERACTION NOTES] - Topic of the upcoming call: [CALL TOPIC] - What I need from this call: [DESIRED OUTCOME] </inputs> <task> Prepare talking points and likely objections for this call, along with a response to each objection based on the stakeholder's known pattern of behavior. </task> <constraints> Base the predicted objections only on the history given, do not invent a personality that was not described. Keep talking points short enough to glance at during the call, not a script to read word for word. </constraints> <format> Two columns: Likely Objection, My Response. End with one sentence naming the single outcome I must walk away with. </format>
Pro tip: Be honest in the past interaction notes, including your own missteps, Claude can only predict real objections from real history.
These prompts give you the what. Tutorials give you the why.
Learn when to use extended thinking, how to build Claude Projects, and workflows that compound. 300+ tutorials and growing.
Renewal Prep
5 promptsRenewal Risk Assessment
16/30✨ What it does
Assesses renewal risk level and ranks the top risk factors with a recommended next action.
You are a customer success manager assessing renewal risk 90 days out from a contract end date. <context> I need an honest risk read on this account before I brief my manager on the renewal. </context> <inputs> - Account name and ARR: [ACCOUNT NAME AND ARR] - Days until renewal: [DAYS UNTIL RENEWAL] - Usage trend: [USAGE TREND] - Stakeholder relationship status: [STAKEHOLDER STATUS, e.g. champion is engaged, economic buyer unknown] - Competitive threats mentioned by the customer: [COMPETITIVE THREATS OR NONE MENTIONED] </inputs> <task> Assess the renewal risk level, name the top 3 risk factors in order of severity, and recommend the single next action that would most improve the odds of renewal. </task> <constraints> Do not rate the risk as low just because usage looks fine if the stakeholder relationship is weak, both matter. Be specific about which risk factor is most urgent. Under 200 words. </constraints> <format> Start with a risk level (Low, Medium, High), then a numbered list of the top 3 risk factors, then one paragraph on the recommended next action. </format>
Pro tip: Note explicitly if the economic buyer relationship is unknown, missing information about the actual decision maker is itself a risk factor.
Renewal Conversation Talking Points
17/30✨ What it does
Builds renewal call talking points that open with results and handle pricing and objections directly.
You are a customer success manager preparing for the renewal conversation itself with the decision maker. <context> I have the renewal call scheduled and want to lead with value delivered rather than just asking them to sign. </context> <inputs> - Customer name and role: [CUSTOMER NAME AND ROLE] - Contract value and term length: [CONTRACT VALUE AND TERM] - Results achieved since signing: [RESULTS ACHIEVED, with numbers if available] - Any pricing change for this renewal: [PRICING CHANGE OR NONE] - Known objections from past conversations: [KNOWN OBJECTIONS] </inputs> <task> Build talking points for the renewal call that open with concrete results achieved, address the pricing change directly if there is one, and prepare responses to the known objections. </task> <constraints> Lead with results, not price. Do not apologize for a price increase if one exists, state the reasoning plainly instead. Keep talking points to bullet phrases, not full paragraphs. </constraints> <format> Sections: Opening (Results Achieved), Pricing Discussion, Objection Responses, Close (the specific ask). </format>
Pro tip: Put real numbers in results achieved wherever you have them, a specific metric is far more persuasive than a general claim of success.
Renewal Business Case Document
18/30✨ What it does
Writes a one page internal business case a customer champion can forward to justify renewal spend.
You are a customer success manager writing a business case document the customer's champion can use internally to justify renewal spend. <context> My champion needs to defend this renewal to their own finance team and asked me for something they can forward. </context> <inputs> - Customer name: [CUSTOMER NAME] - Renewal amount: [RENEWAL AMOUNT] - Quantifiable results since signing: [QUANTIFIABLE RESULTS] - Team or process the product supports: [TEAM OR PROCESS] - Champion's name and title: [CHAMPION NAME AND TITLE] </inputs> <task> Write a one page business case the champion can forward internally, framed as if a stakeholder inside their company is asking why this spend is worth renewing. </task> <constraints> Write it from the champion's perspective, defending the spend, not from our company selling itself. Use only the quantifiable results given, do not invent numbers. Keep it to one page. </constraints> <format> Sections: Summary, Results to Date, Cost of Not Renewing, Recommendation. Address it as an internal memo the champion is sending to their own leadership. </format>
Pro tip: Write it in the champion's voice defending the purchase, not your company's voice pitching it, that framing is what makes it usable internally.
Multi-Year Renewal Proposal Outline
19/30✨ What it does
Outlines a multi year renewal proposal tied to the customer's own stated long term plans.
You are a customer success manager pitching a multi year renewal instead of a standard annual renewal. <context> I want to propose a multi year term to this account to lock in revenue and reduce renewal churn risk next year. </context> <inputs> - Account name and current ARR: [ACCOUNT NAME AND ARR] - Proposed term length: [PROPOSED TERM LENGTH] - Discount or incentive being offered: [DISCOUNT OR INCENTIVE] - Customer's stated long term plans: [CUSTOMER LONG TERM PLANS] - Any hesitations they have expressed: [HESITATIONS] </inputs> <task> Outline a proposal that frames the multi year term as aligned with the customer's own stated long term plans, addresses their hesitations directly, and states the incentive clearly. </task> <constraints> Do not oversell the discount as the main reason to sign, tie it to their stated plans instead. Address every hesitation listed, do not skip one. Keep the outline to one page. </constraints> <format> Sections: Why Multi Year Fits Your Plans, Terms and Incentive, Addressing Your Questions, Next Steps. </format>
Pro tip: List every hesitation the customer has voiced, even minor ones, the proposal is weaker if it dodges a known objection.
Renewal Debrief Notes
20/30✨ What it does
Captures a renewal outcome, the customer's stated reasoning, and one team level lesson while it is fresh.
You are a customer success manager writing up notes right after a renewal closed, win or loss. <context> I just finished the renewal conversation and want to capture what happened while it is fresh, for both CRM records and team learning. </context> <inputs> - Account name: [ACCOUNT NAME] - Outcome: [OUTCOME, e.g. renewed at same price, renewed with discount, churned] - What the customer said drove their decision: [CUSTOMER'S STATED REASONING] - What I would do differently next time: [MY OWN REFLECTION] - Any competitor mentioned: [COMPETITOR NAME OR NONE] </inputs> <task> Write a renewal debrief that captures the outcome, the customer's real reasoning, and one lesson the team should take from this specific renewal. </task> <constraints> Be honest even if the outcome was a loss, do not soften it for the record. Keep it under 150 words. If a competitor was mentioned, name it plainly, do not vague it out. </constraints> <format> Sections: Outcome, Customer's Reasoning, Lesson for the Team. </format>
Pro tip: Write the debrief the same day, waiting even a week means Claude has to work from your fading memory instead of fresh detail.
Expansion Conversations
5 promptsExpansion Opportunity Spotter
21/30✨ What it does
Identifies the single most credible expansion opportunity in an account based on real usage and goals.
You are a customer success manager looking for expansion opportunities inside an existing account. <context> This account is healthy and I want to find a genuine expansion angle before I bring it up, not just push more seats. </context> <inputs> - Account name and current plan: [ACCOUNT NAME AND CURRENT PLAN] - Current usage pattern: [USAGE PATTERN] - Teams or departments not yet using the product: [TEAMS NOT USING PRODUCT] - Stated goals for this year: [STATED GOALS] - Available upsell products or tiers: [AVAILABLE UPSELL OPTIONS] </inputs> <task> Identify the single most credible expansion opportunity based on their actual usage and goals, and explain why it fits before naming the product or tier to pitch. </task> <constraints> Do not recommend the most expensive option by default, recommend the one that actually fits the usage pattern and goals described. If no credible opportunity exists yet, say so directly instead of forcing one. </constraints> <format> One paragraph on the opportunity and why it fits, followed by the specific product or tier recommendation in bold. </format>
Pro tip: Include teams not yet using the product, that gap is often the clearest expansion signal, more reliable than usage volume alone.
Expansion Pitch Email
22/30✨ What it does
Writes an expansion pitch email grounded in the customer's own usage evidence and a specific problem it solves.
You are a customer success manager writing an expansion pitch to a happy, engaged customer. <context> I identified a genuine expansion fit and want to raise it in a way that feels helpful, not like a sales push. </context> <inputs> - Customer name: [CUSTOMER NAME] - Current plan: [CURRENT PLAN] - Recommended upgrade or add-on: [RECOMMENDED UPGRADE] - Specific problem this solves for them: [SPECIFIC PROBLEM SOLVED] - Evidence from their own usage supporting this: [USAGE EVIDENCE] </inputs> <task> Write an email that references their own usage evidence, names the specific problem the upgrade solves, and asks for a short call rather than pushing for an immediate yes. </task> <constraints> Under 130 words. Skip hype verbs. Frame it as solving their problem, not as a revenue opportunity for us. </constraints> <format> A single email with subject line and body, ready to send. </format>
Pro tip: Cite actual usage evidence in the email itself, customers respond far better to being shown their own data than to a generic upsell pitch.
Expansion Business Case for Buyer
23/30✨ What it does
Builds a half page expansion business case framed around the specific approver's stated priority.
You are a customer success manager building the internal case an economic buyer needs to approve an expansion purchase. <context> My champion supports the expansion but needs to convince their own finance or procurement approver, and I want to give them ammunition. </context> <inputs> - Account name: [ACCOUNT NAME] - Expansion cost: [EXPANSION COST] - Current ROI from existing product usage: [CURRENT ROI OR RESULTS] - Expected impact of the expansion: [EXPECTED IMPACT] - Approver's likely priority: [APPROVER PRIORITY, e.g. cost control, headcount efficiency] </inputs> <task> Build a short business case that connects current proven ROI to the expected impact of the expansion, framed around the approver's stated priority. </task> <constraints> Do not inflate the expected impact beyond what is described. Speak directly to the approver's stated priority, not a generic value pitch. Keep it to half a page. </constraints> <format> Sections: Proven Results So Far, Expansion Ask and Cost, Expected Impact, Why This Matters for [APPROVER PRIORITY]. </format>
Pro tip: Name the approver's actual priority rather than a generic one, the framing shifts significantly between cost control and growth priorities.
Cross-Sell Discovery Questions
24/30✨ What it does
Produces 5 natural discovery questions calibrated to relationship warmth that surface cross sell signals.
You are a customer success manager preparing discovery questions to uncover cross sell opportunities on an upcoming call. <context> I have a regular check in call coming up and want to naturally surface whether other teams or use cases could benefit from additional products. </context> <inputs> - Account name: [ACCOUNT NAME] - Products they currently use: [CURRENT PRODUCTS] - Products not yet adopted: [PRODUCTS NOT ADOPTED] - Known company structure or departments: [COMPANY STRUCTURE] - Relationship warmth with this contact: [RELATIONSHIP WARMTH, e.g. strong trust, still building rapport] </inputs> <task> Write 5 discovery questions that naturally surface cross sell opportunities without feeling like an interrogation or a sales script. </task> <constraints> Questions must sound like genuine curiosity about their business, not lead-ins to a pitch. Match the tone to the relationship warmth given, more direct if trust is strong, softer if still building rapport. No question should mention pricing. </constraints> <format> A numbered list of 5 questions, each with a one line note on what cross sell signal a positive answer would reveal. </format>
Pro tip: Be honest about relationship warmth, pushing direct questions too early with a cold contact usually backfires.
Expansion Follow-Up After a Yes
25/30✨ What it does
Writes a same day follow up email that locks in a verbal expansion agreement with a concrete next step.
You are a customer success manager following up right after a customer verbally agreed to an expansion during a call. <context> The customer said yes to an expansion on our call and I need to send a follow up that locks it in before momentum fades. </context> <inputs> - Customer name: [CUSTOMER NAME] - What they agreed to: [WHAT WAS AGREED] - Next step needed to finalize: [NEXT STEP, e.g. sign order form, internal approval] - Timeline they mentioned: [TIMELINE MENTIONED] - Anyone else who needs to be looped in: [ADDITIONAL STAKEHOLDERS OR NONE] </inputs> <task> Write a follow up email that confirms what was agreed in writing, states the exact next step, and references the timeline they gave so it feels like their own commitment, not pressure from us. </task> <constraints> Under 100 words. Do not introduce new asks beyond what was agreed on the call. If additional stakeholders need looping in, name the action for that clearly. </constraints> <format> A single email with subject line and body, ready to send within the hour. </format>
Pro tip: Send this within an hour of the call, referencing their own timeline back to them works best while the conversation is still fresh in their mind.
Most people use 10% of Claude. Tutorials unlock the rest.
AI Academy: 300+ hands-on tutorials on Claude, ChatGPT, Midjourney, and 50+ AI tools. New tutorials added every week.
QBRs and Reporting
5 promptsQuarterly Business Review Outline
26/30✨ What it does
Outlines a quarterly business review structure that leads with results and addresses open issues honestly.
You are a customer success manager building the outline for a quarterly business review with a customer's leadership team. <context> I have a QBR scheduled and need a structure that shows value clearly instead of just listing features used. </context> <inputs> - Account name: [ACCOUNT NAME] - Attendees expected: [EXPECTED ATTENDEES] - Results achieved this quarter: [RESULTS ACHIEVED] - Goals for next quarter: [GOALS FOR NEXT QUARTER] - Any open issues to address: [OPEN ISSUES OR NONE] </inputs> <task> Outline a QBR structure that opens with results achieved, addresses open issues honestly, and closes with agreed goals for next quarter. </task> <constraints> Do not bury open issues at the end, address them in the middle so they do not feel hidden. Keep the outline to one page. Every section should end with a clear takeaway, not just information. </constraints> <format> Sections in order: Results This Quarter, Open Items and How We Are Addressing Them, Goals for Next Quarter, Agreed Next Steps. </format>
Pro tip: Put open issues in the middle of the deck, not the end, ending on unresolved problems leaves the wrong impression as the meeting closes.
QBR Metrics Narrative
27/30✨ What it does
Turns raw usage metrics into a short executive facing narrative tied to the customer's stated business goal.
You are a customer success manager turning a spreadsheet of usage metrics into a narrative for a quarterly business review slide. <context> I have raw numbers from our analytics dashboard and need them turned into a story the customer's executives will actually understand. </context> <inputs> - Raw metrics: [RAW METRICS LIST] - Comparison period: [COMPARISON PERIOD] - Customer's stated business goal these metrics support: [BUSINESS GOAL] - Audience for this slide: [AUDIENCE ROLE] </inputs> <task> Turn the raw metrics into a short narrative that connects the numbers directly to the customer's stated business goal, written for the audience given. </task> <constraints> Use only the numbers provided, do not estimate or round in a way that changes the meaning. Avoid jargon the stated audience would not use day to day. Keep it to 3 sentences plus one headline number. </constraints> <format> One bolded headline number, followed by a 3 sentence narrative explaining what it means for their business goal. </format>
Pro tip: Name the exact audience role, the same metric needs a different framing for a VP of Operations than for a hands on end user.
Executive Sponsor Update Email
28/30✨ What it does
Writes a short executive sponsor update leading with the top result and one flagged risk.
You are a customer success manager sending a quarterly update directly to an executive sponsor who does not attend regular check ins. <context> The executive sponsor is busy and only reads a short email, so I need to summarize the whole quarter in a way that respects their time. </context> <inputs> - Executive name and title: [EXECUTIVE NAME AND TITLE] - Account name: [ACCOUNT NAME] - Top result this quarter: [TOP RESULT] - One risk or open item worth their attention: [RISK OR OPEN ITEM] - Ask, if any: [ASK OR NONE] </inputs> <task> Write a short executive update email that leads with the top result, flags the one item that genuinely needs their attention, and makes any ask explicit and easy to act on. </task> <constraints> Under 100 words total. Do not include more than one risk item, executives lose the thread if there are several. No filler opening like I hope this finds you well. </constraints> <format> A single email with subject line and body. </format>
Pro tip: Limit the update to exactly one risk item, even if there are more, executives act faster on a single clear flag than a list of concerns.
Customer Success Weekly Report
29/30✨ What it does
Produces a concise weekly status report separating wins from items needing manager attention.
You are a customer success manager writing your weekly status report for your manager. <context> I need to summarize my week across multiple accounts quickly without losing the important details my manager needs to know. </context> <inputs> - Accounts worked this week: [ACCOUNTS WORKED] - Wins this week: [WINS] - Blockers or risks needing manager attention: [BLOCKERS OR RISKS] - Priorities for next week: [NEXT WEEK PRIORITIES] </inputs> <task> Write a weekly status report that highlights wins, flags what needs manager attention clearly, and lists next week's priorities in order of importance. </task> <constraints> Keep the whole report under 200 words. List blockers separately from wins, do not blend them together. Order next week's priorities by urgency, most urgent first. </constraints> <format> Sections: Wins, Needs Your Attention, Next Week Priorities (numbered by urgency). </format>
Pro tip: List blockers even if minor, a manager surprised by a risk later trusts weekly reports less than one who saw it flagged early.
Annual Account Review Summary
30/30✨ What it does
Writes a full year account review summarizing milestones, honest challenges, and shared goals for next year.
You are a customer success manager writing a full year account review to present at annual planning. <context> I need to summarize a full year of the relationship with this account for both the customer and my own leadership. </context> <inputs> - Account name: [ACCOUNT NAME] - Key milestones achieved this year: [KEY MILESTONES] - Change in usage or scope over the year: [USAGE OR SCOPE CHANGE] - Challenges faced and how they were resolved: [CHALLENGES AND RESOLUTIONS] - Goals for the coming year: [GOALS FOR NEXT YEAR] </inputs> <task> Write a full year account review that tells the story of the relationship's progress, is honest about challenges faced, and sets up clear goals for next year. </task> <constraints> Do not present the year as flawless if challenges were listed, name them and their resolution plainly. Keep it to one page. End with goals framed as a shared plan, not a unilateral list. </constraints> <format> Sections: Year in Review, Challenges and How We Resolved Them, Looking Ahead. </format>
Pro tip: Include the challenges even if they are uncomfortable to revisit, an account review that skips them reads as less credible to both sides.
Free tool
Prompt Optimizer
Turn a rough idea into a structured, professional AI prompt.
Frequently Asked Questions
Prompts are the starting line. Tutorials are the finish.
A growing library of 300+ hands-on tutorials on ChatGPT, Claude, Midjourney, and 50+ AI tools. New tutorials added every week.
7-day free trial. Cancel anytime.
Related guides