Prompt 1

Role: You are a Development Director at a mid-sized nonprofit.

Context: Your audience is current donors who gave in the past two years, and you want to re-engage them with storytelling and impact updates rather than repeated appeals.

Goal: Create a three-month fundraising campaign that strengthens retention.

Output: Include an outline with timeline, messaging themes, communication channels, and three sample storytelling or impact update ideas.

Prompt 2

Role: You are a Development Director at a Boys and Girls Club with three full-time development staff.

Context: Leadership wants a detailed roadmap aligning fundraising activities with program and community calendars for the coming year.

Goal: Build a comprehensive 12-month fundraising plan.

Output: Include a month-by-month outline with objectives, key activities, and communication goals.

Prompt 3

Role: You are a Development Manager at a small arts nonprofit focused on social justice and climate conservation.

Context: Leadership wants to evaluate performance across individual, grant, and event revenue streams.

Goal: Identify the fundraising metrics that we should use.

Output: List the metrics and include definitions, calculation methods, benchmarks, and reasons each one matters.

Prompt 4

Role: You are a Director of Advancement at a health-related nonprofit with 20 staff and a two-person fundraising team.

Context: Fundraising is undervalued internally; clinical staff see it as separate from mission work and leadership often views development as a necessary evil rather than a mission-critical function.

Goal: You want to shift the internal culture and reposition fundraising as a central part of your organization’s mission.

Output: Outline a comprehensive strategy. Include a timeline as well as 3–5 actionable recommendations. Include a description for each along with why it matters and how to implement internally.

Prompt 5

Role: You are a Development Director at a community nonprofit preparing your annual fundraising plan.

Context: Economic uncertainty and unpredictable donor behavior could affect campaign results. You want to create flexible campaign strategies that can adapt to potential downturns or funding shortfalls.

Goal: Develop a proactive campaign plan that includes “what-if” scenarios to safeguard your fundraising goals.

Output: Outline three potential risk scenarios (e.g., decreased response rate, major donor delay, event cancellation) and provide contingency strategies for each, including how to adjust goals, channels, and messaging while maintaining donor trust and momentum.

Prompt 6

Role: You are a Marketing and Development Manager at a mid-sized health nonprofit.

Context: Your organization’s fundraising campaigns often feel disconnected from your mission and program impact messaging. You want to ensure your next campaign emotionally resonates while staying grounded in your mission outcomes.

Goal: Align campaign storytelling and theme development with real program results and community stories.

Output: Provide three campaign theme ideas tied directly to impact metrics and mission stories. For each, include: 1) a short campaign concept statement, 2) the emotional angle for donor connection, and 3) suggestions for integrating impact data into appeals and digital content.

Prompt 7

Role: You are a Development Director at a faith-based nonprofit with an aging donor base.

Context: Your board and CEO don’t yet see legacy giving as a priority.

Goal: Make a compelling case to test a legacy marketing program.

Output: Provide data and talking points on generational wealth and planned giving trends for inclusion in a presentation to leadership.

Prompt 1

Role: You are a data analyst at a community nonprofit.

Context: You have 24 months of giving data.

Goal: You want to identify patterns in frequency, recency, and average gift size and uncover insights that can improve future campaign performance.

Output: Summarize the findings and recommend how to best apply them to future appeals, especially when it comes to donor segmentation.

Prompt 2

Role: You are a Fundraising Manager preparing a year-end campaign.

Context: You want to engage constituents with personalized messages and outreach.

Goal: Craft targeted messages for recurring, lapsed, and first-time donor segments.

Output: Provide segment definitions and/or criteria, sample messages, and recommended communication frequency for each segment.

Prompt 3

Role: You are a Development Coordinator at an animal rescue nonprofit.

Context: Your CRM categorizes donors as lapsed, recurring, one-time, and new.

Goal: Your goal is to boost response rates in year-end appeals using personalization.

Output: Design a segmented campaign plan that maximizes conversion by audience. Outline messaging themes and a communication schedule for each segment.

Prompt 4

Role: You are a new Development Director at a nonprofit.

Context: You want to determine whether your organization effectively converts event attendees into donors. You suspect that poor or inconsistent follow-up practices after events may be limiting conversion.

Goal: Analyze our event attendee data from the last two years  to identify patterns in giving behavior and evaluate the organization’s post-event stewardship performance.

Output: Identify which attendees made a donation within 12 months, analyze traits among those who converted, and review whether non-donors received adequate follow-up. Summarize findings and recommend improvements for future post-event outreach.

Prompt: 5

Role: You are a Development Manager at a human services nonprofit.

Context: You’re concerned about slipping retention and want to identify donors who are still “active” but showing early signs of disengagement before they officially lapse.

Goal: Analyze donor data and behavior to flag supporters who are at high risk of lapsing in the next 3–6 months.

Output: Identify donors whose giving patterns, engagement scores, or interaction activity indicate declining involvement. Provide segmentation criteria (e.g., reduced email opens, no interactions logged, lower frequency of giving), list the donors in each risk category, and recommend personalized re-engagement steps for each segment.

Prompt: 6

Role: You are a Development Director preparing mid-year strategy adjustments.

Context: You want to maximize revenue by identifying donors who have strong upgrade potential — such as small donors ready to become mid-level donors or mid-level donors ready for major gift cultivation.

Goal: Analyze  data and donor behavior to identify upgrade-ready supporters and create clear outreach strategies for each segment.

Output: Provide a list of donors who have increased gift frequency, shown higher engagement scores, or recently made larger-than-usual gifts. Group them into three upgrade tiers (small → mid-level, mid-level → major, major → stretch gift) and provide recommended ask amounts, message angles, and next-step cultivation activities for each group.

Prompt 1

Role: You are a nonprofit fundraising copywriter preparing multiple appeals for an upcoming campaign.

Context: Your CTAs tend to sound similar (“Donate Now”) and you’re unsure which styles — emotional, impact-focused, time-sensitive, or benefit-driven — resonate most with your audience.

Goal: Develop stronger, more compelling CTAs that encourage higher donation conversion.

Output: Provide six CTA variations across different styles (e.g., urgent, impact-centered, gratitude-centered, mission-driven, challenge-match, and community-focused). Include recommendations on when to use each type and how to A/B test CTA language effectively.

Prompt 2

Role: You are a seasoned fundraiser at a mid-sized nonprofit responsible for writing your own copy.

Context: Your appeals often default to the same tone, and you want to test whether different emotional approaches — such as urgency, hope, gratitude, or empowerment — resonate more strongly with donors.

Goal: Experiment with multiple emotional tones to determine which messaging style generates the highest response rate.

Output: Draft four versions of the same appeal, each written in a different emotional frame (urgent, hopeful, grateful, empowering). Include recommendations for how to A/B test them and what engagement metrics to use when evaluating performance.

Prompt 3

Role: You are a Development and Communications Manager preparing a multi-channel appeal.

Context: Your year-end campaign will include direct mail, email, and social media, but messaging often feels inconsistent across these channels. You want a unified campaign story tailored to each format.

Goal: Align messaging across channels while optimizing for each channel’s strengths.

Output: Provide one core campaign message and three tailored versions: (1) a direct mail version, (2) a concise email version, and (3) a short-form social version. Include recommended CTAs for each channel and guidance on sequencing the outreach for maximum impact.

Prompt 4

Role: You are a fundraising strategist at a mid-sized nonprofit.

Context: Your appeals often focus heavily on the “ask,” but you’re unsure whether you are warming donors up effectively in the opening or building enough emotional momentum throughout the message.

Goal: Strengthen the flow and structure of your appeal to maximize emotional engagement and increase conversion.

Output: Analyze a draft appeal and recommend improvements for each stage of the donor journey: (1) opening hook, (2) problem/impact setup, (3) emotional bridge, (4) the ask, and (5) closing reinforcement. Include examples of optimized language for each section.

Prompt 5

Role: You are a Development Director preparing segmented appeals.

Context: Your donors give for very different reasons — some are motivated by direct impact, others by values, community, urgency, recognition, or personal connection — and generic appeals underperform.

Goal: Create tailored message variations that match different donor motivations.

Output: Provide short appeal variations for at least four motivation types (e.g., impact-driven, values-driven, urgency-driven, relational/legacy-driven). Include a one-line summary of each motivation type and guidance on which donor segments should receive which variation.

Prompt 6

Role: You are a Major Gifts Officer preparing a highly personalized solicitation email.\

Context: You are emailing a long-time donor who has shown increased engagement this year—such as attending events, opening newsletters, or increasing their annual gift—and who has clear capacity for a more significant contribution. You want the email to feel warm, customized, and aligned with their motivations and history with the organization.

Goal: Craft a compelling major gift solicitation email that inspires the donor to consider a significant investment.

Output: Provide a polished email draft (150–250 words) that includes: (1) a personalized opening grounded in the donor’s past involvement, (2) a brief impact story tied to their interests, (3) a clear and confident ask amount with purpose, and (4) an inviting closing that encourages continued conversation or questions.

Prompt 1

Role: You are a Development Director for a Girl Scouts council with a $3 million annual budget.

Context: You are preparing to launch your council’s first monthly giving program to create more predictable, sustainable revenue. Your donor file includes a mix of families, volunteers, alumnae, and community supporters, and you want to identify who is most likely to join as monthly sustainers.

Goal: Determine the strongest prospect segments and develop a compelling concept for the new monthly giving program.

Output: Provide (1) a list of top audience segments most likely to convert to monthly giving, (2) ten creative program name options, and (3) one sample appeal email that introduces the program and invites supporters to become sustainers.

Prompt 2

Role: You are a Development Director at a women’s shelter.

Context: Your monthly donors currently receive only generic auto–thank-you emails with no additional engagement, and you’re concerned that lack of stewardship may be hurting retention.

Goal: Build a thoughtful, consistent yearlong stewardship plan that strengthens relationships with monthly donors and increases retention.

Output: Provide a month-by-month engagement calendar that includes recommended emails, mailed touchpoints, phone calls, program updates, volunteer opportunities, and leadership touches.

Prompt 3

Role: You are a Development Director at a food bank.

Context: You’re preparing your first direct-mail appeal specifically promoting monthly giving, but you’re unsure which ask-amount strategy will motivate donors to convert without under-asking or discouraging participation.

Goal: Identify the most effective method for determining ask amounts based on donor history and behavior.

Output: Compare several ask-amount calculation formulas (e.g., percentage-of-last-gift, upgrade ladder, behavioral patterns), explain the rationale behind each, and recommend the best strategy for your donor base.

Prompt 4

Role: You are a fundraiser at a nonprofit serving people with intellectual disabilities.

Context: Your website and donation page have low conversion rates for monthly givers, and you want to improve usability and clarity to encourage more supporters to become sustainers.

Goal: Increase monthly donor sign-ups through targeted website and donation-page optimizations.

Output: Recommend five specific improvements to the website and donation page (include links)—such as layout, messaging, default settings, social proof, and form design—that will increase both conversion and long-term retention.

Prompt 5

Role: You are a Development Manager preparing a post-event follow-up strategy.

Context: Your events attract many enthusiastic attendees, but you’ve never intentionally encouraged them to become monthly sustainers. You want to leverage their event experience to inspire long-term support.

Goal: Identify which event attendees are strong prospects for monthly giving and craft a targeted conversion plan.

Output: Provide criteria for selecting top event-based prospects, outline a 2–3 email follow-up sequence tailored to event attendees, and include a sample CTA or messaging snippet for inviting them to join the monthly giving program.

Prompt 6

Role: You are a Donor Relations Manager overseeing recurring giving.

Context: Many of your monthly donors have been giving at the same amount for several years, and engagement data suggests many are ready to increase their support.

Goal: Develop a gentle, donor-centered strategy to encourage monthly donors to upgrade their gift amount.

Output: Segment monthly donors by tenure and engagement level, recommend upgrade ask amounts for each group, and provide two sample upgrade messages (one email, one SMS or short message).

Prompt 1

Role: You are a new Major Gifts Officer at a housing nonprofit.

Context: You oversee donors who have given $1,000+ in the past three years. You need to understand renewal patterns and pinpoint donors who may be at risk of lapsing so you can prioritize outreach.

Goal: Analyze major donor data and giving behavior to identify renewal trends, lapse risk, and opportunities for proactive engagement.

Output: Summarize key insights from the donor analysis and recommend three specific re-engagement tactics tailored to donors showing signs of decreased activity or disengagement.

Prompt 2

Role: You are a Donor Relations Manager supporting major gift prospecting.

Context: Your organization doesn’t have access to formal wealth screening tools, so you must rely on behavioral data and engagement signals to identify strong major gift candidates.

Goal: Evaluate donor data and behavior to determine which supporters should be moved into major gift qualification or cultivation.

Output: Provide a list of behavioral indicators and thresholds—such as giving patterns, engagement level, event attendance, and interaction history—that signal major gift potential.

Prompt 3

Role: You are a Major Gifts Officer preparing for discovery meetings with potential major donors.

Context: Many of the prospects you’re meeting are new to you, and you need a reliable structure to understand their motivations, interests, and giving capacity quickly and authentically.

Goal: Develop a conversation framework that builds rapport, uncovers motivations, and determines whether prospects should advance in the qualification process.

Output: Provide a list of rapport-building and discovery questions, along with a simple relationship-progression plan outlining next steps based on different prospect responses.

Prompt 4

Role: You are a Major Gifts Officer preparing a highly personalized solicitation email.

Context: You are emailing a long-time donor who has shown increased engagement this year—such as attending events, opening newsletters, or increasing their annual gift—and who has clear capacity for a more significant contribution. You want the email to feel warm, customized, and aligned with their motivations and history with the organization.

Goal: Craft a compelling major gift solicitation email that inspires the donor to consider a significant investment.

Output: Provide a polished email draft (150–250 words) that includes: (1) a personalized opening grounded in the donor’s past involvement, (2) a brief impact story tied to their interests, (3) a clear and confident ask amount with purpose, and (4) an inviting closing that encourages continued conversation or questions.

Prompt 5

Role: You are a Major Gifts Officer evaluating early-stage prospects.

Context: You have identified donors who show potential, but they are not yet “major gift ready.” You want to nurture them intentionally to increase readiness over time.

Goal: Design a set of cultivation pathways that help prospects build deeper connection, trust, and interest before solicitation.

Output: Provide 2–3 donor readiness pathways (e.g., event-based, program-based, relationship-based). For each, outline key touchpoints, engagement activities, and indicators that signal a prospect is ready for a major gift ask.

Prompt 1

Role: You are the sole fundraiser at an animal sanctuary.

Context: Your organization has an extremely limited budget for donor acquisition, so you need practical, low-cost ways to identify and engage new supporters in your local community and online.

Goal: Find affordable, high-return tactics to build your donor pipeline.

Output: List three low-cost prospecting strategies and provide step-by-step instructions for implementing each, including messaging tips and recommended follow-up actions.

Prompt 2

Role: You are a Digital Engagement Manager at a mid-sized nonprofit.

Context: Your current donor file has clear behavioral patterns, but you lack a strategy for finding “look-alike” supporters online who share similar values and interests.

Goal: Identify digital audiences who resemble your most engaged donors.

Output: Analyze your donor file to identify common traits (e.g., demographics, interests, behaviors) and list three digital channels or tactics for finding look-alike prospects, with recommended messaging for each.

Prompt 3

Role: You are a Development Director at a small nonprofit with a loyal supporter base.

Context: Your supporters are passionate but you have never formally encouraged them to help expand your network or introduce new potential donors.

Goal: Build a donor-referral strategy that leverages existing relationships to find new prospects.

Output: Provide a step-by-step referral program outline, including how to invite introductions, sample message templates for supporters, and recommended follow-up steps for cultivating referred prospects.

Prompt 4

Role: You are a Community Engagement Coordinator at a nonprofit focused on local impact.

Context: You want to acquire new donors by collaborating with like-minded organizations—such as libraries, schools, clubs, shelters, or neighborhood associations—but don’t yet have a structured approach.

Goal: Identify partnership opportunities that can expand your donor pipeline.

Output: Provide three community partnership models, recommended outreach messaging, and examples of co-created engagement activities (e.g., joint events, volunteer days, educational talks).

Prompt 5

Role: You are a Development Coordinator at a community nonprofit.

Context: Your organization has many active volunteers who give generously with their time, but only a small percentage ever become financial donors. You want to understand which volunteers are most likely to give and how to approach them appropriately.

Goal: Identify high-potential volunteer prospects and create a stewardship-first approach that encourages giving without damaging the volunteer relationship.

Output: Provide criteria for identifying strong volunteer-to-donor prospects, outline a gentle three-touch cultivation sequence, and include one sample outreach message that introduces the idea of supporting the mission financially.

Prompt 6

Role: You are a Development Manager at a small nonprofit seeking to diversify revenue.

Context: You receive occasional workplace giving or employer-match gifts, but you have no system for identifying which donors work for companies with strong CSR, matching gift programs, or philanthropic giving potential.

Goal: Build a prospecting process to identify the best corporate or workplace-giving opportunities in your donor file.

Output: Provide criteria for spotting donors with corporate-giving potential, suggest CRM filters to use, list three types of companies to target, and offer sample outreach language for initiating a workplace-giving or corporate partnership conversation.

Prompt 1

Role: You are a nonprofit communications strategist.

Context: Your organization’s current mission statement feels overly formal and doesn’t reflect the emotional impact of your work or the voice of the community you serve. You want it to feel clearer, more authentic, and more compelling to donors.

Goal: Rewrite the mission statement to make it more inspiring, accessible, and donor-centered.

Output: Provide three versions of the revised mission statement: one concise, one emotional, and one visionary.

Prompt 2

Role: You are a Communications & Impact Manager translating program results into communications.

Context: Your program team shares a lot of raw numbers and internal language that donors may not understand. You want to transform these metrics and updates into emotionally compelling stories.

Goal: Convert programmatic data into accessible, inspiring narrative content that resonates with donors.

Output: Provide three short donor-friendly story examples derived from program data, each demonstrating a different storytelling angle (e.g., individual impact, community transformation, problem–solution–outcome).

Prompt 3

Role: You are a Communications Director developing brand guidelines.

Context: Your organization’s communications vary widely in tone across departments, resulting in inconsistent donor experiences. You want a unified voice that feels clear, warm, and mission-aligned.

Goal: Create a simple brand voice guide that staff can use to write consistent, on-brand communications.

Output: Provide a brand voice description (3–5 key traits), do/don’t examples for each trait, and short writing samples demonstrating the preferred tone.

Prompt 4

Role: You are a Director of Advancement at a health-related nonprofit.

Context: Staff view fundraising as separate from mission work, which makes collaboration difficult and limits organizational alignment. You want internal messaging that reinforces fundraising as mission-critical.

Goal: Reposition fundraising as an essential part of delivering impact and supporting community outcomes.

Output: Create a short internal messaging framework and three sample statements that clearly connect fundraising to mission outcomes.

Prompt 5

Role: You are a nonprofit communications strategist developing core storytelling assets.

Context: Your organization’s founding story is powerful but rarely shared consistently. Different staff members tell different versions, and you want a unified narrative that anchors all messaging.

Goal: Create a compelling, repeatable origin story that strengthens brand identity and inspires donor connection.

Output: Provide a polished 150–200 word origin story, plus a shorter 2–3 sentence version for use in emails, presentations, and on the website.

Prompt 1

Role: You are a digital marketing manager for an animal welfare nonprofit.

Context: You’re preparing content for National Volunteer Week and want posts that highlight volunteer impact, celebrate their contributions, and encourage more people to get involved.

Goal: Create compelling social media content that showcases volunteer stories and drives engagement across platforms.

Output: Provide five social media posts (under 100 words each) tailored for Facebook, Instagram, and LinkedIn, with suggested images, hashtags, or visual elements for each post.

Prompt 2

Role: You are a Communications Manager at a youth ranch.

Context: You’re reviewing historical email open and click-through data to plan stronger year-end fundraising outreach. You want to maximize visibility and conversions during December, when inbox competition is high.

Goal: Determine the most effective days and times to send fundraising emails in December.

Output: Recommend three optimal send days/times for December appeals and explain the performance rationale behind each choice.

Prompt 3

Role: You are a Communications Coordinator managing social channels for a mid-sized nonprofit.

Context: You want to maintain a consistent posting cadence but struggle with planning content that balances impact stories, fundraising, behind-the-scenes updates, and community education.

Goal: Develop a simple, balanced monthly social media content calendar.

Output: Provide a 4-week content calendar template with recommended post themes, cadence, and examples of post ideas for each week.

Prompt 4

Role: You are a nonprofit digital engagement specialist.

Context: Your organization’s social engagement has been declining, and you’re unsure which types of content resonate most with your audience on platforms like Instagram, Facebook, or TikTok.

Goal: Identify high-engagement content types and develop a strategy to lift overall performance.

Output: Analyze typical nonprofit engagement trends and recommend five content formats (e.g., reels, carousels, testimonials, behind-the-scenes posts). Include brief guidance on when and how to use each.

Prompt 5

Role: You are a Communications Manager using program stories for donor engagement.

Context: You receive long program updates that are too detailed for social media, but you want to repurpose them into short, engaging posts.

Goal: Turn impact stories into bite-sized, shareable social media content.

Output: Provide three short-form posts derived from the same story—one for Instagram, one for Facebook, and one for LinkedIn—each under 80 words and tailored to the platform’s tone.

Prompt 6

Role:

You are a Marketing & Communications Director preparing a major fundraising campaign.

Context:

You want campaign messaging to feel cohesive across email, social media, and your website, but each channel requires a different style and length.

Goal:

Ensure consistent campaign messaging across channels while optimizing for platform-specific norms.

Output:

Provide one core campaign message and three tailored versions: (1) a short email paragraph, (2) a social post (under 60 words), and (3) a website banner or homepage blurb (under 40 words), with suggested CTAs for each.

Prompt 1

Role: You are a Communications Manager at a mid-sized nonprofit.

Context: Your organization is about to launch a major fundraising or awareness campaign, and you want earned media coverage that attracts new supporters and strengthens brand visibility.

Goal: Write a compelling press release that announces the campaign and positions your organization as a trusted leader.

Output: Provide a polished press release (300–350 words) with a headline, subheadline, organizational quote, campaign description, and clear call-to-action for the public.

Prompt 2

Role: You are a Marketing Manager responsible for media relations.

Context: You need to promote a key organizational milestone (e.g., anniversary, program expansion, major gift) and want to secure coverage across local news outlets, niche publications, and community platforms.

Goal: Build a structured media outreach plan that increases your likelihood of earning coverage.

Output: Provide a media outreach strategy including target outlets, pitch angles for each audience, a timeline for outreach, and two sample pitch email templates.

Prompt 3

Role: You are an Event & Communications Coordinator planning an upcoming fundraising or community event.

Context: You want to maximize attendance by promoting the event through digital channels, press opportunities, and community partnerships.

Goal: Create an integrated promotional plan that drives event awareness and registrations.

Output: Provide a promotional timeline and messaging plan that includes: (1) social media post ideas, (2) a short email announcement, (3) a press advisory outline, and (4) two partnership outreach messages.

Prompt 4

Role: You are a Communications & Storytelling Manager at a nonprofit.

Context: Your organization has a powerful beneficiary or volunteer story that could resonate with local audiences and strengthen community awareness, but you need a compelling pitch that grabs a reporter’s attention.

Goal: Craft a strong, concise media pitch centered on a human-interest story.

Output:

Provide a brief pitch email (150–200 words) that includes a compelling subject line, a succinct story hook, relevant impact details, and a clear offer for interviews or additional materials.

Prompt 1

Role: You are a Development Director preparing for a board meeting.

Context: Your board is requesting a clear, concise, year-over-year snapshot of fundraising results to better understand organizational performance and financial health.

Goal: Compile a simple, digestible report summarizing key fundraising metrics across the past two fiscal years.

Output: Create a one-page report comparing total dollars raised, number of donors, number of gifts, donor retention rate, and average gift size across the two years. Include one or two sentences interpreting what changed and why.

Prompt 2

Role: You are a Development Director at a large wildlife conservation nonprofit.

Context: You want deeper insight into your donors’ long-term financial value across different donor types—recurring donors, event-only donors, and first-time donors—to inform future investment decisions.

Goal: Calculate donor lifetime value (LTV) and determine which donor groups deliver the highest long-term return.

Output: Outline step-by-step instructions for calculating LTV, including formulas and required data fields. Summarize LTV findings by donor type, identify where LTV is highest, and recommend where to focus fundraising resources for maximum impact.

Prompt 3

Role: You are a Marketing & Development Manager reviewing an integrated campaign.

Context: Your recent fundraising campaign included email, direct mail, social media, and website components, but results were inconsistent across channels.

Goal: Determine which channels performed best and why.

Output: Provide a breakdown of performance by channel (email, social, website, direct mail) using metrics such as response rate, conversion, average gift, and ROI. Include insights about which channels should be prioritized or modified for the next campaign.

Prompt 4

Role: You are a Communications Manager preparing next year’s campaign messaging.

Context: You tested several message themes—such as urgency, gratitude, empowerment, and impact—but want to understand which resonated most with different donor groups.

Goal: Evaluate message performance and identify winning themes for future campaigns.

Output: Compare response metrics for each message theme (opens, clicks, gifts, average gift). Provide insights about which themes performed best for new donors, recurring donors, and lapsed donors, and offer recommendations for how to apply these findings moving forward.

Prompt 5

Role: You are a Development Director reporting on campaign effectiveness.

Context: Leadership wants more clarity on how much it costs to raise a dollar through different types of campaigns (email, digital ads, events, mail, etc.).

Goal: Evaluate the cost-effectiveness of recent fundraising efforts.

Output: Provide formulas and steps for calculating ROI and cost-per-dollar-raised for multiple campaign types. Summarize where the organization is getting the strongest returns and recommend which campaigns to scale, adjust, or retire.

Prompt 1

Role: You are a Donor Relations Manager at a Boys & Girls Club.

Context: You want to understand how donors feel about your communication, impact reporting, and stewardship efforts so you can improve retention and long-term loyalty.

Goal: Create a donor satisfaction survey that yields clear, actionable feedback.

Output: Provide five survey questions with response options (multiple choice or Likert scale) and include instructions for how to log survey responses into each participating household’s CRM record.

Prompt 2

Role: You are a Donor Engagement Strategist.

Context: Your LYBUNT donors are segmented by giving level ($0–$249, $250–$999, $1,000+), and you want to re-engage each group with targeted, personalized outreach.

Goal: Build a tailored reactivation strategy that increases response rates among lapsed donors.

Output: Outline outreach journeys for each segment, provide short messaging samples, and identify metrics to measure reactivation success.

Prompt 3

Role: You are a Communications & Development Manager seeking to better understand your donor base.

Context: You have diverse donor groups with different motivations, interests, and expectations, but you lack clear personas to guide messaging and engagement strategies.

Goal: Create donor audience personas that help shape more relevant communication and appeals.

Output: Provide three donor personas representing different segments (e.g., loyal long-term donor, mission-driven millennial, mid-level impact investor). For each persona, include motivations, communication preferences, typical giving behavior, and recommended messaging approaches.

Prompt 4

Role: You are a Marketing & Engagement Specialist reviewing communication performance.

Context: Engagement metrics show that donors interact differently with various types of content—impact stories, financial updates, program milestones, emotional appeals, etc.—but you don’t yet know which formats resonate most with each audience.

Goal: Identify which content types donors prefer so you can tailor future communications.

Output: Analyze email, social, and website engagement data to determine top-performing content types by donor segment. Provide recommendations for which content formats to prioritize for new, recurring, mid-level, and lapsed donors.

Prompt 1

Role: You are a Development Director planning your Giving Tuesday strategy.

Context: Your Executive Director is unsure whether the effort required for Giving Tuesday is justified and wants clearer insight into its effectiveness over time.

Goal: Assess the performance and ROI of your Giving Tuesday campaigns across the past three years.

Output: Compare year-over-year results—including total revenue, number of donors, number of first-time donors, average gift size, and donor retention—and summarize key trends and recommendations for whether the organization should continue, scale, or modify its Giving Tuesday approach.

Prompt 2

Role: You are a Marketing & Communications Director at a mid-sized nonprofit.

Context: Your organization needs a clear, yearlong marketing roadmap that aligns fundraising, program storytelling, stewardship, and community engagement.

Goal: Develop an annual marketing and communications plan that supports organizational priorities.

Output: Provide a high-level 12-month plan including key campaigns, messaging themes, target audiences, primary channels, and success metrics for each quarter.

Prompt 3

Role: You are a Communications Strategist refining your outreach strategy.

Context: Your organization communicates with multiple audiences—donors, volunteers, clients, partners, and community members—but lacks clarity on who your highest-priority audiences should be.

Goal: Define and prioritize the audiences that will drive the greatest impact for your organization’s marketing efforts.

Output: Create a ranked list of priority audiences with rationale, recommended communication channels for each, and key message angles tailored to their needs.

Prompt 4

Role: You are a Communications Manager planning a multi-channel fundraising campaign.

Context: You need to decide how to allocate time and resources across email, social media, direct mail, digital ads, and website updates to achieve maximum reach and conversion.

Goal: Build a channel mix strategy tailored to your audience and campaign goals.

Output: Recommend the ideal channel mix for the campaign, explain why each channel is included, and provide suggested content types and frequency for each platform.

Prompt 5

Role: You are a Communications Manager preparing for a major annual giving campaign.

Context: Staff members are producing campaign materials independently, resulting in inconsistent messages and tone across channels.

Goal: Establish messaging pillars that unify all campaign communications.

Output: Provide three to five campaign messaging pillars with sample language, do/don’t examples, and guidance on how team members should use these pillars in emails, print pieces, and social posts.

Prompt 6

Role: You are a Development & Marketing Manager coordinating an upcoming fundraising campaign.

Context: Campaign planning often feels rushed, and tasks—such as list-building, creative development, and segmentation—tend to happen last minute.

Goal: Build a structured pre-campaign planning timeline to ensure smooth execution.

Output: Provide an 8- to 12-week planning timeline that includes milestones for creative development, audience segmentation, approval workflows, testing, and launch preparation.

Prompt 1

Role: You are a Communications & Development Manager.

Context: You are currently using generic templates to send donor thank-you emails, but you want them to feel more personal, warm, and tailored to each donor’s giving history and connection to your mission.

Goal: Enhance donor thank-you emails with meaningful personalization.

Output: Provide three thank-you email examples that incorporate donor data fields (e.g., name, city, last gift amount, last gift designation) and list best practices for personalizing donor acknowledgments.

Prompt 2

Role: You are a Development Coordinator responsible for stewardship touches.

Context: Your organization wants to incorporate more handwritten notes into donor communications because they feel personal and memorable, but staff are unsure how to write notes that are brief, warm, and specific.

Goal: Create simple templates and guidelines for handwritten thank-you notes that feel authentic and build donor loyalty.

Output: Provide three short handwritten note templates (each under 50 words) for different donor types—first-time donors, recurring donors, and long-time loyal supporters—and offer best practices for tone, phrasing, and personalization.

Prompt 3

Role: You are a Donor Engagement Manager overseeing stewardship.

Context: You want to incorporate short, personalized thank-you videos into your stewardship plan but need help scripting content that feels warm and genuine without being overly long.

Goal: Develop a simple, repeatable script for recording short donor thank-you videos.

Output: Provide a 60–90 second thank-you video script with optional personalization cues, along with tips for tone, setting, and pacing.

Prompt 4

Role: You are a Development Operations Manager improving your stewardship systems.

Context: Thank-you messages are often inconsistent or delayed, and you want to use your CRM to automate timely, personalized acknowledgments for different types of gifts.

Goal: Design an automated acknowledgment workflow that ensures every donor receives a meaningful, timely thank-you.

Output: Outline a tiered acknowledgment workflow with automation rules for first-time donors, recurring donors, memorial gifts, tribute gifts, and major gifts, including messaging samples for each tier.

Prompt 1

Role: You are a Communications Manager responsible for donor stewardship content.

Context: Your donors want regular updates on how their gifts make a difference, but you often struggle to translate program details into simple, engaging impact messages.

Goal: Create quarterly impact updates that reinforce donor value and deepen connection to the mission.

Output: Provide three short (100–150 word) impact update examples—each with a different storytelling angle (e.g., individual beneficiary, program milestone, numeric impact snapshot).

Prompt 2

Role: You are a Program Communications Specialist at a human services nonprofit.

Context: Your program team shares detailed reports filled with technical language, statistics, and internal jargon that donors may not understand. You need to translate this information into emotionally compelling stories that highlight real outcomes.

Goal: Convert complex program reports into accessible, donor-friendly impact narratives.

Output: Provide three rewritten impact stories (100–150 words each) based on sample data points—one emotional story, one simplified “before and after” transformation, and one numeric results summary.

Prompt 3

Role: You are a Donor Relations Manager stewarding mid-level and major donors.

Context: You want to personalize impact stories so donors can clearly see how their specific gift levels make a difference, but you need help crafting tailored narratives tied to giving tiers.

Goal: Produce donor-level impact stories that show tangible return on investment.

Output: Provide three donor-specific impact updates—one for a $50 donor, one for a $500 donor, and one for a $5,000 donor—each illustrating what that level of giving made possible.

Prompt 4

Role: You are a Communications Lead for a nonprofit responding to ongoing community needs (e.g., hunger relief, housing, disaster response).

Context: Impact happens every week, but your updates are inconsistent because staff are unsure what to capture or how to share it quickly.

Goal: Create a repeatable framework for collecting and sharing real-time impact updates with donors.

Output: Provide a simple storytelling framework, a list of weekly prompts for program staff (e.g., “What changed this week?”), and three example real-time updates under 120 words each.

Prompt 1

Role: You are a new Development Director assessing donor stewardship.

Context: You suspect many donors haven’t received personalized follow-up or meaningful touchpoints in more than six months, which may be contributing to stagnation or lapse risk.

Goal: Identify under-stewarded donors and re-engage them before they lapse.

Output: List three to five targeted stewardship ideas tailored to different donor types and engagement levels (e.g., first-time donors, loyal donors, mid-level donors), including recommended messages or touchpoint formats.

Prompt 2

Role: You are a Donor Relations Manager at a mid-sized nonprofit focused on environmental conservation.

Context: Repeat giving has declined over the last several years, and your team has limited staff capacity and budget for stewardship activities.

Goal: Identify the most effective, low-cost stewardship strategies to strengthen donor relationships and improve retention.

Output: Provide a list of proven, affordable stewardship tactics with a short explanation of why each works, plus clear and actionable steps for implementing them with minimal resources.

Prompt 3

Role: You are a Development Director at a small social services nonprofit with limited resources.

Context: Leadership focuses almost exclusively on acquisition and events, resulting in a low donor retention rate of 25%, but you need to demonstrate why stewardship deserves meaningful investment.

Goal: Present a compelling case for prioritizing stewardship to improve long-term revenue and organizational stability.

Output: Provide three to five data-backed arguments (with sources) demonstrating how stewardship increases retention, boosts donor lifetime value, and reduces acquisition costs.

Prompt 4

Role: You are a Development Manager responsible for growing mid-level revenue.

Context: Many donors have been giving the same amount for several years, and you want to identify which supporters are ready to upgrade and how to approach them effectively.

Goal: Develop a targeted upgrade strategy to encourage increased giving from loyal donors.

Output: Provide a segmentation approach for identifying upgrade-ready donors, recommended upgrade ask amounts, and two sample messages that invite donors to increase their giving.

Prompt 5

Role: You are a Donor Stewardship Coordinator focused on early retention.

Context: First-time donor retention is below 30%, and you want to build a stronger early stewardship experience that keeps new supporters engaged and connected.

Goal: Reduce first-time donor churn by reinforcing relationship-building during the first 90 days.

Output: Provide a 3–4 touch, first-90-days stewardship sequence (email, note, call, story update) and include messaging examples for each step.

Prompt 1

Role: You are a Development Director evaluating donor behavior.

Context: Your organization has thousands of lapsed donors, but you don’t yet understand why they stopped giving—whether it was communication issues, stewardship gaps, messaging mismatches, or organizational changes.

Goal: Identify the root causes behind donor lapse in order to improve future retention and re-engagement efforts.

Output: Provide a diagnostic analysis framework with categories of lapse reasons, suggested CRM fields to review, a short donor survey to validate assumptions, and recommendations for how to address the top drivers of donor churn.

Prompt 2

Role: You are a Major Gifts Strategist and CRM expert.

Context: Many donors who previously gave $1,000+ have lapsed, and their engagement levels now vary significantly—some remain warm, while others have had no meaningful interaction in years.

Goal: Design a tailored reactivation strategy that prioritizes the highest-potential lapsed major donors.

Output: Create a segmentation plan based on giving capacity and recent engagement activity, and outline specific outreach tactics for each segment (e.g., personalized calls, impact updates, targeted cultivation invitations).

Prompt 3

Role: You are a Donor Engagement Strategist.

Context: You have LYBUNT donors segmented by giving level ($0–$249, $250–$999, $1,000+), and you need a nuanced re-engagement approach that aligns with each group’s behavior and capacity.

Goal: Reactivate donors who have not yet given this year through targeted, effective outreach.

Output: Provide detailed outreach journeys for each donor tier, include sample reactivation messages, and recommend key metrics for tracking re-engagement success.

Prompt 4

Role: You are a Recurring Giving Manager responsible for sustainer retention.

Context: A noticeable number of monthly donors have canceled or had their payments lapse due to expired cards, changing financial situations, or declining engagement.

Goal: Win back lapsed sustainers with a donor-centered, sensitive reactivation approach.

Output: Provide a three-part recovery series (email, SMS, and letter options), reasons to highlight for rejoining, and two sample messages tailored to different donor motivations (impact-driven vs. convenience-driven).

Prompt 5

Role: You are a Donor Relations Coordinator focused on broadening the donor base.

Context: Many former volunteers have not stayed engaged after they stopped volunteering, and only a small percentage ever became donors—even though their past involvement suggests strong affinity.

Goal: Re-engage inactive volunteers and encourage them to take their first giving step.

Output: Provide a segmentation model for former volunteers (e.g., high-engagement volunteers, occasional volunteers), and outline a three-touch outreach plan with messaging examples that gently invite them into financial support.

Prompt 1

Role: You are a Program Manager at a youth mentorship organization.

Context: Your team has completed its quarterly impact report, full of detailed metrics and program data, and you need to convert it into narrative form for donors and the annual report.

Goal: Translate technical program results into a compelling, easy-to-read donor summary.

Output: Write a three-paragraph donor-facing impact summary that highlights key outcomes, one or two human-centered stories, and your goals for the next quarter.

Prompt 2

Role: You are a Development Director at a large human rights organization.

Context: Leadership wants a clear understanding of how each 2025 fundraising appeal performed in terms of dollars raised, donor participation, and efficiency.

Goal: Identify top-performing and underperforming appeals for strategic planning.

Output: Summarize results by appeal, including total revenue, number of gifts, average gift size, ROI, donor response rate, and brief insights about what drove success or challenges.

Prompt 3

Role: You are a Development & Communications Manager preparing for a board meeting.

Context: Board members want a high-level snapshot of organizational impact without excessive detail, focused on outcomes, reach, and strategic progress.

Goal: Provide a concise, board-friendly impact overview.

Output: Create a one-page summary highlighting key metrics, a brief narrative describing major achievements, and 2–3 bullet points outlining upcoming priorities.

Prompt 4

Role: You are a Data & Analytics Manager at a multi-program nonprofit.

Context: You maintain program dashboards that contain dozens of metrics, but leadership needs a simple summary to quickly understand trends and red flags.

Goal: Condense complex dashboard data into a clear, actionable narrative.

Output: Provide a three-part summary that includes (1) key trends, (2) notable variances or concerns, and (3) recommended next steps for leadership.

Prompt 5

Role: You are a Grants Manager reporting back to a major foundation funder.

Context: The funder requires a mid-year impact update, but the internal data you’ve gathered is highly technical and program-heavy.

Goal: Translate internal program metrics into a clear and compelling grant impact update.

Output: Provide a one-page narrative summary that includes goals achieved, measurable outcomes, beneficiary stories, and any challenges or lessons learned.

Prompt 6

Role: You are a Communications Specialist tasked with making impact more visually engaging.

Context: Your organization has robust data but struggles to present it in simple, visually appealing formats for donors and digital channels.

Goal: Convert impact metrics into clear, visually digestible content.

Output: Provide three examples of visual impact summaries (e.g., infographic tiles, metric spotlights, before/after charts) and describe when and how each should be used in donor communications.

Prompt 1

Role: You are a Development Manager building your organization’s storytelling toolkit.

Context: You want to collect, organize, and repurpose stories across channels (email, social, annual report, website), but need a structure for doing so efficiently.

Goal: Build a scalable, reusable story library that can feed future fundraising and stewardship campaigns.

Output: Provide a categorization system for story types (e.g., transformation, program snapshot, volunteer highlight), a list of required assets for each, and examples of how each story type can be repurposed across multiple channels.

Prompt 2

Role: You are a Communications Manager at a nonprofit that serves families in crisis.

Context: You have access to powerful beneficiary stories, but they often arrive as raw notes, quotes, or fragmented updates from program staff.

Goal: Transform fragmented program details into emotionally compelling stories that highlight donor impact.

Output: Provide three 150-word stories using different storytelling lenses—(1) emotional journey, (2) donor-powered transformation, and (3) problem → intervention → outcome structure.

Prompt 3

Role: You are a Program Communications Specialist.

Context: Your donors respond strongly to transformation stories, but you lack a template for consistently explaining “before and after” impact.

Goal: Create clear, structured case studies that demonstrate how donor support changes lives.

Output: Provide a case-study template plus two sample stories that follow the structure: challenge → intervention → measurable outcome → future outlook.

Prompt 4

Role: You are a Communications Coordinator who often interviews beneficiaries, volunteers, or staff.

Context: You have interview transcripts full of meaningful quotes but struggle to condense them into polished, cohesive stories.

Goal: Convert interview material into strong, donor-facing narrative content.

Output: Provide a prompt for converting interview notes into a final story, then produce one 150-word example story using an interview-style narrative with direct quotes.

Prompt 5

Role: You are a Communications Officer who regularly works with program data and beneficiary updates.

Context: Your organization served 5,000 beneficiaries this year across 10 different regions, and you want to help donors understand the human impact behind these large numbers.

Goal: Transform high-level program metrics into a compelling narrative that connects an individual beneficiary’s experience to broader organizational outcomes.

Output: Write a 250-word donor-facing story that uses one person’s journey as an entry point, highlights how their experience reflects the larger impact across all regions, and weaves in key data points naturally within the narrative.

Prompt 1

Role: You are a new Development Director evaluating donor retention trends.

Context: You have three years of donor data showing consistently high attrition among first-time donors, and engagement activity suggests multiple contributing factors.

Goal: Identify the most likely causes of first-time donor lapse using available engagement metrics.

Output: Provide three likely causes of first-time attrition—based on data such as communication engagement, giving behavior, or stewardship gaps—and offer three tailored re-engagement strategies for each cause.

Prompt 2

Role: You are a one-person development shop at a children’s museum.

Context: You want to understand how donors move between giving levels from year to year, including upgrades, downgrades, stable giving, and lapses, to better focus stewardship efforts.

Goal: Visualize donor movement across giving levels and identify key behavioral trends.

Output: Provide a simple donor movement analysis summarized in a table or dashboard format, highlighting upgrade, downgrade, and lapse patterns, and include retention and upgrade recommendations based on the findings.

Prompt 3

Role: You are a Development Operations Manager exploring predictive analytics.

Context: Your data includes engagement scores, giving history, and communication activity, but you’ve never used this data to forecast who is most likely to give again in the next 12 months.

Goal: Identify the top behavioral indicators that predict donor renewal.

Output: Provide a list of the strongest predictors of renewal (e.g., recency, email engagement, event attendance), explain why each matters, and recommend how to target high-probability donors.

Prompt 4

Role: You are a Fundraising Manager tasked with improving segmentation.

Context: You want to understand what motivates different groups of donors—impact stories, community belonging, urgency, or mission alignment—using past behavior and engagement patterns.

Goal: Identify donor motivation segments using behavioral signals.

Output: Provide 3–4 donor motivation profiles based on engagement behavior and giving history, and recommend messaging strategies tailored to each motivation type.

Prompt 5

Role: You are a Donor Relations Manager seeking to demonstrate ROI on stewardship efforts.

Context: Your team sends thank-you notes, updates, and impact stories, but leadership wants evidence of how these activities influence donor retention and giving levels.

Goal: Analyze how stewardship touchpoints correlate with improved donor outcomes.

Output: Provide a simple analysis comparing donors with and without stewardship touchpoints, summarize differences in renewal or upgrade behavior, and recommend how to strengthen stewardship to maximize results.

Prompt 1

Role: You are a Development Associate managing the CRM for a small arts nonprofit.

Context: The database contains duplicate records, inconsistent naming conventions, and incomplete information—issues that could affect segmentation and reporting ahead of year-end appeals.

Goal: Clean and standardize donor data to ensure accurate reporting and reliable campaign targeting.

Output: Provide a CRM data hygiene checklist (duplicates, contact info, naming conventions, donor codes, households) and a recommended timeline for ongoing monthly and quarterly maintenance.

Prompt 2

Role: You are a new Development Associate at an arts organization.

Context: You’ve inherited a disorganized CRM with outdated contact information, inconsistent donor tags, and missing donor attributes essential for segmentation.

Goal: Prepare your CRM for upcoming fundraising efforts and create a sustainable long-term data management system.

Output: Outline a 30-day cleanup plan (priority fixes) and a long-term data management workflow, including data entry standards, staff responsibilities, and routine audit schedules.

Prompt 3

Role: You are a Data & Operations Manager at a mid-sized nonprofit.

Context: Your CRM has grown rapidly over several years, and leadership wants to ensure the data is accurate, complete, and trustworthy for decision-making.

Goal: Conduct a full data quality audit across key CRM fields and records.

Output: Provide a step-by-step audit process along with criteria for evaluating data health (accuracy, completeness, consistency).

Prompt 4

Role: You are a Development Operations Coordinator responsible for training staff on CRM usage.

Context: Inconsistent data entry across staff has led to messy records, inaccurate segmenting, and reporting challenges.

Goal: Establish clear, unified data entry standards for all CRM users.

Output: Provide a data entry style guide that covers naming conventions, contact info formatting, interaction logging, donor codes, and gift entry rules, along with examples of correct vs. incorrect entries.

Prompt 5

Role: You are a Development Director improving organizational data practices.

Context: Multiple departments use the CRM, but no formal governance exists, leading to inconsistent practices and unclear data ownership.

Goal: Create a cross-department data governance framework to ensure consistency and accountability.

Output: Provide a governance structure including roles/responsibilities, rules for data creation and modification, permission levels, and protocols for reviewing and approving data changes.

Prompt 1

Role: You are a Development Coordinator working against tight campaign deadlines.

Context: You must identify donors and prospects who have not yet responded to the campaign so you can prioritize outreach and close the remaining revenue gap.

Goal: Build a targeted follow-up plan that ensures timely outreach to the highest-potential prospects.

Output: Provide a CRM query that identifies unresponsive or uncontacted donors, generate a prioritized list of follow-up tasks, and assign the tasks to your user profile for efficient execution.

Prompt 2

Role: You are a Development Director supporting board and volunteer fundraisers.

Context: Your board and fundraising volunteers help with outreach, but follow-up is inconsistent because there’s no centralized tracking system in the CRM.

Goal: Create a clear process for tracking, assigning, and monitoring follow-up tasks completed by board members and volunteers.

Output: Provide a workflow for assigning tasks, sample task descriptions, and guidance on how to track completion and build accountability into the CRM.

Prompt 3

Role: You are a Major Gifts Officer managing an active portfolio.

Context: You have dozens of open cultivation tasks and need a systematic way to prioritize which prospects require immediate outreach.

Goal: Create a prioritization framework that helps you focus on the prospects most likely to move forward.

Output: Provide criteria for ranking prospects (e.g., recency, capacity, engagement level), a tiered prioritization model, and recommended follow-up actions for each tier.

Prompt 4

Role: You are a Development Manager overseeing individual giving.

Context: You want a structured system to ensure timely follow-up with prospects without letting tasks fall through the cracks.

Goal: Develop a weekly workflow for consistent prospect follow-up.

Output: Outline a weekly task checklist, suggested time blocks, and guidance on how to use CRM task reminders to maintain momentum on cultivation and solicitation activity.

Prompt 5

Role: You are a Donor Relations Officer building a mid-level pipeline.

Context: You need a standard sequence of follow-up touchpoints for new prospects—email, phone, events, and updates—to move them toward deeper engagement.

Goal: Create a structured cultivation touchpoint plan for early-stage prospects.

Output: Provide a 4–6 touch cultivation sequence with suggested timing and messaging examples for each step.

Prompt 1

Role: You are a Development Operations Manager overseeing CRM reporting.

Context: Your team spends hours each month manually pulling data for fundraising dashboards, and the process is error-prone and inconsistent across months.

Goal: Automate monthly dashboard generation so leadership receives accurate, consistent reports.

Output: Provide a step-by-step workflow for automating monthly fundraising dashboards (donor counts, revenue, retention, average gift), including recommended CRM filters, scheduling rules, and best practices for data validation.

Prompt 2

Role: You are a Development Director preparing materials for quarterly board meetings.

Context: Board reporting requires compiling data from multiple campaigns, appeals, and donor segments, and doing this manually each quarter takes significant time.

Goal: Automate the assembly of quarterly board reports.

Output: Outline a reporting structure and automated workflow that pulls key metrics (revenue, donor growth, acquisition, retention), combines them into a board-ready format, and schedules delivery ahead of board meetings.

Prompt 3

Role: You are a Recurring Giving Manager trying to reduce churn.

Context: Monthly donor payments fail for reasons like expired cards or payment declines, and catching these quickly prevents lapses—but manual monitoring is too time-consuming.

Goal: Automate recurring gift health checks and recovery workflows.

Output: Provide an automation plan that includes weekly failure reports, email/SMS recovery sequences, and task assignments for high-value sustainers needing personal outreach.

Prompt 4

Role: You are a Digital Marketing Manager managing multi-channel campaigns.

Context: After each campaign, you manually compile email, social, website, and CRM data—making post-campaign analysis slow and inconsistent.

Goal: Automate campaign performance reporting across all digital and fundraising channels.

Output: Provide a workflow that automatically aggregates results (opens, clicks, conversions, revenue, ROI), tags campaign records correctly, and generates a standardized post-campaign report with key insights.

Prompt 1

Role: You are an Executive Director looking to strengthen your board’s fundraising culture.

Context: Your board members are supportive of the mission but lack clarity around expectations, accountability, and their role in fundraising.

Goal: Build intrinsic motivation and shared responsibility for fundraising across the board.

Output: Provide three strategies that increase accountability and inspire sustainable engagement, including how to set expectations and reinforce follow-through.

Prompt 2

Role: You are a nonprofit board chair.

Context: Several board members are disengaged, and the absence of term limits has reduced accountability and renewal.

Goal: Improve participation and strengthen commitment within the board.

Output: Provide three actionable steps for increasing accountability and enthusiasm, including how to introduce and implement term limits diplomatically.

Prompt 3

Role: You are a board member supporting the year-end fundraising campaign.

Context: You’ll be personally contacting three to five individuals in your network to ask for donations, and you want to feel genuine and confident.

Goal: Make personal fundraising outreach feel natural and mission-centered.

Output: Provide one short phone script and one short email script, plus tips for meaningful follow-up after the ask.

Prompt 4

Role: You are a Chief Development Officer helping activate your board.

Context: Board members want to help but are unsure what fundraising actions are expected or appropriate.

Goal: Provide clear, flexible options for board members to support fundraising.

Output: Create a “Board Fundraising Menu” with at least eight activities ranging from low-lift to high-impact, plus guidance on choosing the right mix.

Prompt 5

Role: You are a Governance Committee Chair improving board accountability.

Context: You need a simple system to track each board member’s engagement in fundraising throughout the year.

Goal: Encourage balanced and visible participation.

Output: Provide a board-friendly fundraising scorecard with categories, point values, and instructions for annual review.

Prompt 6

Role: You are a Development Director onboarding new board members.

Context: New board members often feel uncertain about what fundraising involvement looks like.

Goal: Create a welcoming, structured introduction to board fundraising responsibilities.

Output: Provide a 30-day onboarding plan including expectations, training topics, scripts, and a first assignment.

Prompt 1

Role: You are a board member on the executive committee of an environmental nonprofit.

Context: The board wants to implement a fair, consistent annual performance review process for the Executive Director.

Goal: Create a balanced, metrics-driven evaluation framework.

Output: List six to eight clear KPIs (mission impact, fundraising performance, team leadership, financial management, etc.) and describe how to gather input from staff and board members.

Prompt 2

Role: You are a board member reviewing organizational progress.

Context: A new Development Director has been in the role for nine months, and you want to evaluate their early impact compared to prior performance.

Goal: Measure fundraising progress before and after their hire.

Output: Identify relevant metrics (revenue, donor retention, pipeline growth, average gift, new donors), summarize trends, and highlight progress and outstanding challenges.

Prompt 3

Role: You are a Board Secretary supporting oversight of the ED and senior leadership.

Context: Reporting is inconsistent, making it hard to monitor long-term performance.

Goal: Build a simple dashboard that tracks leadership KPIs quarterly.

Output: Provide a dashboard layout with recommended metrics, data sources, and reporting frequency.

Prompt 4

Role: You are a board member responsible for assessing organizational culture.

Context: Leadership is tasked with strengthening fundraising ownership across staff, but progress is unclear.

Goal: Evaluate how effectively leadership is fostering a culture of philanthropy.

Output: Provide criteria for assessing culture-building (communication, training, cross-team collaboration, support for fundraisers) and suggest interview questions for staff.

Prompt 5

Role: You are a Board Chair evaluating organizational growth initiatives.

Context: Leadership committed to several strategic priorities (e.g., diversifying revenue, scaling programs), but tracking progress has been inconsistent.

Goal: Assess progress and identify areas needing course correction.

Output: Provide a strategic initiative review framework with categories (milestones, KPIs, risks, next steps) and instructions for leadership self-assessment.

Prompt 1

Role: You are a Director of Advancement at a health nonprofit.

Context: Fundraising, program staff, and communications work in silos, resulting in inconsistent messaging and missed opportunities.

Goal: Integrate fundraising into the broader organizational strategy.

Output: Provide a three-step plan to improve cross-department collaboration, communication, and alignment around shared goals.

Prompt 2

Role: You are a Development Director preparing a presentation for your Executive Director.

Context: You need to justify hiring a Major Gifts Officer by demonstrating potential ROI and missed revenue opportunities.

Goal: Show the financial impact of adding this role.

Output: Identify lapsed $1,000+ donors, calculate lost revenue, estimate how much could be recovered with dedicated stewardship, and compare this to the role’s cost.

Prompt 3

Role: You are a Chief Development Officer preparing a long-term revenue strategy.

Context: Your organization wants predictable revenue and clearer fundraising targets across major gifts, annual giving, and grants.

Goal: Create a multi-year fundraising growth plan.

Output: Provide a three-year roadmap with annual targets, required investments, risk factors, and milestones.

Prompt 4

Role: You are a Development Director preparing for a strategic planning retreat.

Context: Leadership wants to understand where fundraising is strong, where it’s vulnerable, and what opportunities could accelerate growth.

Goal: Facilitate a fundraising-focused SWOT analysis.

Output: Provide a SWOT framework customized for nonprofit fundraising, plus recommended discussion prompts for retreat participants.

Prompt 5

Role: You are a Finance & Development leadership team member.

Context: The organization’s program plans require revenue growth, but current fundraising capacity may not match projected needs.

Goal: Build realistic revenue projections that reflect actual fundraising capacity.

Output: Provide a model for aligning budget forecasts with donor behavior, staffing capacity, and pipeline strength, plus recommendations for addressing gaps.