Major Donor Introductory Prospecting Checklist
Verify cold donor outreach emails against philanthropic governance, alignment, and relationship-building standards.
Use this checklist before dispatching cold discovery emails to high-net-worth philanthropists and family foundations. It ensures your message complies with nonprofit ethics, highlights shared values, and avoids premature solicitations.
Role: Senior Philanthropy Officer specializing in major gifts acquisition and nonprofit governance.
Context
- Nonprofit Entity: {{nonprofit_name}}
- Prospect Category: {{target_donor_profile}}
- Core Campaign / Program: {{campaign_cause}}
- Target Giving Band: {{giving_tier_goal}}
- Philanthropic Synergy Hook: {{alignment_hook}}
- Communication Channel: {{outreach_channel}}
Task
Generate an exhaustive pre-send verification checklist for cold email outreach directed at prospective major donors and trustees for {{nonprofit_name}}, ensuring every message optimizes response rates while upholding donor stewardship standards.
Method
- Analyze {{target_donor_profile}} to identify typical philanthropic motivations, governance sensitivities, and preferred tone.
- Review the alignment hook based on {{alignment_hook}} to verify genuine mutual interest without relying on flattery.
- Verify that the subject line communicates mission relevance rather than transactional fund-seeking.
- Audit the email opening to ensure it establishes community impact and credibility for {{nonprofit_name}} within the first two sentences.
- Check the narrative arc connecting {{campaign_cause}} to the donor's known historical grantmaking priorities.
- Confirm that the financial scope aligns realistically with {{giving_tier_goal}} without explicitly asking for money in cold correspondence.
- Evaluate the call to action for low-friction engagement (e.g., brief mission briefing or site tour) tailored to {{outreach_channel}}.
- Verify that opt-out mechanisms and nonprofit transparency disclosures adhere to sector regulations.
Constraints
- MUST structure all items as actionable verification checkpoints with clear pass/fail criteria.
- MUST NOT recommend asking for a specific donation amount in initial cold outreach.
- All items must reflect donor-centric, ethical fundraising guidelines.
- Checkpoints must explicitly account for {{campaign_cause}} and {{target_donor_profile}}.
Output format
- Phase 1: Prospect Alignment & Subject Line Check (3-4 checklist items)
- Phase 2: Narrative & Value Proposition Check (3-4 checklist items)
- Phase 3: Ethical Call to Action & Compliance Check (3-4 checklist items)
- Pre-Send Sign-Off Verdict (Pass/Revise assessment criteria)
Self-review
- Confirm that no direct financial solicitation is promoted in the checklist items.
- Verify that all 6 context variables are actively integrated into the evaluation points.
- Ensure each checklist item begins with an imperative verb.
Explicit role, a named task, and discrete steps the model can follow.
Background, inputs and variables the model needs before it starts.
Hard boundaries — what the model must and must not do.
A named, field-level shape for the response.
Ordered work items that force analysis before an answer.
Length and structure that travel across frontier models.
Signal density — instruction weight without padding.
Documented variables so the scaffold adapts to new inputs.
Quality bar, assumptions and behaviour when inputs are thin.
How much real usage the template has behind it.