Non-Profit

How to Propose Major Gifts That Secure Transformational Commitments in 2026

The complete framework for donor-centered proposals that close six and seven-figure gifts

By Chandler Supple14 min read
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Major gifts—typically $10,000 and above—fund 80-90% of most nonprofit budgets. But securing them requires different skills than annual fund appeals. You're not asking crowds for small gifts; you're proposing partnerships with individuals who can transform your organization. The difference between proposals that close and those that get polite declines comes down to how donor-centered your approach is.

Most nonprofits write major gift proposals like grant applications: organization-focused, program-heavy, generic recognition mentions. Donors feel like funders, not partners. Successful major gift proposals flip this: donor-centered language throughout, their specific interests front and center, personalized impact projections, and partnership framing that makes them feel ownership.

This guide shows you how to propose major gifts that secure transformational commitments. You'll learn how to shift language from organization-centered to donor-centered throughout proposals, create compelling naming opportunities that donors find meaningful, handle common objections gracefully before they're raised, time proposals strategically and involve leadership appropriately, develop stewardship plans that demonstrate ongoing partnership, and study examples of proposals that closed six and seven-figure gifts.

Cultivation Before Proposal

Major gift proposals fail when presented too early. Cultivation builds relationships and readiness.

The Cultivation Timeline

Most transformational gifts require 12-24 months of cultivation before proposal presentation.

Months 1-3: Initial engagement

  • Personal introduction from board member or peer
  • Casual coffee meeting, facility tour, or event attendance
  • Learn about their interests, values, giving history
  • NO ASK - just building relationship

Months 4-6: Deeper involvement

  • Invite to special events or behind-the-scenes experiences
  • Share impact stories that align with their interests
  • Introduce to program staff and beneficiaries
  • Still NO ASK - demonstrating impact organically

Months 7-9: Strategic conversations

  • Ask about their philanthropic vision and goals
  • Discuss community needs they're passionate about addressing
  • Share your strategic plans and funding priorities
  • Gauge interest: "Would transformational investment in this area interest you?"

Months 10-12: Proposal development

  • If interest confirmed, work WITH donor to shape opportunity
  • Ask what outcomes matter most to them
  • Discuss recognition preferences and involvement desires
  • Draft proposal incorporating their input

Month 12+: Proposal presentation

  • Present in person with ED and/or board leadership
  • Frame as partnership opportunity, not just ask
  • Leave physical proposal copy for review
  • Schedule follow-up conversation

Rushing this timeline kills deals. Patience in cultivation creates major gift readiness.

Signs a Donor is Ready for Proposal

They ask strategic questions: "What would it take to expand this program?" "Have you thought about adding X?" "What's your biggest funding gap?"

They envision involvement: "I'd love to see this succeed" or "This could really transform the community" signals investment thinking.

They initiate conversations: Calling you with ideas, attending events voluntarily, introducing you to others shows deepening engagement.

They've increased annual giving: Growing gifts signal capacity and commitment. Someone giving $1K annually isn't ready for $500K ask. Someone who's grown from $1K to $25K over three years might be.

They talk about legacy: Questions about naming, lasting impact, or what happens after they're gone indicate readiness for transformational discussion.

Red Flags to Wait Longer

Surface-level engagement: Attend one event but never follow up. Return calls slowly. Cancel meetings frequently. Not ready.

Vague interest: "That sounds nice" without specific questions or emotional connection. Keep cultivating.

Major life transitions: Recent divorce, business sale, health crisis, family issues. Wait for stability before major ask.

Other major commitments: Just made transformational gift elsewhere. Deeply involved in competing cause. Respect their bandwidth.

Donor-Centered vs. Organization-Centered Language

The fundamental shift required for major gifts: make every proposal about the donor's impact, not your organization's needs.

The Mindset Shift

Organization-centered thinking: 'We need $500K to build a new wing.' 'Our programs serve 1,000 families.' 'This will help us expand our capacity.'

Donor-centered thinking: 'Your investment of $500K will enable 300 more families annually to access life-changing services.' 'You'll create opportunities for 1,000 families to thrive.' 'Your gift gives us capacity to meet growing community need.'

Notice the subject of each sentence changes. Organization-centered proposals make the organization the subject. Donor-centered proposals make the donor and their impact the subject.

Specific Language Shifts

Opening paragraphs:

Weak: 'XYZ Nonprofit was founded in 1985 and has served our community for 40 years. We operate five programs and serve 2,000 people annually. We're seeking major gifts to expand our impact.'

Strong: 'Imagine 500 families in our community moving from crisis to stability—that's what your transformational gift will create. You've expressed passion for helping families achieve self-sufficiency. This proposal shows how your investment of $500,000 accomplishes exactly that, creating lasting change for generations.'

The strong version opens with donor impact, connects to their stated interests, and frames the ask as investment in their values.

Throughout the Proposal

Budget section:

Organization-centered: 'The total project cost is $2M, broken down as follows: Construction $1.2M, Equipment $400K, Staffing $400K.'

Donor-centered: 'Your leadership gift of $500K represents 25% of the total investment needed to serve 1,500 additional youth annually. Specifically, your gift funds: State-of-art learning spaces where youth thrive ($300K), Technology that prepares them for future careers ($120K), Expert mentors who guide their development ($80K).'

Reframe every budget line in terms of outcomes and donor's role, not just costs.

Recognition Section

Organization-centered: 'Donors of $500K will have their name on the building entrance.'

Donor-centered: 'Every young person entering this space will see your name and know someone believed in their potential. Your legacy will inspire 25,000+ youth over the next 20 years, reminding them that caring adults invested in their success.'

Connect recognition to meaning and legacy, not just visibility.

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Creating Meaningful Naming Opportunities

Naming isn't just about putting donor names on buildings. It's about creating legacy and meaning.

What to Name

Physical spaces: Buildings, wings, rooms, gardens, plazas, theaters, classrooms, labs
Programs: Scholarship funds, fellowship programs, annual events, lecture series
Positions: Endowed chairs, director positions, fellowship slots
Initiatives: Research programs, conservation projects, capital campaigns

Pricing Naming Opportunities

General formula: Name = 50% of total cost for new construction, 100%+ of cost for endowed positions/programs

Examples:

  • $5M building = $2.5M naming gift for whole building, $500K-1M for major wings, $100K-250K for rooms
  • $2M endowed professorship = $2M+ naming gift (endowment generates salary in perpetuity)
  • $500K scholarship program (one-time cost) = $500K naming gift

Making Naming Meaningful

Don't just offer name placement—explain the meaning and impact.

Generic: 'The Smith Family Building will house our expanded programs.'

Meaningful: 'The Smith Family Center for Youth Excellence will serve as a beacon of hope for youth in our community. Your family name will become synonymous with opportunity, inspiring young people for generations. Every graduate of our programs will remember they succeeded in the space the Smith family created for them.'

Alternative Recognition

Not every donor wants a name on a building. Offer options:

  • Honoring others: 'In memory of' or 'In honor of' designations
  • Mission-based naming: 'The Center for Hope' instead of personal names
  • Anonymous recognition: Impact plaques without names
  • Digital recognition: Website honor rolls, virtual tours
  • Exclusive experiences: Behind-the-scenes access, advisory roles, special events

Ask donors what recognition would be most meaningful to them.

Handling Common Objections

Address potential concerns proactively in your proposal before donors raise them.

Objection: 'How do I know you can actually deliver this?'

Address with: Track record section showing similar projects you've successfully completed, with outcomes data, timelines met, and budgets managed responsibly. Include third-party validations, audits, and testimonials from previous major donors.

Example: 'We understand this is a significant investment. Our track record demonstrates we deliver: Over the past decade, we've successfully completed three major expansions, each on time and on budget. Our most recent $3M capital project was completed three months early and 8% under budget, now serving 40% more families than projected. Independent evaluation confirmed 91% achievement of stated outcomes.'

Objection: 'What if the need changes or the program doesn't work?'

Address with: Flexibility language and adaptive management approach. Show you'll measure outcomes, learn from data, and adjust approaches—but the mission and donor's intent remain central.

Example: 'We're committed to results, not rigid adherence to initial plans. We'll evaluate outcomes rigorously every six months. If approaches aren't working, we'll adapt methods while remaining true to the mission you're funding. Your investment agreement includes flexibility provisions allowing program adjustments based on evidence, ensuring your dollars create maximum impact.'

Objection: 'Why such a large ask? Can't you do this for less?'

Address with: Detailed budget justification showing you've been thoughtful about costs and efficient in planning. Offer tiered options if appropriate.

Example: 'We've designed this as lean as possible while ensuring quality outcomes. We solicited competitive bids, value-engineered throughout, and cut non-essential elements. The $500K request represents true costs to serve 300 families with proven, high-quality programming. We can offer a phased approach: $250K serves 150 families year one, with expansion in year two upon demonstrated success.'

Objection: 'What happens after my gift? Will you just ask for more?'

Address with: Clear stewardship plan and sustainability strategy showing how the program continues beyond their gift.

Example: 'Your $500K gift launches this program and funds three years of operations—time to prove impact and build sustainability. Our plan diversifies funding through earned revenue (15%), government contracts (25%), and broad donor support (60%). By year three, your initial investment creates a sustainable program serving families in perpetuity. We'll update you quarterly on progress toward sustainability.'

Objection: 'How involved will I be? I can't take on major time commitments.'

Address with: Clear options for involvement level—from hands-off to deeply engaged.

Example: 'We offer flexible partnership options: Hands-off: Quarterly impact reports and annual meeting; Moderate: Add semi-annual site visits and program advisory role; Engaged: Monthly meetings with program leadership and strategic planning involvement. You choose the level that fits your interests and availability.'

Proposal Presentation and Follow-Up

How you present the proposal matters as much as what's in it.

The Presentation Meeting

Who attends: Executive Director (required), Board Chair or major gifts committee member (recommended), Development Director (optional - can feel transactional if just fundraiser). Keep group small and intimate.

Setting: Private location where donor feels comfortable. Their office, your office, private restaurant room, or their home if invited. Avoid public spaces or interruptions.

Duration: Plan 60-90 minutes. Half for presentation, half for discussion.

Presentation approach:

  • Start with gratitude for their time and ongoing partnership
  • Remind them how this opportunity emerged from your conversations
  • Walk through proposal highlights (not reading every page)
  • Focus on impact and their legacy
  • Pause frequently for questions and reactions
  • End with invitation to partnership, not pressure for decision

What to say: "Based on our conversations about your passion for [X], we've developed this opportunity for you to create transformational impact. This proposal shows how your investment of $[amount] will [outcome]. We'd love to hear your thoughts and answer questions."

What NOT to say: "We really need this funding" or "We're hoping you'll say yes today" or "Several other donors are considering this." Avoid pressure or neediness.

Handling the Conversation

If enthusiastic response: Don't close too fast. "Wonderful! Let's discuss details and next steps. What questions do you have?" Allow them to work through decision at their pace.

If hesitant response: "What concerns do you have?" or "What would make this more compelling for you?" Listen more than defend. Often proposals need adjusting based on feedback.

If need time: "Of course, this is significant decision. What timeline works for you?" Give them permission to think without pressure. Offer to answer questions anytime.

If outright no: "Thank you for considering it. Can you share what didn't resonate? Your feedback helps us." Learn from declines. Often timing is the issue, not the opportunity.

Follow-Up Strategy

Immediately after (same day): Send thank-you email reiterating key points and next steps agreed upon. Include digital copy of proposal.

One week later: Check in call or email. "I wanted to see if you had questions after reviewing the proposal." Don't assume silence means no - it usually means still considering.

Two weeks later: If no response, another gentle follow-up. Offer to meet again or bring additional information.

One month later: If still no decision, have more direct conversation. "We'd love to move forward with your partnership. What additional information would help your decision-making?"

Ongoing (if delayed decision): Stay in touch with impact updates unrelated to ask. Keep relationship warm. Check in every 4-6 weeks without being pushy.

Closing the Gift

Verbal yes: Celebrate briefly, then move to logistics. "That's wonderful! Let's discuss timing and details." Get pledge agreement signed while momentum is high.

Multi-year pledge: Make it easy. "Would $100K annually over five years work better than $500K upfront?" Flexibility increases closes.

Gift agreement: Put commitment in writing. Include amount, payment schedule, naming/recognition, impact reporting plan, and flexibility provisions. Both parties sign.

First payment: Some donors want to start immediately. Others need time to arrange finances. Be flexible on timing but get commitment documented while intent is clear.

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Successful Proposal Examples

Example 1: $250K Scholarship Endowment

Donor profile: Successful entrepreneur, first-generation college graduate, passionate about education access.

Cultivation: 18 months. Started with scholarship dinner attendance, followed by meeting with scholars, advisory board role, increasing annual gifts from $5K to $25K.

Proposal approach: Named scholarship endowment funding 10 students annually in perpetuity. Framed as "creating opportunities for students like you once were." Included scholar testimonials and multi-generational impact projection.

Key language: "The [Your Name] Scholarship will transform 200+ lives over the next 20 years. Every recipient will know that someone who walked their path invested in their future. Your story becomes their inspiration."

Result: Committed $250K over three years. Now deeply engaged with scholar mentoring. Considering second gift for program expansion.

Example 2: $500K Capital Campaign Leadership Gift

Donor profile: Retired executive couple, long-time supporters (15 years), annual gifts $10-15K, estate gift already planned.

Cultivation: 24 months for this specific ask, though relationship was established. Board member cultivation, private campaign preview, exclusive naming opportunity offered first to them.

Proposal approach: Named building wing honoring late family member. Emphasized legacy and leadership role inspiring other major gifts. Included detailed architect renderings and impact projections showing 50% capacity increase.

Key language: "Your leadership gift establishes you as founding benefactors of this transformational expansion. The [Family Name] Wing will serve families for generations, creating a lasting memorial to [loved one] while expanding impact in the community he cared deeply about."

Result: Committed $500K ($100K annually over five years). Gift catalyzed three other six-figure gifts from their network. Campaign exceeded goal by 23%.

Example 3: $1M Endowed Program

Donor profile: Foundation trustee, capacity research indicated $1-3M range, interests aligned perfectly with program need.

Cultivation: 16 months. Started with foundation staff site visit, followed by trustee visit, detailed program briefings, custom research presentation, strategic planning conversations.

Proposal approach: Comprehensive 30-page proposal (unusual length but foundation requested it). Endowment funding program in perpetuity. Included five-year evaluation plan, detailed outcomes research, advisory board role for foundation representative.

Key language: "Your visionary investment creates sustainable model addressing [issue] for generations. This isn't funding a program - it's establishing an endowed initiative that serves as national model, with your foundation's legacy permanently attached to breakthrough outcomes."

Result: Committed $1M over two years. Required three revisions to proposal based on their feedback. Gift enabled program expansion and attracted matching funds from two other foundations.

Key Takeaways

Use donor-centered language throughout every proposal. Replace 'we need' with 'you will enable.' Make the donor and their impact the subject of sentences, not your organization. Connect every element to their interests, values, and the change they'll create. Major donors are investing in impact, not funding organizational needs.

Create naming opportunities with meaning, not just visibility. Explain the legacy and inspiration their name represents. Offer alternatives for donors who prefer honoring others or mission-based naming. Not every donor wants a building name—some prefer advisory roles, exclusive access, or anonymous impact. Ask what recognition would be most meaningful to them.

Address objections proactively before they're raised. Include track record of delivery, flexibility for adaptation, detailed budget justification, sustainability plans, and clear involvement options. Anticipating concerns demonstrates thoughtfulness and builds confidence in your capacity to steward their major investment.

Time proposals strategically and involve leadership appropriately. Major gifts take months of cultivation before proposals are presented. Executive Director or board members should personally deliver proposals. Multiple touchpoints matter—initial conversation, written proposal, follow-up meeting, site visit. Never rush major donors or present proposals before relationships are ready.

Develop comprehensive stewardship plans that demonstrate ongoing partnership. Specify exactly how often and how you'll communicate impact. Offer involvement opportunities that match donor interest. Show the relationship continues and deepens after the gift. Major donors are partners, not transactions—treat them accordingly.

Frequently Asked Questions

When should we present a written proposal?

Only after multiple conversations where donor has expressed serious interest and you've discussed their interests, capacity, and desired involvement. Presenting too early kills deals. Cultivation first, proposal later. Timeline: 6-18 months of relationship building for most major gifts.

Should proposals include photos and visuals?

Yes, but professional quality only. Include renderings for capital projects, photos of current programs, infographics showing impact. Poor-quality visuals hurt more than help—invest in professional design. For transformational gifts ($500K+), consider professionally produced proposal books.

How long should proposals be?

10-15 pages for most major gifts ($25K-250K). 20-30 pages for transformational gifts ($500K+). Include executive summary for those who want quick overview. Quality matters more than length—every page should strengthen the case.

Can we propose multiple giving levels?

Yes, but lead with one primary ask. Include alternative levels as 'Investment Options' section: '$500K funds complete initiative; $250K funds phase one; $100K funds pilot program.' Frame as options, not pressure to give less.

What if the donor says no?

Ask why—feedback is valuable. Common reasons: timing, other priorities, proposal didn't match interests, ask too high. Often 'not now' becomes 'yes' later. Thank them for consideration, keep relationship warm, check back in 6-12 months.

Should we follow up after sending proposal?

Always. Give them a week to review, then call or email: 'I wanted to check if you've had a chance to review the proposal and answer any questions.' Silence often means they're still deciding, not that they're not interested. Gentle persistence matters.

Chandler Supple

Co-Founder & CTO at River

Chandler spent years building machine learning systems before realizing the tools he wanted as a writer didn't exist. He founded River to close that gap. In his free time, Chandler loves to read American literature, including Steinbeck and Faulkner.

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