From First Gift to Forever: Proven Retention Strategies for Major Gifts


Scaling Major Gifts. Strategies, action steps, and ideas for scaling major gifts by Tammy Zonker, Major Gift Expert & Keynote Speaker. 


After nearly three decades in the world of major gifts, I can say with absolute certainty: securing that first major gift is a triumph, but transforming that initial generosity into a lifelong partnership is where the real magic—and challenge—happens. Whether you’re a major gift officer, development director, executive director, or board member, donor retention isn’t just a metric; it’s the heartbeat of your mission’s sustainability.

Why Major Gift Retention Matters

In my experience, the cost and effort of acquiring a new major donor far outweigh what’s required to retain and grow an existing relationship. Industry data consistently shows that donor retention rates hover around 45% for first-time donors, but can rise to 60% or more for repeat donors. When it comes to major gifts, the stakes—and the opportunities—are even higher. A single retained major donor can provide years of transformational support, advocacy, and introductions to others who share your vision.

Common Challenges in Major Gift Retention

Over the years, I’ve seen several pain points crop up time and again:

  • Transactional Relationships: Too often, organizations treat major gifts as one-time windfalls rather than the start of a deeper journey.

  • Lack of Personalization: Donors want to feel known and valued, not just acknowledged with a generic thank you.

  • Inconsistent Stewardship: Busy calendars and shifting priorities can lead to stewardship falling through the cracks.

  • Limited Data Tracking: Without robust systems, it’s easy to lose sight of donor preferences, milestones, and engagement history.

These challenges are universal, but they’re not insurmountable.

Strategies That Work: Turning Gifts into Lifelong Partnerships

1. Build a Culture of Gratitude

I’ve learned that a prompt, heartfelt thank you—tailored to the donor’s motivations and interests—sets the tone for everything that follows. One approach I’ve seen work well is involving board members in stewardship calls or handwritten notes. This not only deepens the donor’s connection but also engages your board in meaningful ways.

2. Personalize the Journey

Every major donor is unique. I make it a point to ask about their philanthropic goals, family traditions, and preferred methods of communication. By tracking these details, I can celebrate birthdays, anniversaries, or even professional milestones. Simple gestures, like sending a favorite book or article, can go a long way.

3. Report Back with Impact

Donors want to know their investment is making a difference. I’ve found that providing regular, specific updates—through impact reports, site visits, or video messages from beneficiaries—reinforces their decision to give. According to the Fundraising Effectiveness Project, donors who receive meaningful updates are 40% more likely to give again.

4. Create Opportunities for Deeper Engagement

Invite donors to participate in strategy sessions, volunteer days, or exclusive events. When donors see themselves as partners rather than check writers, their commitment deepens.

Case Study: The Power of Personalized Stewardship

A few years ago, I worked with an organization that received a significant first-time gift from a new donor. Instead of a standard acknowledgment, we arranged a personalized tour of our programs, introduced the donor to key staff, and sent a follow-up video featuring stories from beneficiaries. We also invited them to a small, mission-focused dinner with the executive director and board chair.

The result? Not only did the donor renew their gift at a higher level the following year, but they also introduced us to two other major philanthropists in their network. This approach turned a single gift into a multi-year partnership and expanded our circle of support.

Tools and Resources I Recommend

Over the years, I’ve relied on several products and services to streamline stewardship and retention:

  • CRM Systems: Tools like DonorPerfect and Virtuous.

  • ThankView: Personalized video thank-yous are easy to create and have a big impact.

  • BombBomb: Another excellent platform for sending video messages and updates.

  • DonorSearch or Kindsight: For prospect research and wealth screening to better understand your donors.

Actionable Takeaways

Here are a few steps you can implement right away:

  • Audit your current stewardship practices and identify gaps.

  • Segment your major donors and personalize your outreach.

  • Schedule quarterly impact updates—don’t wait until the annual report.

  • Involve your board in stewardship activities.

  • Invest in a CRM system if you haven’t already.

Retention is a Journey, Not a Destination

If there’s one thing I’ve learned, it’s that retention is a journey, not a destination. Every interaction is an opportunity to deepen trust and partnership. I encourage you to share your own experiences—what’s worked, what hasn’t, and what you’re trying next? Let’s keep learning from each other.

Have a question or a story to share? Share your thoughts below or reach out directly to me on LinkedIn. Together, we can turn first gifts into forever impact.

Tap to pre-order your copy of Calling All Heroes.


Pre-order your copy of Calling All Heroes today,
enter your receipt/order number, and receive your exclusive invitation to my free, LIVE, 90-minute training session (CFRE-accredited), How to Implement Human-Centered Fundraising in Your Organization.

Pre-order here: https://callingallheroesbook.com


Keep scaling,
Tammy Zonker
Author, Major Gift Expert & Keynote Speaker
President, Fundraising Transformed
President & Dean, Modern Institute for Charitable Giving

ps – Please share this ❤️

Next
Next

112. Bridging the Gap: Blending Donor and Community-Centered Fundraising