What the Fundraising 275: The Heart Behind the Ask: Authentic Donor Stewardship with Hilary Dana Smiley
Fundraising is commonly portrayed as challenging, but for mission-driven leaders, it’s also a privilege because they’ve got to be one of the helpers in this time period. In this episode, Dana Smiley joins Mallory to discuss donor stewardship through the lens of authenticity, purpose, and human connection. Join us as our guest dives into the exhaustion that comes with the role, the mindset shift that keeps teams grounded, and the power of transparent, genuine interactions.
Hilary Dana Smiley is a seasoned, result-driven fund development professional and currently the Assistant Vice President of Leadership Gifts at Boston Children's Hospital, where she oversees individual giving, direct response efforts, face-to-face fundraising, and volunteer board engagement. She leads with a genuine passion and purpose, believing in authentic enthusiasm strengthening donor relationships and fueling the mission of caring for children and families.
In this episode, you will be able to:
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Learn how reconnecting with your purpose elevates donor communication.
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Understand the role of authenticity and passion in long-term donor relationships.
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Acquire new ways in navigating exhaustion and reframe hard fundraising moments.
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How to inspire generosity with transparent, human-centered communication.
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Learn practices that strengthen stewardship and keep teams grounded in mission.
Get all the resources from today’s episode here.
Support for this show is brought to you by Practivated. Practivated delivers AI-powered donor conversation simulations that let fundraisers practice in a private, judgment‑free space—building confidence, refining messaging, and improving outcomes before the real conversation even begins. Developed by fundraising experts with real‑time coaching at its core, it’s the smart way to walk into every donor interaction calm, prepared, and ready to connect. Learn more at practivated.com
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If you’re looking to raise more from the right funders, then you’ll want to check out my Power Partners Formula, a step-by-step approach to identifying the optimal partners for your organization. This free masterclass offers a great starting point.