Every fundraiser on the planet has, at some point, wished they could have a prep conversation with a donor before they actually sit in front of them to make an ask of any kind.  But that’s silly. That’s not possible. Instead, most of us settled for half-baked role playing with a colleague from time-to-time.  And that was helpful. Sort of. But it was never exactly what we needed. It was never dialed in as much as many of us wanted. The result?  Many of us still walked into donor visits and meetings nervous, unsure of ourselves, and unprepared to navigate […]

“How are you?” Simple question, right?  If you lead a nonprofit organization, a ministry, or work inside one, this probably feels like a loaded question. A trap, if you will.  What we all know, but what so few are willing to admit, is that burnout is at an all-time high in our sector. As Nathan LaGrange, Executive Director at Oasis Rest International says, leaders don’t set out in their careers to flame out. No one wants to burn out, to harm their most precious relationships, or end up on the brink personal and professional failure. But it happens. https://youtube.com/shorts/ksKb5a8B_GI?feature=share In […]

With access to clean water remaining a pressing issue in our world, charity: water stands out as a beacon of innovation and change. Brady Josephson, VP of Marketing and Growth (and a semi-regular guest on The Rainmaker show), shares insights into how the organization is transforming the way it engages with the world, driven by a relentless mission to provide clean water to every person on the planet. In our conversation, Brady the power of curiosity, a trait that fuels his (and the entire team’s) approach to innovation at charity: water. Working alongside the organization’s founder Scott Harrison, who embodies […]

Should you invest in branding, OR, should you invest in fundraising?  What creates greater impact for your cause?  The answer often depends on who you ask. There are plenty of fundraising consultants who will tell you that investing in brand is a useless exercise, and all you need to do to be successful is invest in fundraising. Buy more direct mail. Spend more on paid ad programs. Hire more consultants. Do more events. If you’re not careful, you’ll invest in a grab bag of tactics that may not move the needle for you on revenue. Sadly, too many nonprofits do […]

Do you know the 7 key donor performance metrics that drive organizational fundraising success in your nonprofit?  My friends Gabe Cooper and Carly Berna from Virtuous help us dig into those KPI trends in this conversation about the Virtuous 2025 Nonprofit Benchmarking Report. Some of the insights we cover in this conversation include: The importance of donor retention, and the key difference between overall retention and net donor retention Challenges facing the nonprofit sector, and how doubling down on relationship, personalization, and automation can help offset some of those challenges Why you have to start leveraging data and automation (including […]

Do you know what sets the most generous fundraisers apart from the rest? In this episode of the Rainmaker Fundraising Podcast, Andrew Olson sits down with David Duxbury, Major Gift Officer at Hammer Residences, to explore the transformative power of generosity. David shares his personal journey from growing up in poverty to becoming a passionate advocate for donor impact. Together, they discuss the importance of humility in fundraising, the role of donor-centric communication, and how nonprofits can better empower the next generation of fundraisers. Packed with honest stories and practical wisdom, this conversation will inspire anyone working to build meaningful relationships in the nonprofit sector.

What does it really take to become a great fundraising organization? In this powerful episode of the Rainmaker Fundraising Podcast, Andrew Olson is joined by Alan Clayton, author of Great Fundraising Organizations and founder of Revolutionise. Together, they explore what separates thriving nonprofits from those that struggle, why fundraising success starts with leadership, and how to run two distinct operations—service delivery and fundraising—under one mission. Alan shares insights from global research, practical leadership strategies, and a call to embrace emotional storytelling, strategic investment, and a purpose-driven culture

Is your nonprofit leaving long-term donor value on the table?In this episode of the Rainmaker Fundraising Podcast, Andrew Olson talks with Dave Raley, founder of Imago Consulting and author of The Rise of Sustainable Giving. Dave explains how the subscription economy is reshaping recurring giving and why many organizations fail to treat sustainers as the long-term partners they are. They explore the history of recurring giving, the elements of a strong sustainer program, and bust common myths about donor loyalty and communication. This episode is a must if your organization wants to grow predictable revenue and deepen donor commitment.

Are you telling stories that truly inspire donor action?In this episode of the Rainmaker Fundraising Podcast, Andrew Olson talks with Tayloe Clements, Director of Digital Marketing at Barna Group and host of the Mission Money podcast. Tayloe shares her journey from filmmaker to nonprofit strategist and breaks down five key elements of compelling storytelling. She explains why conflict and transformation are essential, and offers practical advice for creating impactful video content—even with limited resources. Whether you’re a seasoned marketer or just getting started, this episode will help you level up your digital storytelling.

Could treating fundraising like a skilled trade transform your results?In this episode of the Rainmaker Fundraising Podcast, Andrew Olson sits down with Jason Zwang, founder of The Giving Group and longtime major gifts leader. Jason shares why major gift fundraising should be approached not just as a career, but as a craft that requires apprenticeship, trust-building, and continual learning. They explore the evolution of major gifts, the tension between science and art, and how organizations can prepare for the next generation of fundraising leadership. This is a masterclass in practical wisdom for anyone serious about long-term fundraising success.