Rainmaker Fundraising

Rainmaker Fundraising

The Rainmaker Fundraising podcast, hosted by Andrew Olsen, a 25+ year veteran fundraiser who has served more than 1,000 nonprofits, helping them raise over $1 Billion is your home for candid conversations about fundraising and nonprofit leadership. You'll get high-quality conversations with fundraising practitioners, industry experts, and outsiders who bring a unique perspective to the nonprofit sector. The show also includes occasional solo episodes where Andrew addresses specific topics in-depth. rainmakerfundraising.substack.com

Episodes

October 8, 2026 • 29 mins

Dr. Clark Dickerson has led more than 250 capital campaigns over 40 years. Every one of them has rested on the same three principles:

* God is the owner of all

* We’re stewards and not owners

* We’re blessed to bless others

In this episode, Andrew sits down with Clark Dickerson, the co-founder of DickersonBakker to talk about his new book, Growing into Generosity: God’s Call to Greater Financial Faithfulness. Clark ...

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This might be the most important information you hear today for your nonprofit’s growth.

The majority of wealth in the U.S. is held outside of cash, in other assets like stock, 401k’s, IRA’s, real estate, and closely held business interests.

But nearly every nonprofit I’ve encountered (and at this point, that’s thousands) are focused on asking donors to write them a check or give by credit card. Essent...

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July 3, 2026 • 57 secs

Justin Wheeler, Founder/CEO of Funraise and I talking about the realities of activating major giving behavior through high-touch direct mail outreach.



Get full access to The Rainmaker Fundraising Newsletter at rainmakerfundraising.substack.com/subscribe
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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 ...
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    July 22, 2025 • 53 mins
    “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 ...
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    July 17, 2025 • 31 mins
    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 ...
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    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. I...
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    June 25, 2025 • 46 mins
    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 d...
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    May 22, 2025 • 44 mins

    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 fun...

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    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 de...

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    February 4, 2025 • 46 mins

    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,...

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    December 19, 2024 • 35 mins

    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 offer...

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    December 3, 2024 • 34 mins

    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 ...

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    October 23, 2024 • 31 mins

    How can failure become a catalyst for growth in nonprofit leadership?
    In this honest and empowering episode of the Rainmaker Fundraising Podcast, Andrew Olson is joined by Beth Fisher, CEO of Fisher Strategic. They explore how failure—especially public failure—can be one of the most powerful teachers for nonprofit leaders. Beth shares how to recover from setbacks, how to create psychologically safe cultures, and why ...

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    Are your fundraising and PR efforts working in harmony—or getting in each other’s way?
    In this episode of the Rainmaker Fundraising Podcast, Andrew Olson sits down with Jessi Marsh, Senior Director of Creative Strategy at DickersonBakker, to explore how public relations and fundraising can support each other for greater impact. Jessi shares practical strategies for building media relationships, positioning your nonpr...

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    Is your organization suffering from quiet decline—and would you even know it if it was?
    In this episode of the Rainmaker Fundraising Podcast, Andrew Olson talks with Jim Langley, founder of Langley Innovations and former advancement leader at Georgetown, Georgia Tech, and UC San Diego. Together they explore the concept of institutional rot in the nonprofit sector, unpack why courage and curiosity are essential leadership t...

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    July 9, 2024 • 25 mins


    Get full access to The Rainmaker Fundraising Newsletter at rainmakerfundraising.substack.com/subscribe
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    June 24, 2024 • 43 mins


    Get full access to The Rainmaker Fundraising Newsletter at rainmakerfundraising.substack.com/subscribe
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    Mark as Played


    Get full access to The Rainmaker Fundraising Newsletter at rainmakerfundraising.substack.com/subscribe
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