What if the biggest mistake nonprofits make with major gifts is quitting too early?
In this episode of the Fit Fundraising Podcast, Roy Jones sits down with Michelle Porter, CEO and co-founder of Souls Harbour Rescue Mission, to unpack what really happens when an organization commits to building a major gift program from the ground up.
Michelle shares her firsthand experience launching major donor meetings in the middle of rapid organizational growth, what surprised her most about donors, and why the first meeting is rarely where the biggest gifts happen. From learning to listen instead of pitch, to discovering that authenticity outperforms polish, this conversation pulls back the curtain on what sustainable major giving actually looks like.
You’ll hear why year one is the hardest, how donor relationships compound over time, and how simple practices like stewardship meetings and personal communication can transform not just revenue, but culture across an organization.
This episode is for nonprofit leaders, executives, and development teams who know major gifts matter but feel overwhelmed, underprepared, or unsure where to start.
If you’ve ever thought, “We tried major gifts and it didn’t work,” this conversation may change everything.
Podcasts
Fundraising Strategies and Success Stories with your host, Roy Jones
Major Donor Meetings From the C-Suite: What I Learned From Meeting With Key Supporters
In this episode of the Fit Fundraising Podcast, Roy Jones sits down with Michelle Porter, CEO and Co-Founder of Souls Harbour Rescue Mission, to unpack what she learned by personally meeting with key supporters—without a large fundraising staff or a formal major gifts department.
Faith, Leadership, and the Next Generation of Fundraising – with Jordan Smith (Part 2)
In Part 2 of our conversation with Jordan Smith, Executive Chief Development Officer at Tree of Life Ministries, we explore what it really takes to reach donors from Boomers to Gen Z. Jordan breaks down the communication habits of different generations, how Tree of Life grew from a small online presence to more than 13,000 followers, and why social media is now the front door to donor engagement.
Faith, Leadership, and the Next Generation of Fundraising – with Jordan Smith (Part 1)
In this episode, Roy Jones sits down with Jordan Smith, Executive Chief Development Officer at Tree of Life Ministries in Purcellville, Virginia. Jordan shares how a moment of compassion in the aftermath of Hurricane Katrina inspired his family to launch a ministry that now partners with more than 40 churches and serves thousands each year.
Generational Giving Part 2 with Cheryl Hackett: The Power of Storytelling and Radical Relationships
In Part 2 of this Fit Fundraising Podcast conversation, Roy Jones and Cheryl Hackett, Director of Development at the Wyoming Rescue Mission, dive deeper into what truly connects donors across generations—stories and relationships.
Generational Giving with Cheryl Hackett: Bridging Boomers, Gen X, and the Next Wave of Donors
In this episode of the Fit Fundraising Podcast, Roy Jones sits down with Cheryl Hackett, Director of Development at the Wyoming Rescue Mission, to explore how giving habits are evolving across generations. From Boomers who still love their direct mail to Millennials and Gen Z donors who live online, Cheryl shares how her team bridges the gap through multichannel fundraising, storytelling, and faith-driven connection. It’s a practical, hope-filled conversation about building trust, embracing innovation, and inspiring generosity that lasts.
From Boomers to Gen Z: Sustainers, Segmentation, and the Future of Giving with Kyle Gorman
From sustainers to segmentation, today’s fundraisers face a world of change. How do we connect with Boomers who still carry the wealth, while preparing for Millennials and Gen Z who are shaping the future of philanthropy?
From Boomers to Gen Z: Branding, Giving, and Generational Shifts with Kyle Gorman
From Baby Boomers writing checks to Gen Z giving online, every generation engages with philanthropy differently. In this episode, Roy Jones sits down with Kyle Gorman, Executive Director of Advancement at the Evansville Rescue Mission, to unpack the trends shaping donor behavior across the ages.
Kyle shares lessons from leading a $9 million capital campaign, insights on balancing direct mail with digital, and why branding matters more than ever for nonprofits. Whether you’re trying to reach loyal boomer donors, middle-aged givers blending mail and online, or younger supporters building lifelong habits, this conversation will help you navigate the shifts and grow stronger relationships with every generation.
The Power of Mastermind Groups: Iron Sharpens Iron for Fundraisers
What if the secret to breakthrough fundraising wasn’t another conference, but a small circle of peers sharpening one another? In this episode of the Fit Fundraising Podcast, Roy Jones sits down with marketing professor and nonprofit strategist Dina Jones to unpack the power of mastermind groups. Together, they explore how masterminds go beyond networking, providing nonprofit leaders, fundraisers, and CEOs with a safe, faith-centered space to share challenges, spark creativity, and build confidence. From her first experience in Nashville to co-leading groups today, Dina shares how masterminds can transform isolation into innovation—and how this cutting-edge approach is shaping the future of fundraising.
From Boomers to Gen Z: Communicating in a Multi-Gen World with Carrie Lynn Wright (Pt. 2)
In Part 2, Roy Jones and Carrie Lynn Wright dig deeper into the communication gaps, giving habits, and leadership challenges across generations. Hear real-world stories—like the viral “Tony the Paint Guy” moment—that reveal how embracing change, adopting new technologies, and fostering open dialogue can help nonprofits engage donors and rally multi-generational teams for long-term success.
