All Episodes

April 28, 2025 9 mins

"Just ask big!" they say. "Go for the major gift!"

In this episode of Fundraising is Dead, Ryan Dobson dismantles one of the most harmful ideas in nonprofit culture: the myth of the “Big Ask.”

You’ll learn why chasing one giant donation isn't a strategy—it’s a recipe for burnout, lost trust, and donor fatigue. Ryan shares insider stories from his decades of donor development work (including lessons from Focus on the Family and his own experiences with high-net-worth donors) to reveal what actually grows sustainable funding—and what destroys it.

🎯 Why “asking bigger” usually backfires
🎯 What major donors are REALLY looking for
🎯 How you can grow lifetime support without gimmicks or pressure

You don’t need bigger asks—you need deeper relationships.
Subscribe now and find out how real donor development works.

📝 Show Notes:

In this episode:

  • Why the “Big Ask” strategy sounds good—but fails most nonprofits

  • How relationship equity builds bigger gifts naturally—without asking

  • What wealthy donors won’t tell you (but Ryan will)

  • Why the best fundraisers act more like friends—and less like salespeople

  • Practical shifts you can make today to move from asks to advocacy

Resources Mentioned:

Connect with us:

 

Mark as Played

Advertise With Us

Popular Podcasts

Amy Robach & T.J. Holmes present: Aubrey O’Day, Covering the Diddy Trial

Amy Robach & T.J. Holmes present: Aubrey O’Day, Covering the Diddy Trial

Introducing… Aubrey O’Day Diddy’s former protege, television personality, platinum selling music artist, Danity Kane alum Aubrey O’Day joins veteran journalists Amy Robach and TJ Holmes to provide a unique perspective on the trial that has captivated the attention of the nation. Join them throughout the trial as they discuss, debate, and dissect every detail, every aspect of the proceedings. Aubrey will offer her opinions and expertise, as only she is qualified to do given her first-hand knowledge. From her days on Making the Band, as she emerged as the breakout star, the truth of the situation would be the opposite of the glitz and glamour. Listen throughout every minute of the trial, for this exclusive coverage. Amy Robach and TJ Holmes present Aubrey O’Day, Covering the Diddy Trial, an iHeartRadio podcast.

Dateline NBC

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

The Breakfast Club

The Breakfast Club

The World's Most Dangerous Morning Show, The Breakfast Club, With DJ Envy And Charlamagne Tha God!

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.