In this episode of The First Day from The Fund Raising School, host Bill Stanczykiewicz, Ed.D. welcomes fundraising veteran Rick Shadyac, JD, former longtime leader of ALSAC, the fundraising powerhouse behind St. Jude Children’s Research Hospital. Major donors love bold vision. But how do leaders decide which big ideas are brilliant… and which are just bonkers? Rick’s advice is refreshingly practical: start with the problem you’re trying to solve and the audience you’re trying to reach. High-wealth strategy? Mass marketing? Different tools for different tribes. Big ideas aren’t about flash, they’re about fit, feasibility, and fearless execution.

Rick shares the jaw-dropping case study of partnering with billionaire entrepreneur Jared Isaacman on a space mission tied to a $100 million (eventually $125 million) challenge gift. The catch? ALSAC had to match it. The risk? Enormous. The reward? Potentially transformational. Instead of auctioning off a seat, they democratized giving, raffle tickets for a dollar, opening the door to entirely new donors, especially younger, space-loving supporters who’d never given to a children’s hospital before. The result? A $250 million fundraising triumph, a successful mission featuring St. Jude patient ambassador Hayley Arceneaux, and global exposure, including a Netflix documentary. Not exactly your standard bake sale.

But here’s the leadership lesson behind the rocket fuel: courageous ideas require courageous cultures. Rick describes intentionally hiring people who would challenge him, not nod politely while doodling in meetings. Drawing from his background as a lawyer, he encouraged constructive disagreement, diverse perspectives, and even role-playing in interviews to test whether candidates would push back. Debate in the room? Absolutely. Lock arms when you leave? Non-negotiable. The formula: hire smart, mission-driven people who think differently than you do, and then actually listen to them. That diversity of thought, age, background, and expertise becomes the engine that powers bold, informed decisions.

Finally, the episode lands squarely on the CEO-board dynamic. Boards are often risk-averse, but Rick urges leaders to be transparent, inclusive, and above all, communicative. Educate your board. Prepare them. Build trust before you need it. And when it’s time to fundraise, confidence follows preparation. Donors can sense when an idea has been stress-tested and mission-aligned. As Rick reminds us, fundraising happens at the speed of trust, and the donor is the hero of every story. Big ideas may capture attention, but disciplined leadership, shared ownership, and relentless focus on mission are what ultimately turn bold vision into transformational gifts.