Episode Details

In part two of my conversation with Jim Mahoney, we hear how he recovered from his very first missed solicitation window—and what happened when he went back for the ask. Jim shares how those early experiences shaped his approach to rejection, why “no” often means “not right now,” and how gratitude towards donors (even those who turn you down) can set the foundation for a lasting career.

We also talk about the lessons he learned from wrong moves, including what happens when alumni frustrations spill into fundraising visits, and why preparation, punctuality, and humility matter just as much as strategy. Jim offers practical advice on appointment-setting, organizing donor notes, and keeping relationship-building at the center of every conversation.

This episode is packed with wisdom for anyone navigating the ups and downs of major gift work—and reminds us that every mistake can become a stepping stone toward mastery.