Just Ask - Rethinking Development
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The Hard Call: When to Stop Asking a Donor
Every fundraiser has a white whale.The donor you just know could come through… someday. Is it discipline to keep going, or denial? Let’s talk about when to walk away.
Why Fundraisers Keep Leaving (And What It’s Really Costing You)
If your development team feels like a revolving door, it’s not just a hiring problem: it’s a strategy problem. In this episode, we dig into why talented fundraisers walk, what it’s actually costing…
Your Endowment Can’t Wait
For years, endowments have lived in the “we’ll get there” category.But the reality is shifting. If long-term sustainability matters, building your endowment is no longer optional: it’s essential. In…
AI & Fundraising: What We’re Starting to Notice
AI is everywhere right now, but what actually matters for fundraisers? Bryan and Greg discuss how AI is showing up in fundraising, the tasks it can take off your plate, and the judgment call every…
Listening for Values
What if you could build the perfect fundraiser?What qualities would they have? Stronger asks? Better scripts? More confidence?Maybe.But the real superpower might be something far simpler:…
The Million-Dollar Question: Should You Hire an Owner’s Rep?
You’re launching a capital campaign. The vision is clear. The excitement is building.But who’s protecting the owner?In this episode of Just Ask – Rethinking Development, Greg tackles a question many…
The One Critical Estimate Needed for Your Feasibility Study
Have you ever experienced the frustration of a campaign goal increasing after your feasibility study was complete? What went wrong?In this episode, Greg shares the single most important estimate that…
The Entrepreneurial Development Director
Some development leaders wait for direction.Others go the extra mile.What makes the difference?In this episode, Bryan and Greg explore a mindset shift that changes how development leaders approach…
Who Actually Cares About the Donor?
Do fundraisers really care about donors—or just the donation?Bryan challenges a common assumption that fundraisers are driven by need, not stewardship—and explains why that mindset gets philanthropy…
Advice to a Young Fundraiser
Ever wish you could go back and give your younger fundraising self a few pointers? Greg and Bryan unpack the insights, the pitfalls, and the practical advice they’d offer any new fundraiser stepping…
The One Concern Every Lead Donor Has
Behind every transformational gift is a donor wondering whether the vision is real and their investment will matter. In this episode, we unpack the simple questions that build confidence—and keep…
When Your Words Lose Power: Fundraising Phrases to Let Go
Fundraising is full of familiar phrases—but some might be past their prime. In this episode, Bryan and Greg swap stories, share mild rants, and explore the words and clichés that feel tired, stale,…
Do Donors Trust You?
What’s the single most important factor that determines a major gift?It’s not your case statement, your campaign, or your vision. It’s something more personal.Greg explains the surprising key behind…
Should You Even Host That Fundraising Event?
Before you book the caterer or send the invites, stop and ask: why are you holding an event in the first place? In this episode, Bryan leads a candid conversation with Greg on what truly makes a…
The Top 3 Things to Know about Bequests w/ Dr. Russell James
Who are the donors most likely to make the ultimate gift—and what keeps your nonprofit in their will? Dr. Russell James returns to Just Ask to share the top three insights every fundraiser needs to…
The Psychology of Giving w/ Dr. Russell James
Dr. Russell James of Texas Tech joins Greg today to share insights from decades of charitable giving research—and why three words, “identity, challenge, and hero”, can reshape how you connect with…
The #2 Reason Campaigns Fail
If you think the top reasons a campaign fails are because of money, messaging, or motivation—you’d be wrong.The real killers are much simpler—and far more common. Last time, we uncovered the #1…
The #1 Reason Campaigns Fail
The last place any nonprofit wants to end up is in a stalled—or worse, failing—capital campaign. But what’s the real cause when that happens?With more than 30 years of experience leading campaigns…
Hustle
What’s the difference between good and great?Bryan makes the case today for why “hustle” is one of the key ingredients for fundraising success today, and yet, many nonprofits lack it.
Yes, You Can Ask for Too Much
What happens when you ask for too much?Bryan is back with Greg to unpack a recent visit—one that led to one of the worst reactions to an ask he’s ever seen.It raises the age-old fundraising question:…
Frequently Asked Questions
Just Ask - Rethinking Development has published 180 episodes since May 2021, covering topics in Business, Non-Profit.
Just Ask - Rethinking Development is currently active with new episodes weekly. Average episode length is 13m.
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