Just Ask - Rethinking Development artwork

Non-Profit · Just Ask Development

Just Ask - Rethinking Development

by Just Ask Development

How do you fundraise? Why do some strategies work while others don't? Raise more money than you ever thought possible as you journey with Greg and Bryan through the professional world of development. They share their insights and best practices gleaned through years of experience fundraising for Catholic non-profits. - New episode each Monday - Email us with comments or questions at: justaskdevelopment@gmail.com Greg Jeffrey is the Principle and Founder of Catholic Development Group. Bryan Wilburn is the President of St. Monica’s Montessori and consultant with Petrus Development.

Latest episodes

Showing 20 · updated from the feed

The Emotions That Come With “Asking”

#36 trending · Non-Profit

What can 4,000 major gift solicitations teach us about the human side of fundraising? In this episode of Just Ask, Greg reflects on a recent conference where he shared s

Nov 10
18 min

Giving Donors Time to Buy In

Is your organization waiting until every detail is finalized before inviting donors into the vision? That might be a costly mistake. Major gifts don’t happen overnight.

Oct 20
10 min

When a Donor Says They’re Giving Elsewhere

A donor calls and tells you they’re redirecting their giving to another organization. What do you say? Do you graciously accept their decision? Ask a few more questions?

Oct 13
12 min

Don’t Be a Small-Minded Fundraiser

What happens when the biggest obstacle to a bold vision isn’t money, donors, or even the economy? What if, it’s the way we think? After a recent visit to the Theodore Ro

Oct 8
12 min

When AI Gets Between You and the Donor

AI can write the email, draft the proposal, and build the follow-up. It might even tell you exactly what to say. But should it? We’re stepping back into the world of AI

Sep 22
13 min

Does Your School Need a Foundation?

Should your school have a separate foundation? It can sound like a great way to strengthen fundraising, protect resources, and engage new leadership. But before you go a

Sep 9
18 min

The Healing Power of Asking

Why does asking for a gift bring out so much fear? What if the very act of “asking” isn’t just about fundraising, but about becoming an instrument of what God wants to d

Aug 6
10 min

Why You Should Take the Stairs

We live in an age of shortcuts. AI can save time, automate tasks, and make almost any job easier. But some shortcuts cost you more than they save. In this episode, we e

Jul 14
11 min

Mini Campaigns, Major Results

What if strengthening your annual fund was the key to unlocking your long-term fundraising strategy? In this episode, Greg takes the lead to explore how a focused mini-ca

Jul 2
16 min

The Annual Fund

The annual fund is often treated as the center of a fundraising program. But should it be? In this episode, Greg offers a thought-provoking perspective that may cause you

Jun 16
18 min

How Soon Is Too Soon to Ask Again?

How soon can you ask for another gift? It’s one of the biggest fears in fundraising: asking again too quickly. But is there actually a “right” timeline? In this episode

May 19
12 min

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.

Apr 28
12 min

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 wal

Apr 21
10 min

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 longe

Apr 14
10 min

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,

Mar 18
13 min

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

Mar 11
13 min

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 Developme

Mar 3
11 min

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 sing

Feb 24
14 min

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

Feb 17
10 min

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

Jan 20
8 min

Chart trend

Position in the Non-Profit chart (US), last 90 days.

#25
all-time peak
7
days in the top 50 since Dec 2024

Chart positions

Where Just Ask - Rethinking Development ranks today in each Apple Podcasts chart (US, Nov 11, 2026).

#121 NEW Non-Profit US

More podcasts like Just Ask - Rethinking Development

Popular shows in Non-Profit, for your next listen.

Browse charts by category

Daily updated Apple Podcasts rankings for the United States.

About Just Ask - Rethinking Development on Reason.fm

Here you find the Apple Podcasts chart positions of Just Ask - Rethinking Development, its latest episodes to listen to directly, and reviews from listeners. Rankings are updated daily for the United States.

Contact

Questions or issues? Reach us at hello@reason.fm

0:000:00