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Non-Profit · The Fundraising Lab

It Doesn't Hurt to Ask!

by The Fundraising Lab

Whether you're a professional fundraiser, volunteer on the board of a non-profit organization or you're about to make your first charitable donation, we've got a podcast for you! It Doesn't Hurt to Ask! explores the world of philanthropy through a critical lens. While that might sound serious, we have a lot of fun along the way. In our first season, we're chatting with "Shift Disturbers," charitable sector leaders who are doing things differently. After listening, you won't think about our sector in the same way for our motto is: in fundraising, as in life, it doesn't hurt to ask! We hope you listen, learn and laugh along with us as we chat all things fundraising and philanthropy. Great news! It Doesn't Hurt to Ask! is in the Top 25 Fundraising Podcasts to listen to on Feedspot.

Latest episodes

Showing 20 · updated from the feed

Adventures in Grant Writing with Daniella Sorrentino

There's a big difference between writing grant applications and writing grants that win – and it starts long before you put a single word on the page.  In this episode,

Feb 19
24 min

Building Capacity Without Burning Out with Scott Williams

There's no magic wand in fundraising – but there are smarter, more sustainable ways to build capacity without sacrificing your people or your mission in the process.  I

Feb 5
16 min

It Doesn't Hurt To Ask: Lessons from the Trenches with Sarah Bass

You don't need to have all the answers to be a successful fundraiser – but you do need the confidence to ask better questions and the right community to support you along

Jan 22
22 min

The Data Isn't Broken—Your System Is: When Good Plans Meet Bad Data

Fundraising data problems aren't just annoying – they're strategic barriers to your fundraising success.  In this episode, we're joined by Erin Boyce, Fundraising Lab's

Jan 8
21 min

Corporate Courtship: Attracting Sponsors to Your Program with Logan Stengel

Landing corporate sponsorships isn't just about having the perfect sponsorship deck – it's about building relationships and understanding what businesses actually need fr

Dec 11 2025
19 min

Fundraising Culture from the Inside Out an Interview with ED Ainsley Chapman

Fundraising isn't just about telling your story and making the ask – it's a deeply collaborative process that starts inside your organization.  In this episode, we're j

Nov 27 2025
22 min

The Shift Hits the Fan - Dealing with Systems Change

We've all heard the phrase "culture of philanthropy." But what does it really mean? And how do you build one when you're already knee-deep in grant deadlines, donor meeti

Nov 13 2025
14 min

Stewardship: How to Maximize Donor Reporting with Brooke Erickson

Your annual report shouldn't just check a box – it's a powerful donor stewardship opportunity to celebrate impact, engage supporters, and make them feel proud to be part

Oct 30 2025
21 min

No Growth Without a Game Plan: Growing Your Fundraising Strategy

So, you've got a vision to grow your fundraising program, but you're not sure how to get there.   Whether you're volunteer-led, an executive director flying solo, or bu

Oct 16 2025
18 min

It Doesn't Hurt to Ask - The Reboot Teaser

It Doesn't Hurt to Ask is the podcast for nonprofit leaders and fundraisers who want to raise more money with less chaos and build systems that last. Hosted by Cathy Ma

Oct 16 2025
1 min

The Mysteries of Major Gifts Revealed with Deb Thompson

That first major donor meeting can feel intimidating – but with the right preparation and strategy in place, it's an opportunity to build a meaningful philanthropic relat

Oct 16 2025
19 min

Episode 22 - The Work Doesn't End with Signing a Cheque

Tune in as Cathy interviews Paul Taylor, Executive Director of FoodShare Toronto. Paul is a lifelong anti-poverty activist who has used his experience to fuel a career fo

Nov 15 2022
22 min

Episode 21 - Voluntary Ranting for the Common Good (Replay)

This is a replay of one of our favourite episodes from last season. In this episode,  Simone Joyaux, ACFRE (proclaimed by Cathy as the Grand Dame of Social Change Philant

Aug 23 2022
48 min

Episode 20 - Comfortable with Being Uncomfortable (Replay)

This is a replay of one of our favourite conversations from last season. On today's episode, Cathy sits down with Ajeev Bhatia, Manager of Policy and Community Connection

Jul 26 2022
46 min

Episode 19 - Research 'n Rage (Replay)

This episode is a replay of one of our favourite conversations from last season of It Doesn't Hurt to Ask. Dr. Elizabeth Dale is a fundraiser turned academic who studies

Jun 28 2022
38 min

Episode 18 - Melding Fundraising with Social Change

On today's episode, Cathy sits down with Paulina O'Kieffe-Anthony, the executive director of SKETCH based in Toronto. Paulina discusses her new role as Executive Director

Apr 1 2022
27 min

Episode 17 - Simplifying Comms Through Functional Fun

In this episode of 'It Doesn't Hurt to Ask,' the Fundraising Lab's Anne LeMesurier talks with David Phu from Nonprofit Video Comms. We learn about how small to mid-sized

Mar 3 2022
40 min

Episode 16 - Lessons In Resiliency

On today's episode, Cathy sits down with Sharon Redsky, the Principal at Redsky Fundraising. Sharon discusses how community has the ability to be transformed through inte

Feb 1 2022
22 min

Episode 19 - Comfortable with Being Uncomfortable

On today's episode, Cathy sits down with Ajeev Bhatia, Manager of Policy and Community Connections at the Centre for Connected Communities. Ajeev discusses how the situat

Dec 12 2019
45 min

Episode 14 - On Being Good-ish

Ken is the President and CEO, William Osler Health System Foundation and has just been named the 2019 Outstanding Fundraising Professional by the Association of Fundraisi

Oct 3 2019
42 min

Chart trend

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

#64
all-time peak
4
days in the top 100 since Dec 2025

Chart positions

Where It Doesn't Hurt to Ask! ranks today in each Apple Podcasts chart (US, Oct 17, 2026).

#129 NEW Non-Profit US

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About It Doesn't Hurt to Ask! on Reason.fm

Here you find the Apple Podcasts chart positions of It Doesn't Hurt to Ask!, its latest episodes to listen to directly, and reviews from listeners. Rankings are updated daily for the United States.

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