It Doesn't Hurt to Ask!

It Doesn't Hurt to Ask!

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.

Episodes

February 20, 2023 23 mins

Tune in as Cathy interviews Joel Zola, Executive Director of Street Voices. Based in Toronto, Street Voices is a youth-led online platform that aims to create a voice for the marginalized. Their ultimate aim: empower marginalized voices, no matter who they are. 

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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 focused on helping others and dismantling the beliefs and systems that lead to poverty and insecurity.

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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 Philanthropy) reviews the do's, don'ts and dilemmas of fundraising for social change. From the professionalism of fundraising to board governance, this wide-ranging conversation will su...

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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 Connections at the Centre for Connected Communities. Ajeev discusses how the situations of his past have transformed into motivation for his future as he charts a new course for philanthropy and invites us to get Comfortable with Being Uncomfortable.

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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 the giving habits of women and LGBTQ donors as an Assistant Professor at Seattle University's Nonprofit Leadership Management program. Elizabeth's insights are invaluable on both a practical level and in a big-picture way and she's got the research to back it all u...
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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 of SKETCH and some of what she's learned in various roles. She also talks about her work in the arts with racialized and marginalized youth. She then talks through how having a strong fundraising plan and database has been a game-changer for SKETCH. And finally, t...

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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 nonprofits can look to simplify their marketing communications while increasing impact using simple and targeted video. David and Anne discuss different types of audiences, where you should spend your time and money, strategies for success and what data you should ...

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February 1, 2022 22 mins

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 intentionality and deepening relationships with partners.  She discusses finding common ground, investing in women and the ongoing resiliency of the indigenous community. Join our Spark Community for FREE: https://www.fundraisinglab.ca/spark

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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 situations of his past have transformed into motivation for his future as he charts a new course for philanthropy and invites us to get Comfortable with Being Uncomfortable. Get more great podcasts at www.fundraisinglab.ca/resources 

Great news! It Doesn't Hurt to Ask...
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October 3, 2019 42 mins

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 Fundraising Professionals Greater Toronto Chapter. Ken is a quiet shift disturber in our sector this conversation reflects the things he has done to shift and serve the sector. Shout outs to Dr. Krishan Metha, Emma Lewzey, Marni Spears, Kulvir Singh Gill, Rickesh Lakhani.

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September 26, 2019 40 mins

Join Cathy and Laura Manning, Executive Director of the Lyle S. Hallman Foundation as they discuss the foundation's shift from program-based funding to providing General Operating Support (read: unrestricted funding!) to some of their grantees. The Lyle S. Hallman Foundation is a real shift disturber with a board that gets excited about doing things differently. Tune in to hear about their approach to values-based philanthropy.

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It Doesn't Hurt to Ask! podcast is back after a little hiatus. In this episode, Cathy sits down with Chris Baylis of The Sponsorship Collective to discuss the "secretive" world of cause sponsorship. Chris is a self-confessed sponsorship geek. After several years as a "sponsor," Chris decided to cross over to the sponsorship sales side where he has personally closed tens of millions of dollars in sponsorship deals. Chris has been on...

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May 16, 2019 2 mins
I remember my early years of fundraising. The questions, the insecurity, the doubt. I’m so glad to be past that stage of self-questioning. I see so many early in their careers with similar feelings. When I reflect back on that time, I wish I had had someone I could reach out to when I had questions, rather than wring my...
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In this episode,  Simone Joyaux, ACFRE (proclaimed by Cathy as the Grand Dame of Social Change Philanthropy) reviews the do's, don'ts and dilemmas of fundraising for social change. From the professionalism of fundraising to board governance, this wide-ranging conversation will surely leave you thinking about the ethical challenges of philanthropy in new ways. 

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February 7, 2019 37 mins

Cathy interviews Jennifer Bernard, CEO of Women’s College Hospital Foundation in Toronto. Jennifer is passionate about equity, social justice and innovation and through her work at WCHF, Jennifer is bridging traditional philanthropy with social change through the work of increasing access to healthcare for underserved populations. Jennifer speaks about the groundbreaking work of WCH, her career trajectory and mentorship, particular...

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January 31, 2019 38 mins

Dr. Elizabeth Dale is a fundraiser turned academic who studies the giving habits of women and LGBTQ donors as an Assistant Professor at Seattle University's Nonprofit Leadership Management program. Elizabeth's insights are invaluable on both a practical level and in a big-picture way and she's got the research to back it all up! If you've ever wondered about the hows and whys behind philanthropic giving through a gender lens, this ...

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January 23, 2019 42 mins

In this episode, Cathy sits down with Anne Gloger, who has been shift disturbing for 20 years as the founding director of East Scarborough Storefront and the Centre for Connected Communities. Anne speaks candidly about her journey towards seeing funders as true partners in the work of community building and discusses how difficult it can be to make magic visible to donors. What magic, you ask? The magic that happens when you bring ...

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January 17, 2019 37 mins

Are we donors, or are we dancers? In this episode of It Doesn't Hurt to Ask! Cathy sits down with Elissa Beckett of Tides Canada, Canada's least known 30 million dollar charity. In this episode, Elissa shares her experience with innovative approaches of collaborative fundraising and shares her insights on how to collaborate effectively (spoiler alert: leave your ego at the door!). In fact, choreographing collaborations and dancing ...

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"Why do you give?" It's such a personal question. But what can the answer tell us about how to design philanthropy? How can design-thinking be applied to build a more human and inclusive approach to philanthropy? And how can we use design to create new approaches to philanthropy that can have the greatest impact? 

To answer these big, bold questions, Cathy sits down with Zahra Ebrahim, a human-centered designer, urbanist and phila...

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Want to know how to become faster, higher, stronger & get your organization to digital-first place?

In this episode we chat with Jason Shim, Director of Digital Strategy at Pathways to Education Canada. Beyond departmental tactics, for an organization to truly become digital-first, digital should be woven into the overall fabric of your organization. From cryptocurrency to digital councils to intergenerational mentorship, Jason Sh...

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