It Doesn't Hurt to Ask!

Cathy Mann & Associates

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!

  • 19 minutes 3 seconds
    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 from their investment.

    In this episode, we're joined by Logan Stengel as we discuss branching out from small-town sponsors to bigger corporate partnerships. If you've ever sent sponsorship packages into the void or struggled to get past online portals, this conversation explores how to shift from transactional asks to strategic business-to-business relationships that deliver real value for both parties.

    We cover:

    • Why leading with a sponsorship deck can actually hurt your chances and how relationship-building creates better outcomes

    • Understanding corporate sponsorship as a marketing investment and speaking to business goals and ROI

    • Strategies for corporate donor cultivation including in-person networking, digital visibility, and getting in front of decision-makers before their budgets are spent

    • How to customize sponsorship opportunities based on what sponsors actually care about, rather than presuming their needs

    • Evaluating whether pursuing larger corporate sponsors is worth the additional time and sophistication required for your fundraising program

    If you're looking to grow your nonprofit sponsorship program beyond local businesses or struggling to connect with corporate decision-makers, this episode offers practical advice on building authentic corporate partnerships that support both your mission and their business objectives.

    Resources and links:

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    Podcast editing and post-production by: Daniella Sorrentino at Feral Culture Lab (feralculturelab.com)

    Music:

    Intro and Outro Music is Fancy Free by Reveille https://app.soundstripe.com/songs/16267

    11 December 2025, 4:22 pm
  • 22 minutes 46 seconds
    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 joined by Ainsley Chapman, Executive Director of Evangel Hall Mission, a downtown Toronto mission providing services for people experiencing homelessness. With over 20 years in the sector, Ainsley shares how she went from avoiding fundraising entirely to confidently leading an organization that raises $1.3-$1.5M in philanthropy each year. We cover:

    • How to bridge the gap between fundraising, finance and program teams by building trust, understanding shared values, and creating genuine internal partnerships

    • What authentic, reciprocal donor relationships actually look like

    • Why fundraising training demystifies development work and gives nonprofit leaders confidence to lead fundraising initiatives, redirect board energy, and hire the right people

    • Creating a fundraising culture across your organization through clear policies and procedures, cross-departmental collaboration, and helping every team member understand the "why" behind their work

    If you're a nonprofit leader who feels intimidated by fundraising, struggling with siloed departments, or looking to build more authentic partnerships with your donors, this episode offers practical insights on transforming your approach from transactional to relational and creating an organizational ecosystem where fundraising, finance, and programming truly work together.

    Resources and links:

    • Share this episode with a friend!

    Podcast editing and post-production by: Daniella Sorrentino at Feral Culture Lab (feralculturelab.com)

    Music:

    Intro and Outro Music is Fancy Free by Reveille - https://app.soundstripe.com/songs/16267

    27 November 2025, 2:00 pm
  • 14 minutes 34 seconds
    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 meetings, and database cleanup?

    In this episode, we unpack the elusive culture of philanthropy through a systems change lens – and explain why strong fundraising success isn't just about strategy. It's about shifting the way your entire organization thinks, acts, and works together.

    We'll talk about:

    • Why fundraising cuts across every part of your organization
    • How to recognize if your organization's culture is quietly undermining your fundraising efforts
    • What systems change really means – and how to use it to create the conditions for fundraising growth
    • Why fundraising can't - and shouldn't - operate in isolation
    • The implicit values, habits, and assumptions that shape outcomes more than any plan
    • Why building a culture of philanthropy is a continuous, organization-wide effort – not just a checklist

    If you've ever wondered how to make a culture of philanthropy real – not just aspirational – this episode offers a fresh, honest starting point for nonprofit leaders and fundraisers alike.

    Resources and links:

    Podcast editing and post-production by: Daniella Sorrentino at Feral Culture Lab

    Intro and Outro Music: Fancy Free by Reveille at Soundstripe

    13 November 2025, 12:00 pm
  • 21 minutes 1 second
    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 of your mission. In this episode from the Fundraising Lab archives, we're joined by Brooke Erickson as we provide expert guidance on creating a donor impact report. Whether you're launching your first report back to donors or rethinking your annual report strategy, this conversation explores how to create donor-centered communications that maximize donor engagement and strengthen donor retention. We cover: Creating donor-centered impact reports that make supporters feel proud and part of the team The art of impact storytelling: sharing client stories safely through amalgams, staff experiences, and volunteer testimonials Building a strategic stewardship program that balances donor appreciation with fundraising appeals If you're planning donor communications or impact reporting, this episode offers practical advice on transforming standard reporting into meaningful stewardship that strengthens donor relationships and retention.

    Check out Brooke Erickson and host Cathy Mann on LinkedIn

    Resources and links: Check out Brooke Erickson and host Cathy Mann on LinkedIn Download our Four Pillars of Fundraising Guide for free Book your Fundraising Growth Game Plan call Email us at [email protected] Subscribe to our email list Share this episode with a friend!

    Podcast editing and post-production by: Daniella Sorrentino at Feral Culture Lab

    Music: Intro and Outro Music is Fancy Free by Reveille at Soundstripe

    30 October 2025, 12:00 pm
  • 1 minute 31 seconds
    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 Mann, award-winning fundraiser, educator, and founder of The Fundraising Lab, each episode blends decades of sector experience with practical insights you can apply right away.

    Whether you're leading a team, writing your first grant, or steering a $2M campaign, you'll find real talk, relatable stories, and strategies rooted in social-change philanthropy.

    Every other week, Cathy and her guests break down how strategy, systems, and culture work together so your organization can scale its fundraising from $200K to $2M and beyond, without burning out your people or your mission.

    Resources and links: Check out host Cathy Mann on LinkedIn Book your Fundraising Growth Game Plan call Email us at [email protected] Subscribe to our email list

    Podcast editing and post-production by: Daniella Sorrentino at Feral Culture Lab (feralculturelab.com)

    Music: Intro and Outro Music is Fancy Free by Reveille at Soundstripe

    16 October 2025, 12:00 pm
  • 18 minutes 30 seconds
    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 building your first fundraising team, the path to sustainable fundraising growth isn't always clear.

    In this episode, we break down the real stages of fundraising growth and what is required at each stage – not just in terms of fundraising strategy, but in terms of systems, organizational culture and capacity building.

    We're talking about:

    • The 4 key stages of fundraising growth (and what to focus on at each stage)
    • Why fundraising success depends on alignment across your entire organization
    • What it means to invest in a culture of philanthropy that supports fundraising efforts
    • Common traps like unrealistic fundraising hiring expectations, weak infrastructure, and the myth of the "lone fundraiser"
    • Real-life stories about how fundraising success leads to overwhelm – and practical ways to prevent burnout

    We also dig into why financial reconciliation, donor database management, and clear team communication are just as critical as your fundraising plan – and why you might feel like you're spinning your wheels without these systems in place.

    If you're navigating the messy middle, stuck between growing pains and big fundraising goals, this one's for you.

    Resources and links: Check out host Cathy Mann on LinkedIn Download our Four Pillars of Fundraising Guide for free Book your Fundraising Growth Game Plan call Email us at [email protected] Subscribe to our email list Share this episode with a friend!

    Podcast editing and post-production by: Daniella Sorrentino at Feral Culture Lab

    Music: Intro and Outro Music is Fancy Free by Reveille at Soundstripe

    16 October 2025, 12:00 pm
  • 19 minutes 46 seconds
    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 relationship that could transform your organization's impact.

    In this episode from the Fundraising Lab archives, we're joined by Deb Thompson as we provide expert fundraising coaching on how to prepare for an upcoming major gifts meeting with a prospective foundation funder. Whether you're reconnecting with a past supporter or meeting with high-capacity donors for the first time, this conversation covers essential major gifts strategies for turning that initial meeting into a long-term donor relationship.

    Together, we walk through the critical elements of successful major donor meetings – from donor prospecting research and goal setting to asking the right discovery questions and creating clear next steps.

    We cover:

    • How to research major donor prospects, set meeting goals, and understand their giving patterns and priorities
    • The art of discovery calls: asking the right questions, listening well, and learning what donors truly care about
    • Creating effective calls to action and securing permission for meaningful follow-up that moves the relationship forward

    If you're preparing for your first major gift meeting or looking to strengthen your major donor cultivation strategy, this episode offers practical fundraising best practices to help you build authentic relationships with foundation funders and high-capacity donors.

    Resources and links: Check out Debra Thompson and host Cathy Mann on LinkedIn Book your Fundraising Growth Game Plan call Email us at [email protected] Subscribe to our email list Share this episode with a friend!

    Podcast editing and post-production by: Daniella Sorrentino at Feral Culture Lab

    Music: Intro and Outro Music is Fancy Free by Reveille at Soundstripe

    16 October 2025, 12:00 pm
  • 22 minutes 27 seconds
    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 focused on helping others and dismantling the beliefs and systems that lead to poverty and insecurity.

    15 November 2022, 7:29 pm
  • 48 minutes 6 seconds
    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 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.

    23 August 2022, 4:00 am
  • 46 minutes 11 seconds
    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 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.
    26 July 2022, 4:00 am
  • 38 minutes 37 seconds
    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 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 is the episode for you!
    28 June 2022, 4:00 am
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