Media and Press

Fundraising or budgeting, which comes first?

Woman Owned Agency

January 19, 2023

In this episode of Woman Owned Agency, host Sheryle Gillihan sat down with Barbara to talk about balancing budgeting and fundraising goals, and approaching a budgeting perspective with a growth mindset.

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Giving Thought to Giving Tuesday: Planning in Advance for a Big Fundraising Day


September 27, 2022

With Giving Tuesday fast approaching, now is the perfect time to start planning your future fundraising activities. Let’s think about Giving Tuesday! During this panel, we’ll be discussing the best practices nonprofits should adopt before the big day, as well as hurdles and how they can be avoided. Join us as we sit down with some fundraising all-stars!

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Just keep asking


August 5, 2022

Fundraising is not a free fall. Don’t hit the pause button; stay connected even during extraordinary circumstances. Barbara talks about having a strategic plan, 365 fundraising calendar, donor retention, segmentation, and multi-channel communications to #PowerUpYourFundraising.

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An in-depth review with industry experts

Giving USA

June 28, 2022

Every year, the nonprofit sector receives extensive data describing philanthropy in the U.S. through the annual Giving USA Report. In addition to helping you understand what happened in 2021 and what is anticipated in 2022, in this session you will learn how to use the information to plan your fundraising strategy.

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Nonprofit Fundraising Pre-covid, During Covid, and After Covid

Nonprofit MBA

March 7, 2022

Barbara O’Reilly and Stephen Halasnik from Financing Solutions, a leading provider of nonprofit lines of credit, discuss nonprofits’ fundraising before the pandemic, during the pandemic, and after the pandemic. Nonprofits with flexible development systems and strategies are better positioned to navigate contingency of any sort seamlessly. A flexible approach that enhances rapid adaptation ensures that nonprofits survive the rough and tumble of time.

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How Consultants Boost Fundraising Results

BBB Wise Giving Alliance The Heart of Giving

February 2022

Barbara O’Reilly joins Art Taylor, President and CEO of the Better Business Bureau’s Wise Giving Alliance to discuss fundraising, specifically how an organization can go about selecting a consultant to help with their fundraising efforts and we also discuss some interesting fundraising strategies. If you are a fundraising professional, this episode is for you so tune in now!

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The Value of Small Donors

Dynamic Profits w/ Dan

July 1, 2021

Dan welcomes Barbara O’Reilly back to the show to talk about how the non-profit sector is treating “small” donors, what their value is to fundraising programs, and why that value isn’t be realized by some non-profits. Barbara is a fearless advocate for the industry and she brings her experienced and honest perspective to this important discussion with an eye towards helping organizations get more out of their small-dollar fundraising programs.

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Facebook Live Interview with Maureen Wallbeoff

The Accidental Techie

August 7, 2020

In this interview, Barbara O’Reilly and Maureen Wallbeoff, Founder of The Accidental Techie, discuss what they have learned in 2020 and how these early trends may impact your nonprofit fundraising plans for end of year campaigns.

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Fundraising Strategy and Roadmap

1832 communications

June 24, 2020

Barbara O’Reilly speaks with Ephraim Gopin about what a fundraising strategy has to include, importance of conducting a campaign feasibility study, the need to always be planning and growing and, what has changed and what has stayed the same in fundraising over the last 25 years.

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Fundraising During a Recession

Dynamic Profits w/ Dan

June 8, 2020

Nonprofit fundraising is a constant balance of trying to navigate the short term climate with your organization’s long term goals. In this special interview, Barbara joins Dan Sommers to discuss what the non-profit sector has learned from fundraising during COVID-19 and how those lessons can help organizations plan to raise money in the challenging economic climate that lies ahead.

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New Ways to use Technology to Build Donor Engagement


June 2, 2020

Hosted by boodleAI’s CEO, Shawn Olds with Taylor Made Experiences President, Christina Taylor Serrano, and Windmill Hill Consulting Founder and Principal, Barbara O’Reilly, this webinar teaches you how to strengthen your fundraising in the midst of chaos by rethinking your donor engagement strategies, leveraging your events from in-person to virtual, and incorporating innovative tools like predictive analytics to help your nonprofit focus its limited time on the segments in your database that will garner the best ROI for growth.

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Engaging 1:1 Donor Experiences Across Channels

Firefly Partners

May 4, 2020

In this conversation, Barbara joins Mark Cross of GoodUnited to share her expertise on major giving while Mark parallels his 1:1 expertise across Facebook fundraising and digital channels.

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Now What and Where We Are Headed

Unbounded by Donosearch – a Virtual Conference Experience

April 2020

Now that we all have been working from home for some time and the pandemic is still very real, how do we, our organizations, continue to adjust and plan to work from home?

This webinar discussed how to plan for the longer effects and the changing operations within your organizations, how these changes enhance the need and demand for philanthropy, how to recover after relief, and if we will be in a better situation when the economy recovers.

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Nonprofit Fundraising Sustainability in an Era of Covid-19

Northern Virginia Chamber of Commerce

April 28, 2020

Join three dynamic speakers as they delve into how to redefine nonprofit sustainability during this current crisis, from pivoting based on internal and external views, to taking into account what’s needed internally to stabilize an organization for both the short and long term.

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Finding Your Fundraising Tribe

Simon Scriver’s Amazingly Ultimate Fundraising

July 21, 2019

In this guest spot, Barbara O’Reilly (Principal, Windmill Hill Consulting) joins T. Clay Buck (Tactical Fundraising Solutions) and Cherian Koshy (Director of Development, Des Moines Performing Arts) to talk about the benefits of having a ‘fundraising tribe’ or your own personal board of directors. And thankfully nobody spills coffee on themselves.

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Communicating Your “WHY” to Drive Donor Loyalty

Go Beyond: The Pursuant Listening Experience for Nonprofits

October 1, 2018

In this episode, Barbara O’Reilly sits down with Go Beyond: The Pursuant Listening Experience for Nonprofits to discuss how organizations can better answer the question for their donors: “Why do you need me?”

Learn how to define your “WHY” as an organization, create the connectivity for ultimate donor loyalty by communicating the WHY, personalize the important values for our donors, and eliminate the “black hole” status of unrestricted gifts by connecting it to your organization’s WHY.

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“Barbara listened to what we said we needed and hoped to learn in order to assess and improve our direct mail program. Barbara not only delivered on our felt needs but also surfaced unfelt needs and gave us more than we knew we needed to know. On the tactical level, we came away with a lot of sound analysis and practical recommendations to work with now as we grow our direct mail program.”

Deborah McGlaughlin
Hospice of the Chesapeake

“Barbara is a consummate professional and has a deep, thorough grasp of non-profit fundraising. She provided expert advice and insights on our end-of-year direct mail appeal campaign, our corporate cabinet, and our individual giving program. She has innovative and keen insights, and she worked remarkably well with our president and my team.”

Kendra Davis
Vice President for Philanthropy, Refugees International

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