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Don’t Add Another Event Until You Read This

6/15/2025

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Don’t Add Another Event Until You Read This

I get it – events feel like momentum. They’re visible. They’re exciting. And if your board or staff is worried about revenue, the first suggestion is often:

 “What if we did another fundraiser?”

But here’s the thing I wish more nonprofits understood:

​More events aren’t always the solution. Sometimes, they’re the problem.


Events are expensive – even when they "make money"

Sure, your spring gala might net $12,000 after expenses. But how many staff hours did it take to plan? How many other fundraising activities were delayed or abandoned in the lead-up?

Did it bring in new major donors or long-term monthly supporters? Or was it mostly your usual crowd eating chicken and bidding on a silent auction basket?
​
I’m not saying you should never do events. But I am saying you need to know what each one is actually doing for your mission – and at what cost.

I have strong feelings about 5Ks and golf tournaments – and here’s whY

Because they trick you into thinking you’re fundraising, when what you’re really doing is facilitating a transaction.

Participants are there to run, or to play golf. They’re not connecting to your mission. They're not hearing stories of impact or seeing their role in your work. They’re getting a t-shirt and a swag bag – and then they’re gone.
​
You might as well be selling donuts on the street corner.

So how do you know if an event is actually worth it?

Ask yourself:
  1. What’s the ROI?
    What are you really raising after you subtract hard costs and staff time? If it’s costing $0.85 to raise a dollar, that’s not a fundraiser – it’s a stress-inducer. And occasionally events can flip and end up being over a dollar to raise a dollar – in other words, losing money.
  2. What’s the point?
    Are you trying to raise money? Attract new donors? Steward existing ones? Events with no strategic purpose are a time-sink. Be honest about your goals.
  3. Who is coming – and are they giving again?
    If most attendees are one-time supporters who disappear after dessert, the event might be more flash than follow-through.

What if we have an event and I can’t cancel it?

​Now, if you’ve got an event that’s locked in – maybe it’s tradition, or there’s a sponsor you don’t want to lose – make it count. Infuse as much mission into that event as you possibly can. Don’t just entertain – connect. I once went to a Broadway revue fundraiser for a group supporting teens in foster care, and in between each number, they played short audio clips of the teens sharing their stories. It was powerful. I still remember those voices. That’s what sticks. And that kind of emotional resonance is what opens the door for deeper engagement. Pair that with a strong follow-up plan – something that nurtures those attendees beyond their ticket or entry fee – and you can turn one-time guests into long-term donors who truly understand and care about your work.

The Hidden Cost No One Talks AbouT

​Every event on your calendar takes time – time your team could be spending building real relationships with major donors, deepening stewardship, or crafting a compelling campaign that brings in five- or six-figure gifts. That’s the real opportunity cost. It’s not just the hours spent on centerpieces or silent auction items – it’s the connections you didn’t make, the asks you didn’t have time to prep, the impact that got delayed because your best energy was tied up elsewhere. If you want transformational gifts, you need the bandwidth to pursue them. Events rarely give you that. A smart plan does.

How to Stop Letting Events Run Your StrategY

In my Smart Start Fundraising System, we assess your fundraising “vehicles” – the methods you use to reach donors. Events are just one of many vehicles. And often, there are smarter, leaner options with better ROI.

But the real magic happens when you zoom out and create a Plan – one that aligns your fundraising activities with your goals, capacity, and budget. Not every organization needs a gala. Some need a good direct mail strategy. Others need better donor journeys or stronger partner engagement.

When your events support your overall plan instead of driving it, everything clicks.

Before you plan another event…

Ask yourself: Is this the best use of our time, energy, and budget?

And if you’re not sure?

💡 That’s exactly what my course, The Smart Start Fundraising System, helps you figure out.

We walk through your fundraising menu, evaluate the ROI of each activity, and build a plan that plays to your strengths – without burning your team out.

🎯 Enrollment is open now!
You’ll get instant access to the training, tools, templates, and bonuses – plus 5 CFRE credits.

👉 [Click here to enroll today] and start building a smarter, more sustainable fundraising plan.

Because you deserve a fundraising strategy that works as hard as you do.

Cheers!
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​PS - I hope you’ll continue the conversation by subscribing to Real Deal Fundraising. When you subscribe, you’ll get my e-newsletter, which includes the best articles on fundraising, productivity, and cool stuff every week. The whole thing is curated awesomeness as well as freebies like webinars, instructional videos, and whatever else I can put together to be helpful to you!
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If you liked this… 
  • Beautiful on a Budget: How to Design Stunning Fundraising Event Decor for $250 or Less
  • Why Most Fundraising Plans Fail (and How to Build One That Doesn’t)
  • The Problem with Totes and T-Shirts: Why Freebies Can Undermine Fundraising
  • My Exhaustive Event Planning Checklist
  • Phonathons Are STILL Not Dead – Busting the Biggest Myths About Calling Donors
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Why Most Fundraising Plans Fail (and How to Build One That Doesn’t)

6/1/2025

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Why Most Fundraising Plans Fail (and How to Build One That Doesn’t)

Let’s be honest: a lot of “fundraising plans” aren’t really plans.

They’re a collection of ideas scribbled in the margins of a notebook. A to-do list that gets buried under meeting notes. Or a spreadsheet no one has opened since last fiscal year.

And when things feel uncertain or urgent, even the most well-intentioned plan gets abandoned.
​
So why do most fundraising plans fail? After 20+ years of working in and coaching nonprofit teams, here’s what I’ve seen over and over again:

1. The plan is not aligned with real capacity.

Too many plans are built for imaginary versions of our organizations. You know the ones: the org with unlimited time, a full development team, and a budget for days. In real life, you’ve got a stretched-thin staff, a volunteer board, and one printer that jams every third sheet.

The best fundraising plans start where you are. They work with your current capacity – not against it. They help you make choices, not just lists.

Staff turnover is one of the biggest challenges that can set you back in fundraising and burnout is often the cause. If you build your plan around the staff you have and use technology to leverage that plan, you can mitigate burnout and turnover.

2. The plan is disconnected from results.

If your plan doesn’t tell you how much money you can expect to raise – and from which methods – it’s not a plan. It’s a wish list.

A strong fundraising plan includes projections based on past data, average gift sizes, and realistic conversion rates. This lets you set expectations, allocate resources wisely, and make the case for investments when needed. I did an entire blog post showing you how to build those projections so you know what you are able to raise, not just what you wish you would raise.

No more spaghetti-on-the-wall fundraising. Just clear goals with measurable outcomes.

3. The plan doesn’t assign real accountability (Or backup).

​Even when a plan exists, it often fails at the handoff: no one knows who’s doing what – or worse, everyone thinks someone else is handling it.

That’s why the final step of a good plan is assigning each task to a specific person. And then assigning a backup person to be cross-trained. This keeps your plan running when life happens – vacations, sick days, job changes – and builds resilience into your team. That’s why I wrote about building a responsibility calendar to protect your plan and ensure it becomes real.

No more scrambling. Everyone knows their role, and the show goes on.

So what does a successful fundraising plan look like?

It’s clear. It’s doable. And it starts with what I call the MVPPP Framework, which is part of my Smart Start Fundraising System course:
  • Message – Your compelling case for support
  • Vehicles – The channels you’ll use to reach donors
  • Prospects – Who you’re asking
  • Partners – Who’s helping you ask
  • Plan – Bringing it all together with structure and accountability
This framework works whether you’re a one-person shop or leading a full advancement team. It’s not about doing everything. It’s about doing the right things on purpose.

Want to build your best fundraising plan yet?

My new course, The Smart Start Fundraising System, is officially here! It’s designed for nonprofit leaders who are tired of spinning their wheels and ready to raise more  –  strategically, confidently, and without burnout.

🎯 Inside, you'll learn how to craft a compelling message, choose the right methods, identify and engage donors, mobilize your board, and build a plan you can actually execute  –  all using my proven MVPPP framework.

✅ 5 Pre-approved CFRE credit hours available
✅ Four high-impact bonus trainings included
✅ A 21 page workbook plus tools, templates, and spreadsheets you can plug and play
💻 Enrollment is open now! Price is $549

Take a look, see what’s inside, and get started at your own pace:
👉 Take a closer look here.
Because passion doesn’t build a fundraising plan. But clarity? That’ll take you the distance.
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Cheers!
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​PS - I hope you’ll continue the conversation by subscribing to Real Deal Fundraising. When you subscribe, you’ll get my e-newsletter, which includes the best articles on fundraising, productivity, and cool stuff every week. The whole thing is curated awesomeness as well as freebies like webinars, instructional videos, and whatever else I can put together to be helpful to you!
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​If you liked this…

  • Nonprofit Productivity and Time Management
  • Goals versus Projections: What’s the Difference?
  • Building Fundraising Projections for your New Fiscal Year
  • The Responsibility Calendar: The Key to Making Your Fundraising Plans a Success
  • Who’s Afraid of Burnout and Turnover? You Should Be.
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The Problem with Totes and T-Shirts: Why Freebies Can Undermine Fundraising

5/18/2025

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The Problem with Totes and T-Shirts: Why Freebies Can Undermine Fundraising

My grandfather wasn’t a big donor. He only gave to a handful of causes in his lifetime. But there was one organization that always stood out: St. Jude Children’s Research Hospital. He gave faithfully – moved by the emotional weight of their television commercials. The stories got him every time.

But even though he was already giving, they kept sending him address labels. Over and over again.

At the time, I didn’t get it. Why send him stuff he didn’t ask for when he was already clearly connected?

Years later, working in fundraising myself, I learned what was going on. Those labels weren’t a thank-you. They were part of the ask. A fundraising tactic. A subtle nudge rooted in the psychology of reciprocity: we gave you something, now give something back.

And while it might work once, that kind of giving rarely sticks.

The truth is, these built-in freebies – address labels, calendars, stickers – don’t deepen connection. They dilute it. They train donors to expect something with every letter, and more importantly, they shift the focus away from the mission.
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I still wonder: would my grandfather have kept giving without the commercials? Maybe not. But I know this for sure – it wasn’t the address labels that made him care.

When Fundraising Starts to Feel Like a Loyalty Program

We’ve all seen it – and some of us have inherited files full of it:
  • Calendars that take all year to design
  • Sheets upon sheets of address labels
  • Stickers that end up in the recycling bin
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These “free” items are anything but free. They come at a cost – not just to your budget and your time, but to your donor relationships.

Why These Kinds of Premiums Can BackfirE

Let’s get practical. Including giveaways in your appeals may seem harmless, but it creates three major problems:

1. It sets the wrong tone.
You’re not building connection – you’re mimicking a subscription box. That’s not what we’re here to do.

2. It costs more than you think.
Printing, shipping, design, fulfillment – it adds up fast. Those funds could go straight to your mission.

3. It attracts short-term, low-retention donors.
This is the biggest problem. Donors who give because of a trinket are less likely to renew, upgrade, or become champions for your cause. You want committed supporters, not one-time transactions.

And There’s a Legal Catch, Too
​

Let’s talk taxes. When you include a premium with your appeal, you risk turning that gift into a quid pro quo contribution – where only part of the donor’s gift is tax-deductible because they received something in return. To avoid that, the item has to be of “insubstantial value” – meaning so cheap it’s practically worthless. And if the gift is that insignificant, why bother sending it at all? You’re adding printing, packaging, and postage costs for something that can’t carry real meaning or message weight. It’s a logistical headache with no lasting return.

What Donors Actually WanT

Here’s what’s wild: Most donors don’t even want the stuff. They want to be moved. They want to know their gift means something.

That’s where Near, Dear, and Clear comes in:
  • Near: They feel close to the cause.
  • Dear: The mission matches their values.
  • Clear: They understand what their gift will do.
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No label sheet in the world can deliver that. But a compelling story can.

When Thoughtful Tokens Do Make Sense

This isn’t a full-on war against every branded item. There’s a time and place – but intention matters.
  • Give tokens in stewardship, not acquisition.
  • Let them be surprises, not bait.
  • Make sure they reflect your mission, not just your logo.

A bookmark made by a student in your afterschool program? That’s beautiful.
A bulk-ordered mug with your fiscal year slogan? Probably unnecessary.
​
Would you give your best friend a water bottle to say thank you?
Or would you write them a heartfelt note of thanks?

So What Should You Do?

If you’re stuck in a cycle of sending “stuff” or trying to break the premium habit, here’s where to begin:

1. Lead with stories.
Make your appeal emotionally rich and mission-focused. Don’t let a keychain carry the message.

2. Map the full donor journey.
Gifts shouldn't unlock access to your best content. Welcome everyone into the story, not just your VIPs.
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3. Test it.
Try a premium-free version of your next appeal and track the results. You might find your message carries more weight on its own. And don’t forget to track retention of those new donors acquired (with premiums and without) in the next year of giving.

Fundraising That Feels Better (and Works Better)

The truth is, you don’t need gimmicks to raise money. When you lead with purpose, your donors feel it. And they’ll stick around.
​
Mission-centered messaging doesn’t just build trust – it builds staying power.

Ready to ditch the swag and write stronger appeals that actually retain donors?

The Smart Start Fundraising System will show you how. I break down what motivates giving without resorting to trinkets and help you build a complete plan grounded in what matters.

[→ Get on the waitlist now or check out the course here.]
​
Cheers!
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​PS - I hope you’ll continue the conversation by subscribing to Real Deal Fundraising. When you subscribe, you’ll get my e-newsletter, which includes the best articles on fundraising, productivity, and cool stuff every week. The whole thing is curated awesomeness as well as freebies like webinars, instructional videos, and whatever else I can put together to be helpful to you!
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If you liked this…
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Phonathons Are STILL Not Dead – Busting the Biggest Myths About Calling Donors

4/27/2025

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Phonathons Are STILL Not Dead – Busting the Biggest Myths About Calling Donors

Every few months, another university quietly kills its phonathon. And just like that, inboxes everywhere light up:
  • Do we even need calling anymore?
  • Isn’t this outdated?
  • Should we just move everything online?

​Let’s set the record straight.

Phonathons are not dead. And many of the arguments used to declare their demise are based on myths – not real data, not field experience, and definitely not what’s actually happening on the ground at most institutions.
So let’s bust some of the biggest myths I hear over and over again:

​Myth #1: “Nobody picks up the phone anymore.”

Reality: Pick-up rates (contact rates) are absolutely impacted by things like caller ID, time of day, area code, and list segmentation. But even in the post-pandemic world, institutions are still having real, quality conversations with alumni, parents, and friends. When done right, phone outreach still delivers contact, conversation, and conversion.

In fact, one partner institution recently doubled their call completion rate within a single year, simply by improving their strategy – things like making more attempts per record, using smart list management, and building trust through clearer caller ID.

The problem isn’t that people don’t pick up. The problem is we’ve stopped giving them a good reason to.

Myth #2: “We don’t need phonathon anymore.”​

Reality: This one usually comes from someone who hasn’t worked a call shift or analyzed the pipeline lately.
If you’re serious about long-term fundraising success, you need phone outreach. Here’s why:
  • Data Integrity: The call center is often the only channel regularly updating email addresses, employment info, and demographic data straight from the source.
  • Lead Generation: Trained callers can surface major and planned gift prospects who would never flag on your radar otherwise.
  • Pipeline Health: If you’re not engaging younger donors now, good luck finding them when they turn 50 and have capacity.
  • Scalability: Personal donor contact at scale is rare. The phone still offers that sweet spot between high-touch and high-volume.

​One institution I advised recently saw a huge bump in average gift size – up over 50% – and their calling center is now on track to exceed their full fiscal year results any day now. You can get great ROI from calling… if you treat it like the professional fundraising channel it is.

​Myth #3: “The phonathon loses money (or only breaks even).”

Reality: It’s supposed to break even – or come close. Phonathon isn’t just about the immediate dollars in the door. It’s about the long game: donor reactivation, new donor acquisition, pipeline building, and massive volumes of updated data. That work fuels years of future fundraising success.

If your phonathon is consistently losing money, the issue usually isn’t the channel – it’s the execution. Maybe your manager is under-supported. Maybe you’ve got outdated or clunky software that makes it impossible to track results or process credit cards smoothly. Maybe you aren’t calling enough to make your fixed costs worthwhile.
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But let’s be clear: the blame doesn’t lie with the callers – or with the channel itself.

​​Myth #4: “Call center manager is just an entry-level gig.”

Reality: Running a call center is one of the hardest jobs in advancement. It demands a unique skill set: donor communication, hiring and training, shift logistics, data reporting, budget management, and tech troubleshooting – just to name a few.

And yet, too often this role is underpaid, undervalued, and handed off to someone with no real support or path for growth.
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Here’s the truth: If you want your phonathon to succeed, you need a strategic leader managing it. When that happens, everything gets better – culture, results, retention, and ROI.

​Myth #5: “We’ll just go multichannel instead.”

​Reality: I support multichannel fundraising 100%. Donors need options. But cutting your call center with no plan to replace what it actually does isn’t innovation – it’s just short-sighted.

If you eliminate phone outreach, here’s what you’re walking away from:
  • High-quality data updates
  • Scalable relationship-building
  • Lead generation for your major and planned gift teams
  • A training ground for your future advancement professionals

​Ask yourself: What’s the plan to make up for all of that?

If your phonathon isn’t performing, it’s not because the channel is dead. It’s probably due to low volume of work, poor strategy, clunky systems, undertrained callers, or a lack of clear goals. All of those are fixable.

That’s what I help institutions do every day – reset, retool, and rebuild programs that actually work.

If you’re ready to stop chasing trends and start making smart decisions about your donor outreach, let’s talk. Whether you need a strategic audit, caller training, or a full-scale turnaround, I’ve got your back.

Bottom line: Phonathon isn’t broken. The way it’s managed might be.


And with the right approach, calling still works – and it works beautifully.

Cheers!
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PS - I hope you’ll continue the conversation by subscribing to Real Deal Fundraising. When you subscribe, you’ll get my e-newsletter, which includes the best articles on fundraising, productivity, and cool stuff every week. The whole thing is curated awesomeness as well as freebies like webinars, instructional videos, and whatever else I can put together to be helpful to you!
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PPS – If you need to freshen up your phonathon, be sure to check out my book Successful Fundraising Calls: A Phonathon Scripting Workshop available through Academic Impressions and my e-book How to Staff Your Phonathon Super-Fast available to download instantly here in the Real Deal Fundraising Store.
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If you liked this… 
  • In Depth: Is Phonathon Really Dead?
  • In Depth: The Five Pillars of Annual Giving
  • In Depth: Rethinking How we Train Phonathon Callers
  • 10 Traits All Former Phonathon Callers Share
  • Phonathon During a Pandemic: Case Study from Western Carolina University
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New Fiscal Year Approaching – Are You Ready for the ride?

4/16/2025

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New Fiscal Year Approaching – Are You Ready for the Ride?

Jessica here! Today, I’m thrilled to welcome a guest post from my friend and colleague, Melissa Derrick Adair, who brings a wealth of experience and insight. I like to introduce Melissa as the most competent person I’ve ever met, especially since she changed my life by teaching me about the “filter by color” function in MS Excel. 😊 Her post below is packed with practical wisdom and actionable tips – I know you’re going to love it.

Have you ever thought that annual giving is just a classic roller coaster? You might think I’m referring to thrill you get from the ride – but I’m thinking deeper about the science behind the ride.
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Roller coasters use a combination of gravity, inertia and momentum to propel riders through the track. If you look closely, the biggest hill is first. This is called the lift hill. The lift hill uses a chain or other mechanism to pull the cars to the top. Take yourself back to your last roller coaster ride. Do you remember the excitement and anticipation you felt slowly creeping towards the top? When you reach the top of the lift hill, the train is filled with potential energy – in fact the height of that hill has a direct impact on the rest of the ride. As the train tips over the top of the lift hill, gravity, momentum and inertia take over.

IS YOUR LIFT HILL TALL ENOUGH?

For a rollercoaster, the kinetic energy gained from the initial descent dictates how the rest of the ride will go. If the lift hill is too short, there will not be enough energy built up for the cars to make it through the entire ride.

In annual giving, the three months before the fiscal year start is our lift hill. This is the time where you should be looking ahead towards the next fiscal year and setting your plan. Setting the plan now allows time to ensure that your strategy can make an impact starting on day 1. Ask yourself:
  • What key initiatives do I want to anchor my fundraising calendar? A good strategy typically includes a key initiative for each quarter (i.e. initial donor renewal, calendar year end, giving day, fiscal year end, etc…)
  • Do I have the tools necessary to implement my strategy? The pre-fiscal year period is a great time to ensure that you will have the platforms and vendors needed to implement your vision.
  • Do I have the staff needed to execute my vision? If you are adding new initiatives or expanding initiatives, you may need additional personnel or expertise to successfully implement.

DO YOU HAVE A GOOD DESIGN?

Have you ever noticed how a roller coaster doesn’t just have a series of loops? It has turns, slopes and other elements to ensure that as the train moves through the track it can build up more energy. In annual giving, your plan should be like the rollercoaster and include more than just solicitation.
  • Be Prompt with Stewardship. Thank your donors quickly to reassure the donor that their gift was received and appreciated. Always include a quick thank you (like an immediate email). You may also want to have larger “thank a donor” campaign included as part of a key initiative.
  • Always be Cultivating. In annual giving, it is all about cultivation. Our goal is to influence donor behavior, encouraging them to climb the donor pyramid with increasing and repeating support. A key component of this is cultivation. Your donors should receive outreach intended to engage and keep them connected with your mission. You should ensure your magazine, website and social media also include strategically timed gifts-at-work examples.
  • Space It Out. To avoid donor fatigue, be mindful of the donor view and ensure your plan includes adequate spacing between solicitation appeals to the same audience. When planning your 1st quarter initiatives, think about the timing and how closely that may match up with any fiscal year end audiences.

ARE YOUR PROSPECTS READY TO RIDE?

Another key part of any roller coaster ride is ensuring that all the passengers are ready for the ride. Amusement park attendants do final checks to ensure passengers are secure. As you look ahead to the next fiscal year, be sure that your prospects are ready for your outreach. Studies continue to show that fundraising campaigns utilizing multiple channels of outreach create more opportunities for potential donors to connect with your organization and have higher rates of conversion. Now is a great time to ensure that your prospects will be able to receive your omnichannel outreach.
  • Enrich The Data. Send key prospects to data enrichment services to capture and verify demographic information like address, email and cell phone.
  • Collect Donor Preferences. Ensure online donor forms and event registration forms include areas to provide preferred contact information as well as opt-in by communication channel.
  • Update your CRM. Ensure demographic updates received through returned mail, email correspondence or phone outreach are updated in your CRM. Ensure your outreach CRM is compliance ready with spaces to store opt-in preferences by channel.

When I started out in annual giving, the running joke was that once the fiscal year flips, you wipe the slate clean and start all over again. But after two decades of leading annual giving fundraising strategy, I’ve learned that it is far from the truth. What you do in the final quarter of your fiscal year has a direct impact on the next year’s results. So, as you are looking ahead to next year, remember the importance of a good design. Have a strong initial climb with a mixture of loops, turns and slopes throughout the path.  And always ensure your passengers are ready for the ride!

​Melissa Derrick Adair

Melissa is an innovative fundraising leader with 25 years of proven success driving fundraising strategy through omnichannel direct marketing approaches. She has collaborated with hundreds of non-profits, primarily in Higher Education, Greek Life and healthcare. Her specialty is developing comprehensive, data-driven strategies for prospect identification, cultivation, solicitation and stewardship. Melissa served as the chief fundraising strategist for Ruffalo Noel Levitz for more than a decade. She is known across the industry for her expertise, particularly in data-driven strategy, using language to optimize fundraising results and texting compliance. Melissa earned a B.A. from the University of Georgia and an M.B.A from Mississippi State University.
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P.S. If you found this post helpful, be sure to subscribe to my blog so you don’t miss more content like this. And while you’re at it, check out Melissa’s work and sign up for her newsletter too – you’ll want her voice in your inbox.
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If you liked this… 
  • How to Build a Philanthropy Calendar That Drives Digital Donations
  • Kickstart the Year: Setting Annual Giving Projections for Success
  • Culture of Philanthropy Check Up
  • Planning for the Unexpected
  • The Missing Piece of Your Strategic Planning: A Benchmarking Study
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How to Build a Philanthropy Calendar That Drives Digital Donations

4/6/2025

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How to Build a Philanthropy Calendar That Drives Digital Donations

Every year in November, National Philanthropy Day would roll around and I’d sigh and say to myself: “Next year, I’m going to be ready.” I’d swear that I would plan ahead, write the emails, prep the social media graphics, and really celebrate the day with our donors.

Then February would roll around and I’d see adorable Valentine’s Day posts from other schools – “We ❤️ our donors!” – and then again on St. Patrick’s Day – “We’re lucky to have you!” And I’d think: Next year. Definitely next year.

Finally, last summer, I had had enough.

We blocked time, pulled out the project management software, and started building a full philanthropy calendar – complete with stewardship moments, giving day content, and awareness-based messaging. And now? We don’t miss those chances to talk about philanthropy. We show up with intention. And the best part? Once this year is done, we’ll already have an entire year’s worth of content ready to refresh and reuse next time around.

Honestly – it’s one of the best things we’ve done.

Why every nonprofit needs a philanthropy calendar

If you’re in higher ed advancement (and especially if your fiscal year starts July 1), now is the time to build your calendar for the next year – before you're juggling events, campaigns, and year-end appeals.

When you plan your giving-focused content in advance, you give your team the time and space to tie fundraising to moments that matter – national observances, cause-based awareness days, and your own institutional milestones. You stop scrambling. You start seeing results.
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Digital fundraising isn’t just about being visible. It’s about being intentional.

What kinds of dates belong on your calendar?

Start with the obvious ones: your founding date, commencement, homecoming, or the birthday of a beloved former president with a named scholarship fund. Then build out from there.

Here are a few ideas to get you thinking:
  • World Gratitude Day (Sept 21) – a lovely touchpoint to show donor appreciation
  • National Philanthropy Day (Nov 15) – a perfect moment to thank donors and highlight giving’s impact
  • National Estate Planning Awareness Week (3rd week of October) – opens the door for gentle legacy giving education
  • National Scholarship Month (November) – great for student stories, recruitment, and stewardship
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The more your calendar reflects your organization’s story, the more it will resonate with your community. These aren't throwaway posts – they’re meaningful messages that reinforce your mission and make giving feel timely and personal.

Tools to make it happen

Use scheduling tools like Buffer, Later, or Hootsuite to plan ahead. Build Canva templates you can reuse year after year. And make sure someone on your team is tracking which content types drive engagement – not just likes, but actual clicks, gifts, or email signups.

Once you get into the rhythm of planning ahead, the content starts to build on itself – and pretty soon, you're not starting from scratch every year. You’re refining, reusing, and getting stronger with every cycle.
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You don’t need a massive team or a fancy agency. Just a plan, a few tools, and a commitment to showing up for your donors in meaningful ways.

Need a head start?

I’ve done the heavy lifting for you  –  get your free Year-Round Philanthropy Calendar with dates organized by theme and by month and ideas for implementation.
​

This curated list of dozens of dates is tailor-made for fundraising, stewardship, and storytelling – including giving days, mission-aligned observances, and the quirky holidays that make for surprisingly great donor content.
Get Your Free Year Round
​Philanthropy Calendar here
Just drop your email, and you’ll be able to download it instantly. Easy.
​
One calendar. A year’s worth of opportunities to show up, connect with your donors, and tell the story of your mission.
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What dates are important for your messaging and content throughout the year? Let me know in the comments.
​
Cheers,
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​PS - I hope you’ll continue the conversation by subscribing to Real Deal Fundraising. When you subscribe, you’ll get my e-newsletter, which includes the best articles on fundraising, productivity, and cool stuff every week. The whole thing is curated awesomeness as well as freebies like webinars, instructional videos, and whatever else I can put together to be helpful to you!
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New year, New donors: Building a Monthly Giving Program

1/7/2025

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How To Build a Recurring Gift Program from Scratch: A Step-by-Step Guide for Nonprofit Fundraisers

I learned the power of recurring gifts when I ran a faculty/staff giving campaign. I saw how quickly even $5 payroll deductions added up across the year when dozens upon dozens of donor participated. When I arrived at a much smaller institution that really needed unrestricted gifts, I knew they needed a strong monthly giving program that would help us reach our annual goals.
​

Recurring giving is a powerful strategy that can transform your nonprofit’s fundraising model. A successful recurring gift program provides steady, unrestricted income and builds a loyal donor base that supports your mission long-term. Here’s how to build a thriving recurring gift program from scratch.

What is a Recurring Gift Program and Why Start One?

A recurring gift program allows donors to give smaller, automated contributions on a monthly basis, typically via credit/debit card or bank draft. These "set it and forget it" donations make giving simple and budget-friendly for donors, while providing nonprofits with reliable revenue.

Why You Should Launch a Recurring Gift Program:
  • Cost-Effective: Solicited only once, recurring gifts reduce acquisition costs.
  • Predictable Revenue: Monthly gifts offer a consistent income stream.
  • Higher Lifetime Value: Studies show that recurring donors give more over time compared to one-time or annual donors.
  • Increased Donor Loyalty: The regular engagement helps deepen the relationship with your organization.
​
Why Donors Love Monthly Giving
Monthly giving resonates with donors for several key reasons:
  • Convenience: Automated payments make it easy to maintain their support without additional steps.
  • Budget-Friendly: Smaller, regular donations are easier to fit into monthly budgets.
  • Eco-Friendly: Recurring gifts reduce paper usage and reliance on direct mail, aligning with donor values around sustainability.
  • Impactful: Donors feel a deeper connection, knowing their consistent support enables ongoing projects and growth.

8 Steps to Launch Your Recurring Gift PrograM

Here’s a step-by-step approach to creating a sustainable recurring gift program that will drive long-term success.

Step 1: Explore Technical OptionS

Choose a donation platform that securely stores donor payment information and processes automated monthly contributions. Key features to consider include:
  • Mobile Optimization: Ensure the sign-up process is seamless on all devices.
  • Security: Look for Payment Card Industry (PCI) compliance and encrypted data storage.
  • User-Friendly Maintenance System: Make sure the system is easy for staff to manage, update, and integrate with your CRM.
Pro Tip: The ability to automate receipts and acknowledgments in your software will save staff time and maintain a consistent donor experience.

Step 2: Build Internal SupporT

Engage your team and leadership early. Present a clear case for why a recurring gift program is a strategic priority using data and examples:
  • Highlight the benefits of consistent revenue and lower acquisition costs.
  • Address any concerns about additional workload or technology investment.
Share a short executive summary and draft donation page copy with key stakeholders to secure buy-in and streamline implementation.

Step 3: Create an Identity for Your PrograM

Develop a unique brand identity for your recurring giving group to create a sense of community. Consider naming the group and designing a logo (e.g., "The [Organization] Sustainers"). This branding helps build a strong identity and a feeling of belonging among donors.
Examples:
  • Charity: Water’s "The Spring" 
  • The Adventure Project’s "The Collective" 
  • Starr King School for the Ministry’s "The Starr King Sustainers"

Step 4: Start Small with Personal OutreacH

Begin by reaching out personally to a select group of 25-50 loyal donors, volunteers, or board members. These individuals are likely to be early adopters and provide valuable feedback for refining your program.
Action Steps:
  • Make personalized calls or set up Zoom meetings to introduce the program.
  • Explain the benefits of becoming a founding member and gather testimonials from these early donors.

Step 5: Launch a Broader CampaigN

Once you’ve piloted your program, it’s time for a full launch. Use a multi-channel approach to reach your audience:
  • Email: Highlight the ease and impact of monthly giving.
  • Social Media: Share testimonials and visual stories of impact.
  • Direct Mail: Include a simple option to sign up for monthly giving on reply cards.
  • Phone Campaigns: Engage donors directly and answer any questions they have.
Keep the momentum going by regularly reporting progress. Consider using a thermometer graphic to illustrate growth in monthly donors and total contributions.

Step 6: Offer Meaningful PerkS

While your main goal is sustainable support, offering small perks can enhance donor loyalty without significantly increasing costs:
  • Access to an exclusive Facebook group or early event registration.
  • An annual Zoom Q&A with your CEO or program director.
  • Personalized thank-you notes or recognition on your website.
These gestures help make donors feel special and connected to your mission.

Step 7: Steward, Maintain, and Upgrade DonorS

Ongoing maintenance is key to the success of your program. Be proactive about updating expired credit cards and follow up with donors whose payments fail. In January, send timely letters for tax purposes covering all of the gifts the donor made in the previous tax year. I’ve always liked to send monthly donors a sticker and/or car decal for every year they are in the program. 
Upgrade Strategy:
  • Every 12-24 months, ask existing donors if they’d consider increasing their monthly gift. Even a small increase can have a big impact over time.

Step 8: Conduct an Annual Recurring Gift PusH

Persistence is crucial when building a recurring gift program. Plan an annual campaign to recruit new donors and replace any who have lapsed.
​
Case Study: When we started "The Starr King Sustainers" program in 2016, we had just 11 donors giving under $1,000 monthly. By 2024, we grew to over 110 monthly donors contributing nearly $6,000 each month, providing a stable base of support for our mission.

Conclusion: Start Your Recurring Gift Program TodaY

​Building a successful recurring gift program takes time and effort, but the payoff is substantial. With a thoughtful approach and consistent stewardship, you’ll create a loyal base of donors who are passionate about supporting your mission month after month.

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PS - I hope you’ll continue the conversation by subscribing to Real Deal Fundraising. When you subscribe, you’ll get my e-newsletter, which includes the best articles on fundraising, productivity and cool stuff every week. The whole thing is curated awesomeness as well as freebies like webinars, instructional videos, and whatever else I can put together to be helpful to you!
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If you liked this post, you may also like these:
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Kickstart the Year: Setting Annual Giving Projections for Success

12/20/2024

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Kickstart the Year: Setting Annual Giving Projections for Success

When my boss at The University of Southern Mississippi Foundation asked me to develop my goal for next year’s annual fund, I leaned into my expertise with spreadsheets and data. Piece by piece, I built a realistic projection for what we could raise through direct mail, email marketing, and our phonathon. Confident in the numbers, I presented them to him, and he was skeptical because the figure was three times more than the previous decade of annual results.

He suggested revising the estimate to a modest 10% increase, but I firmly stood by my projections, stating they were my low-end projections. He challenged me by saying, “If you hit these numbers, I’ll let you put a pie in my face.” We formalized the bet with a signed contract displayed in the office, which became a motivator for the team.

As the year unfolded, the energy around this goal grew. Even as we processed triple the usual number of gifts, everyone rallied around the challenge. My projections were so accurate that our phonathon came within $100 of my estimates, proving the strategy worked.
​
At a faculty and staff event marking the year’s end, we celebrated with the promised pie-in-the-face moment. My boss, albeit wearing protective gear, took the pie as I reveled in knowing that meticulous planning and confidence in my expertise led to such a monumental achievement.
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As we enter a new year, the promise of fresh opportunities is balanced by the practical need to set realistic projections. For nonprofit professionals, this is a pivotal step in crafting a fundraising strategy that not only meets but exceeds organizational goals. Even if you are on a July - June fiscal year, now is the time to planning and projecting because you will likely need to lobby for budget resources in February or March for the upcoming new fiscal/academic year.

But let’s start with some clarity: a goal is a desired end state – what you hope to achieve. A projection, however, is an educated calculation based on data and trends – a tool to guide your way.

While these terms are related, their distinctions are critical. In healthy organizations, projections should drive goal setting. Yet, many of us have faced the challenge of working under arbitrary or unrealistic goals set without a solid foundation in data.
​
So, how do you ensure your projections are both reliable and actionable? Let’s dive into how to create, use, and leverage them to empower your program and set yourself up for success.

Why Projections MatteR

Whether your organization has given you a set goal or you have the freedom to build it, projections are indispensable. Even if the target feels unattainable, projections are worth your time because they:
  1. Pinpoint the Shortfall
    By analyzing past performance and calculating realistic returns, projections can reveal where your program may fall short. This allows you to identify gaps, explain challenges to leadership, and show with data why certain outcomes are unlikely.
  2. Identify Opportunities
    Projections force you to look at each segment of your program, which might reveal untapped opportunities. Is there a new group to solicit? A fresh strategy to implement? These insights can help you stretch toward your goal, even if it initially feels out of reach.
  3. Tell a Story to Advocate for Resources
    When your projections highlight the potential for growth with additional resources, they become a lobbying tool. Imagine presenting leadership with clear evidence: “If we invest X dollars in this program, we project an increase of Y dollars in revenue.” This positions you as a forward-thinking fundraiser who makes decisions based on data, not guesses.

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What Worked for Us on Giving Tuesday 2024: Lessons Learned and Wins to Celebrate

12/6/2024

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What Worked for Giving Tuesday 2024

Giving Tuesday 2024 is officially in the books, and I’m thrilled to share what worked for us this year! The seminary I work for has participated in Giving Tuesday on and off for almost a decade, but this year, we took bold steps that paid off in a record-breaking campaign.

​Spoiler alert: We set a $20,000 challenge match - our highest ever - and not only met it but exceeded it, raising $40,000! (We even used a strategic extension to cross the finish line - more on that later.)
​
Whether you’re looking for fresh ideas or want to refine your strategy, here’s what made our campaign a success:

1. Leveraging a Challenge Match: Doubling the Impact

Challenge matches are a must-have in your Giving Tuesday toolbox. This year, our $20,000 match created a sense of urgency and gave donors an irresistible reason to give.

Why It Worked: It answered the critical question, “Why should I give today?” A generic “it’s Giving Tuesday” doesn’t cut it anymore because every nonprofit is vying for attention. A match is specific, exciting, and makes donors feel like their gift has double the impact.

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What if I told you about a source of annual revenue that cost 18 cents to raise a dollar?

4/25/2017

 
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What if I told you that there was a source of annual fund dollars out there that could cost you 18 cents to raise a dollar and raise those funds very quickly in a short period of time?
 
And what if I told you that you probably were not currently utilizing this particular source of revenue for your institution? You would be interested, right?
 
Let me tell you what the secret source of revenue is . . . Facebook ads.
 
Yep, Facebook ads. Believe it or not, I recently did a test in which I ran Facebook ads for year-end fundraising and the cost to raise a dollar was as low as 18 cents.
 
In all honesty, this test grew out of the fact that I work for a very small shop and I’m the only fundraiser. I needed to come up with a calendar year-end giving campaign for our social media. Last year I spent a lot of time crafting unique messages to be used for each day in December. This year I was just running out of time and had no real creativity left in me.
 
So instead, I decided to craft three very targeted year-end promotional messages and boost them significantly with Facebook ads. I had a little bit of extra money in my budget that I re-purposed in order to do this. Not a ton. I'm talking less than $1,200 to experiment with.
 
So I divided my ad dollars up between three boosted ads. The first two were to promote general giving. One was targeted to those outside of our normal constituency on Facebook (people who don’t currently like our page). The second I boosted specifically to people within our community (who currently like our page).  
 
The third leg of this campaign was a specific boost to encourage our constituents to become “sustainers” (recurring monthly donors). All three of these campaigns were successful.
 
First, our campaign outside of our normal constituency reached over 44,000 people who may or may not have ever heard of the school before but had our affinity with the religious community that we serve. We also garnered 14 new page likes.
 
In the general year-end giving part of the campaign, over 500 people clicked on our giving website. We got 24 gifts out of this campaign, totaling almost $5,000. The results came out to only $0.18 to raise a dollar! This was revelatory to think that we could not only do public relations and communications work, developing our constituencies on social media, but at the same time raise some serious money
 
The monthly sustainer campaign was also quite successful. We did not spend very much on that campaign, only about $100 but we got 4 new sustainer donors. These new donors represent $65 monthly (or $780 more per year). That doesn’t even fully represent the lifetime value of those monthly donors. If you just take the first year of value from those monthly donors then it was 34 cents to raise a dollar for this micro-campaign. I would argue it is well worth it when you consider that most of these donors will roll on from year to year as ongoing monthly donors
 
I was surprised that something like Facebook ads could actually work for fundraising. I think my bias against it is because we want these digital mediums to be a free way to reach people. We know they have power to reach people but don’t want to pay for it.
 
And yet, we know that mail and phone are worth the investment. Why are we not willing to invest real money in the digital mediums yet?
 
Facebook (at least) is here to stay. It’s a reliable way of reaching people and we should start thinking about Facebook (and other forms of social media) with the same mindset we use when we think about phone to mail.

Namely, that you have to spend money to make money.
 
We need to start being smart about spending part of our fundraising budget on social media. Run some tests. Look at them with an eye to return on investment. Track the same kind of statistics that we track for phone and mail fundraising, including cost to raise a dollar.
 
If you haven't been utilizing Facebook ads in order to grow your constituency on Facebook and raise real money, I would encourage you to undertake a test. Maybe run your fiscal year-end campaign or use it around a day of giving or some other point of urgency.

​You can gain new donors, new Facebook fans, and real money. You can do all those things to the tune of 20 cents to raise a dollar. I would argue it is worth the investment. Can you lobby for a little extra money in your budget ($500 or $1,000 or $2,000) to experiment with this medium? If it works, put it into your plan for next fiscal year.

Do you already do Facebook ads? If not, is this something you could try? Let me know how it goes.

As always, comments and questions are welcome and encouraged!

Cheers,

Jessica

PS - If you liked this post, you might also like these: 
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  • Getting Communications and Development Staff to Function as a Team
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PPS - If you found this article helpful, please comment and let me know. Also subscribe to Real Deal Fundraising so you don't miss a post! You'll get my  guide to Call Center Games for Free!​​

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    Jessica Cloud, CFRE

    I've been called the Tasmanian Devil of fundraising and I'm here to talk shop with you. 

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What Folks Are Saying

 Jessica has been a wonderful colleague and mentor over the years.  In the beginning of my annual giving career, I found her expertise, experience and willingness to help, invaluable.  Her advice and custom phonathon spreadsheets had a direct impact on our phonathon’s success and my ultimate promotion.  As I progress in my career, I continue to value her insight and professionalism." 

​- Ross Imbler, Director of Annual Giving, Lewis and Clark Law School
 Ross Imbler

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