Business

When is Nonprofit Fundraising Season? Some Important Pointers for Nonprofits

Published

6 years ago

September 3, 2019

Matthew Wiles

Most nonprofits want to know the answer to this question:

When is the best time of year for fundraising?

Several studies claim that there is a certain time frame where donations spike due to the spirit of giving and tax benefits. Can you guess which time of year we are talking about?

According to experts, around 30% of donations happen between Giving Tuesday (December 3rd)—the Tuesday after American Thanksgiving—and December 31st.

In this article, we will answer these questions:

What is fundraising season?
Why is the nonprofit fundraising season at the end of the year?
When should I start preparing for the upcoming fundraising season?
What should I do to prepare?

Read on to learn more about the upcoming nonprofit fundraising season and how to prepare for it!

What is fundraising season?

It’s the time of year where nonprofits hustle to reach out to donors by launching creative campaigns in hopes of drawing in more donations.

For most nonprofits, fundraising season begins after Labor Day (September 3rd) and continues until the snowy depths of December. However, research reveals that donations tend to spike between Giving Tuesday and New Year’s Eve.

Why is the nonprofit fundraising season at the end of the year?

Interestingly, the giving season parallels the time of year where consumerism skyrockets, but there’s a reason behind the increase in donations at the end of the year.

Some experts note that the spirit of giving goes hand-in-hand with personal consumerism. How? The holidays represent a time of giving and taking—you receive gifts, and you give gifts.

Therefore, some people who’ve purchased or invested in a lot of personal items may garner a greater desire to give to nonprofits or charities! It’s the time of giving, after all.

Others state that it’s the time of year where people write checks to charities or nonprofits for tax benefit purposes.

With this in mind, it’s vital to develop a creative fundraising strategy before the nonprofit fundraising season begins.

When should you start preparing for the upcoming fundraising season?

It’s important to start preparing your campaign while backyard BBQs, sunscreen, and summertime heat fill the air (or before, if you can).

A comprehensive plan can help you to gain more funds, attract donors, and draw attention to the story of your fundraiser. Sometimes a well-thought-out plan can take a while to prepare, so if you want to stand out, it’s essential to develop a fundraising strategy in advance.

What should you do to prepare?

When you’re developing a campaign for your end-of-year fundraiser, it’s important to pay attention to these factors when formulating your strategy:

1. Establish your goals

While you develop your strategy, it’s essential to figure out your goals. Why?

Having a goal will help you to understand which donors to target and which fundraising strategies to use.

Do you have a set amount of money you’d like to raise by a certain date? Or would you prefer to find donors willing to pay a monthly fee? Which donors would you like to target? How will you communicate with your donors?

For example, you may feel like you want to target donors who will attend a Casino Night where you raise $10,000. After you confirm this is your goal, you will understand which donors to target, which leads us to the next point…

2. Research your donor base

It’s important to segment your donors, which can help you to distinguish who is most likely to donate to your fundraiser and who won’t.

For example, someone may have sent a major donation recently, so if you send them an email asking for a lot of money, they may refuse. Therefore, it’s vital to segment your donor base, so you can see which type of email to send to each group.

Segmenting can also help you to determine which donors will respond to your Casino Night fundraiser—you can create an alternate strategy for the donors who have no desire to attend a Casino Night.

You can use the RFM strategy to segment your donor base—recency, frequency, and monetary—which enables you to find out when the donor last gave, how often they give, and how much money they’ve donated.

Once you’ve researched your donor base, you can focus on how to communicate with them.

3. Figure out how to communicate with your donors

Which form of communication do your donors respond to?

How will you ensure that your most reliable donors know of your campaign? Will you write a newsletter, compose personal and direct emails, or send the information via snail mail? Will you call your donors?

Once you’ve segmented your base, it will be easy to tell which form of communication certain donors prefer.

How can you find out this information? You can look through communication records. Seek out how they responded to direct emails, newsletters, snail mail, or phone calls in the past.

4. Tell a story

What story are you trying to tell? Will it attract donations?

People want to know who they will be helping. They want to know that their donations can help to change a life. Plus, most people feel that everyone deserves happiness at the end of the year, so they want to give to fundraisers where their donation will make a difference.

Involve your donors in the narratives of the people your nonprofit supports.

Once you’ve pinpointed the story you want to tell, you can move on to creating an online strategy.

5. Develop an intriguing online strategy

It’s so important to create User Generated Content (UGC) when creating your online marketing strategy—and in general. If you want to learn more about UGC for nonprofits, follow this link for more information.

When you develop an online strategy, it’s vital to think of a way to make your story stand out. But keep in mind that, in general, followers don’t like spammy posts.

For example, people enjoyed the Ice Bucket Challenge, which was fun, involved the public, and raised awareness.

It helps to think of creative ideas that talk about your fundraiser online in a way that’s intriguing but not overwhelming.

In conclusion

It can be tough for fundraisers to understand when to launch their campaign.

Some may believe that it doesn’t matter when they unravel their campaign to the public, but if nonprofits want to experience a successful fundraiser, it’s important to plan it for a time when people want to give.

For example, February can be stressful for numerous reasons (middle of winter, new responsibilities), so giving won’t be at the forefront of minds. However, during the holiday season, people want to give—the tax benefits may also propel donations to spike around this time of year.

It’s essential to prepare for the upcoming nonprofit fundraising season! What are you doing to prepare?

Business

Derik Fay and the Quiet Rise of a Fintech Dynasty: How a Relentless Visionary is Redefining the Future of Payments

Published

7 hours ago

October 17, 2025

Matthew Wiles

Long before the headlines, before the Forbes features, and well before he became a respected fixture in boardrooms across the country, Derik Fay was a kid from Westerly, Rhode Island with little more than grit and audacity. Now, with a strategic footprint spanning more than 40 companies—including holdings in media, construction, real estate, pharma, fitness, and fintech—Fay’s influence is as diversified as it is deliberate. And his most recent move may be his boldest yet: the acquisition and co-ownership of Tycoon Payments, a fintech venture poised to disrupt an industry built on middlemen and outdated rules.

Where many entrepreneurs chase headlines, Fay chases legacy.

Rebuilding the Foundation of Fintech

In the saturated space of payment processors, Fay didn’t just want another transactional brand. He saw a broken system—one that labeled too many businesses as “high-risk,” denied them access, and overcharged them into silence. Tycoon Payments, under his stewardship, is rewriting that narrative from the ground up.

Instead of the all-too-common “fake processor” model, where companies act as brokers rather than actual underwriters, Tycoon Payments is being engineered to own the rails—integrating direct banking partnerships, custom risk modeling, and flexible support for underserved industries.

“Disruption isn’t about being loud,” Fay said in a private strategy session with advisors. “It’s about fixing what’s been ignored for too long. I don’t chase waves—I build the coastline.”

Quiet Power, Strategic Depth

Now 46 years old, Fay has evolved from scrappy gym owner to an empire builder, founding 3F Management as a private equity and venture vehicle to scale fast-growth businesses with staying power. His portfolio includes names like Bare Knuckle Fighting Championships, BIGG Pharma, Results Roofing, FayMs Films, and SalonPlex—but also dozens of companies that never make headlines. That’s by design.

Where others seek followers, Fay builds founders. Where most celebrate their exits, Fay reinvests in people.

While he often deflects conversations around his personal wealth, analysts estimate his net worth to exceed $100 million, with some placing it comfortably over $250 million, based on exits, real estate holdings, and the trajectory of his current ventures.

Yet unlike others in his tax bracket, Fay still answers cold DMs. He mentors rising entrepreneurs without cameras rolling. And he shows up—not just with capital, but with conviction.

A Mogul Grounded in Real Life

Outside of business, Fay remains committed to his role as a father and partner. He shares two daughters, Sophia Elena Fay and Isabella Roslyn Fay, and has been in a relationship with Shandra Phillips since 2021. He’s known for keeping his personal life private, but those close to him speak of a man who brings the same intention to parenting as he does to scaling multimillion-dollar ventures—focused, present, and consistent.

His physical stature—standing at 6′1″—matches his professional gravitas, but what’s more striking is his ability to operate with both discipline and empathy. Fay’s reputation among founders and CEOs is not just one of capital deployment, but emotional intelligence. As one partner noted, “He’s the kind of guy who will break down your pitch—and rebuild your belief in yourself in the same breath.”

The Tycoon Blueprint

The playbook Fay is writing at Tycoon Payments doesn’t just threaten incumbents—it reinvents the infrastructure. This isn’t another “fintech startup” with a flashy brand and no backend. It’s a strategically positioned venture with real underwriting power, cross-border ambitions, and a founder who understands how to scale quietly until the entire industry has to take notice.

In an age where so many entrepreneurs rely on noise and virality to build influence, Fay remains a master of what can only be called elite stealth. He doesn’t need the spotlight. But his impact casts a long shadow.

Conclusion: The Empire Expands

From Rhode Island beginnings to venture boardrooms, from gym owner to fintech force, Derik Fay continues to build not just businesses—but a blueprint. One rooted in resilience, innovation, and long-term infrastructure.

Tycoon Payments may be the latest chess piece. But the game he’s playing is bigger than one move. It’s a long game of strategic leverage, intentional legacy, and generational wealth.

And Fay is not just playing it. He’s redefining the rules.