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Winning Strategy Group
Strategies


What Every Nonprofit Can Steal From A Political Campaign
STRIP AWAY THE PARTISANSHIP, THE ATTACK ADS, AND THE FUNDRAISING EMAILS THAT NEVER STOP — AND WHAT'S LEFT IS SOME OF THE MOST DISCIPLINED ORGANIZATIONAL INFRASTRUCTURE EVER BUILT. NONPROFITS SHOULD BE PAYING ATTENTION. Before you close this tab: this is not a political post. It doesn't matter which party you support, which candidates you've worked for, or how you feel about the state of American politics. What we're talking about here is mechanics — the operational and strate

Joe Goetz, CFRE
1 day ago7 min read


Nonprofit Strategies: What a $500k Organization Can Teach a $5M One About Focus
BUDGET IS NOT A STRATEGY. AND MORE MONEY, IT TURNS OUT, CAN BE THE FASTEST WAY TO OBSCURE THAT FACT.

Winning Strategy Group
May 24 min read


The Thank You Letter Is Dead — And Most Nonprofits Haven't Noticed
The form letter signed by a machine and mailed three weeks after a gift isn't gratitude — it's a liability. Here's what high-retention organizations do instead.

Winning Strategy Group
May 24 min read


The Real Reason Fundraising Teams Feel Overwhelmed
If you talk to almost any fundraising team right now, you’ll hear a familiar refrain: things feel overwhelming. There are too many campaigns, too many priorities, and not enough time to do everything well. The explanation usually centers on capacity — not enough staff, not enough hours in the day, too many demands coming from different directions. Sometimes that’s true. But in many cases, that’s not actually the root of the problem. More often, the issue is not how hard teams

Winning Strategy Group
Apr 234 min read


Why Most Nonprofit Data Isn’t Driving Better Decisions
Nonprofits have more data than ever before. Dashboards track all sorts of attributable metrics. On paper, this should lead to better decisions. But in many organizations, it doesn’t. Instead, teams feel overwhelmed, leadership feels uncertain, and strategy remains unclear. The problem isn’t a lack of data. It’s how that data is being used.

Winning Strategy Group
Apr 183 min read


The Leadership Blind Spot in Fundraising Strategy
Fundraising strategy is often evaluated at the execution level. Campaign performance. Email engagement. Channel mix. But one of the most influential factors in fundraising success sits above all of that: Leadership perspective. And in many organizations, that perspective contains a blind spot. The following are some blind spots that we've noticed occuring at the leadership level at non-profits.

Winning Strategy Group
Apr 112 min read


Why Donor Journeys Matter More Than Individual Campaigns
Nonprofits spend significant time optimizing campaigns.

Winning Strategy Group
Mar 303 min read


The Strategic Fundraising Playbook for the Rest of 2026
By the end of Q1, most organizations have an idea on success, whether they admit it or not. You know if the year feels: Focused or reactive Disciplined or scattered Intentional or overloaded The first quarter is revealing. It exposes whether your plan is driving momentum or whether your team is constantly adjusting to short-term pressure. March is the right moment to pause and recalibrate. The organizations that outperform in Q3 and Q4 don’t wait until the fall to adjust. The

Winning Strategy Group
Mar 183 min read


What Failed Fundraising Campaigns Teach Us About Strategy
Success stories are easy to celebrate. Failures are more instructive. Behind most underperforming campaigns isn’t laziness It’s a strategic miscalculation. Failed fundraising is a learning experience.

Winning Strategy Group
Mar 181 min read


Stop Blaming the Channels: Your Fundraising Strategy Is the Problem
I’ve reviewed hundreds of fundraising programs over the years. When performance stalls, I hear the same explanations: “The algorithm changed.” “Email open rates are down.” “Donors are fatigued.” “We need a new CRM.” Rarely is the real issue the channel or tech stack. More often, it’s strategy.

Joe Goetz, CFRE
Mar 142 min read


Campaign Alignment: Why Fundraising, Comms, and Digital Teams Must Plan Together
Internal misalignment is one of the most expensive hidden costs in fundraising. When fundraising, communications, and digital teams plan separately, campaigns compete for attention instead of reinforcing each other. Donors experience the disconnect immediately.

Winning Strategy Group
Mar 71 min read


Why Donor Retention Is a Marketing Problem (Not Just a Fundraising One)
When donor retention drops, the immediate reaction is usually tactical: Send better thank-you emails. Add another appeal. Increase touchpoints. But retention issues rarely start in the fundraising department. They start in the overall donor experience, which is shaped just as much by marketing and communications as it is by fundraising.

Winning Strategy Group
Feb 281 min read


Using AI in Fundraising: Where It Helps—and Where It Hurts
The question for 2026 isn’t whether to use AI — it’s how to use it without sacrificing trust or strategy.

Winning Strategy Group
Feb 221 min read


What Fundraising Metrics Actually Matter to Leadership
The disconnect between metrics and decision-making is one of the biggest barriers to smarter fundraising.

Winning Strategy Group
Feb 151 min read


Why Consistency Beats Creativity in Most Fundraising Campaigns
Fundraising teams often feel pressure to constantly reinvent their campaigns.
New themes. New visuals. New messaging. New urgency.
But in practice, most fundraising programs don’t underperform because they lack creativity — they underperform because they lack consistency.

Winning Strategy Group
Feb 82 min read


Why Storytelling Is the Most Underrated Fundraising Tool
Most fundraising teams know storytelling matters.
Very few treat it like a strategy.
Too often, stories are treated as “nice-to-have” creative. That is, something added after the ask is written or when there’s extra time.
In reality, storytelling is one of the most powerful drivers of donor action when it’s used intentionally.

Winning Strategy Group
Feb 12 min read


From Awareness to Action: Building Campaigns That Convert Supporters into Donors
Awareness is easy to generate, and easy to overvalue.
Action is harder. And that’s where many campaigns fall short.

Winning Strategy Group
Jan 251 min read


Why More Emails Won’t Save Your Fundraising Program
When results slow, most teams default to one solution: send more emails.
That instinct is understandable...and increasingly ineffective.

Winning Strategy Group
Jan 181 min read


The 2026 Fundraising & Marketing Planning Framework
Too often, plans start with outputs (emails, ads, events...instead of outcomes). This framework flips that approach and aligns fundraising and marketing into one revenue-driving system.

Winning Strategy Group
Jan 111 min read


What Actually Changed in Fundraising and Marketing in 2025 and What It Means for 2026
Every year brings predictions. Most of them are noise.
What actually matters is understanding the structural changes that reshaped fundraising and marketing in 2025 — because those shifts determine what will work in 2026 and what will quietly stop performing.

Winning Strategy Group
Jan 42 min read
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