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Winning Strategy Group
Fundraising and Donor Relations
Why Your Year-End Appeal Is Already Behind Schedule
Most organizations start building their year-end appeal six weeks before it needs to mail. By that timeline, it's already behind — and the campaign will show it. Here's what September should actually look like.

Winning Strategy Group
Sep 111 min read
The Case Against the Annual Gala
The annual gala costs more than most organizations calculate, cultivates less than they believe, and fills the room with the wrong people. Here's the honest case for reconsidering yours.

Winning Strategy Group
Aug 171 min read
Email Open Rates Are a Vanity Metric. Here's What to Track Instead.
Email open rates are inflated, misleading, and still the primary metric most nonprofit email programs report on. Here's the real cost of optimizing for the wrong number — and what to track instead.

Winning Strategy Group
Jul 281 min read
The Mid-Level Donor You're Ignoring Is Your Most Valuable Prospect
Mid-level donors represent 3–5% of your file and up to 40% of your revenue — and most organizations treat them like everyone else. Here's why they're your most valuable upgrade target and what a real mid-level program actually looks like.

Winning Strategy Group
Jun 281 min read
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