Walk a mile in your donors' shoes?


This is the 188th Fundraising Writing Newsletter. If you find value here, please tell a fundraising friend. (Your fundraising friend can ​subscribe here for free.)​

​

Wednesday, January 28, 2026

Hi Reader,

Brett here:

When I was a middle school English teacher, I struggled for years.

At first I tried to do everything the way my peers did.

Eventually I took inspiration from my 6th grade art teacher, Mr. Brown.

Mr. Brown was known for doing things differently. For example, if you wanted to use a stapler for a project, you had to give him one of your shoes. You'd get your shoe back when you returned the stapler.

This was in the 1980s.

Would it fly now? Hmm, well...

But you get the idea. And I did too.

So I started to mix things up in my own classroom. I thought about what it was like for my students, who had to sit in desks all day long. School wasn't their job (you get to apply for a job) or their hobby. It was an obligation. Many of them didn't want any part of it.

One of the first changes I made was to the passing out and collecting of papers. I instituted what I called Pass Attack and Collect Attack (then, later: Seat Attack, Desk Attack, vocab videos, daily thoughts, collaborative novels...).

For Pass Attack, I'd place a stack of papers at the front of the room. Then I'd say, "Ready... go!" and time the students as the first person in each row (column?) dashed to the papers, counted out enough for their row, raced back, and passed out papers to the rest of their row. I'd stop the timer when all students at the back of the class raised their paper in the air to indicate their row was done: everyone had their papers. Collect Attack was essentially the same thing in reverse. All of this was recorded on a white board for each of my three 90-minute Literacy blocks. Crucially: there were prizes involved.

Some students did not like the chaos that followed, but to my knowledge most of them very much did. It got them moving. It was different. Did I mention there were prizes?

This was me trying to walk a mile in my students' shoes.

Bit by bit, I made other changes along these lines, and my teaching got better. My students were happier. They and their parents expressed more gratitude. This was the way.

Over time, I've come to see it's the same in fundraising.

Your success, too, depends on whether you...


Walk a mile in your donors' shoes

There are at least 2 kinds of walking in your donors' shoes:

1.) The kind where your mind "walks" in their shoes when you're writing for your donors.

This including things like:

  • personalization ("Dear Reader")
  • segmentation ("As a monthly donor, you know...")
  • YOU language (make sure you're talking to me)
  • framing (make sure you're talking to me about something I care about)
  • authenticity (try to sound like an actual person with real feelings, not like a corporation, a committee, or an AI: too smooth and vague and perfect)
  • storytelling (show the urgency and the stakes in your appeals; show the impact in your stewardship; don't forget to include me, your donor, in the story)

2.) The kind where you're doing all the things as a donor would: signing up for your own newsletter (or equivalent), making a donation yourself, and keeping track of what experiencing your own donor journey feels like.

This includes things like (below: less-than-ideal examples we found, so you can get a sense of how it might be for you if you haven't tested your own donor journey for years or someone else set it up before you arrived at your org):

  • evaluating your sign-up experience; hopefully with more feeling than this...
  • evaluating your email follow-up experience; hopefully with more heart than this...
  • evaluating your confirmation experience; hopefully with more humanity than this...

It's still early in the year.

It's a great time for this resolution:

In 2026, I will walk a mile in my donors' shoes.

Get in the habit of asking yourself:

What should I be feeling here, ideally?

What am I actually feeling here?

Why am I feeling this way?

What needs to change?

Would I open this?

Would I read this?

Would I donate?

Once you start walking a mile in your donors' shoes, it's so much easier to figure out how best to write to your donors and how best to ensure a rewarding (for everyone) donor journey experience.


TOMORROW, January 29th: Tom Ahern's Profitable Secrets of Great Donor Newsletters Webinar

One time only in 2026!

It's easy to underestimate the power of a good donor newsletter.

We tend to focus on appeals, and rightfully so.

But appeals work better when donor newsletters complete the giving circle with appropriate gratitude, impact, storytelling, messaging, layout, and design.

It's trickier than it sounds.

But Tom Ahern (NYT: "one of the country’s most sought-after creators of fund-raising messages") has a proven track record of profitable donor newsletters, and you can benefit from his experience in one joyfully learning-packed afternoon - w/ recording and slideshow keepsakes.

For 2026, Tom has plenty of new examples in 90 minutes of fundraising training gold. And the unlimited Q&A session alone is worth the price of admission. (Bring all your questions, keep 'em coming till the sweet end!)

Julie will be moderating the webinar.

Tom (of course) will be teaching.

​Denisa Casement will be there as an expert special guest tag-teammate for the Q&A.

I (Brett) will be behind the scenes for tech support.

It's an afternoon you'll enjoy even as it helps you raise more money for your good cause.

Join us? I hope so!

​LEARN MORE​

​REGISTER NOW​


Randomly yours

For your brain, heart, and funny bone...

  • Fundraisingly Informative — Three Core Functions​ by Richard Perry via Steven Screen (a brief blog post about the knock-on benefits that accrue when a nonprofit treats Fundraising equally with Programs ... and the rising tide lifts all boats)​
    ​
  • Environmentally Resistant — Room temperature by Seth Godin (a mini blog post about the danger of allowing the prevailing culture to reduce you, your viewpoint, and your edge to "room temperature")
    ​
  • Goodly Game — I woke up my wife in the middle of the night and made her think we were playing UNO via worldstar (a TikTok video featuring a young couple with impressively good senses of humor about all this)​

Until next time: May you never forget the power of walking in someone else's shoes ... and clearing a nice path for them!

Grateful,

Brett Cooper & Julie Cooper
Fundraising Copywriters​
​
FundraisingWriting.com​
​
Fundraising Copywriting & Design​​
​
100% human, thank you very much.

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We're Julie Cooper and Brett Cooper, fundraising copywriters for great causes. Does your fundraising bring in as much money as it could? You can send donor communications that stir hearts to action. We'd love to help. 💛 Start by subscribing to our FREE and fun weekly newsletter.

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