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Chronicle Insider

Andrew Simon, the Chronicle’s editor-in-chief, offers a sneak peek at what’s in each new issue. Available exclusively to subscribers, this newsletter gives you perspective on the most important trends and developments we’re following — as well as background on how we report and analyze key issues in the nonprofit world. Delivered once a month. (Subscribers only.)

September 9, 2025
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From: Andrew Simon

Subject: How Nonprofits Are Reinventing Themselves to Meet the Moment

COVER-sept-horizontal.jpg

Dear Subscriber,

Nonprofits are reimagining how they operate. Scenario-planning, exploring new sources of income, and developing partnerships are a few of the ways organizations have been surviving the chaos of 2025 — all while the demand for services ticks up. Which strategies, born of circumstance, will stick? Can nonprofits come out of the turmoil stronger?

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COVER-sept-horizontal.jpg

Dear Subscriber,

Nonprofits are reimagining how they operate. Scenario-planning, exploring new sources of income, and developing partnerships are a few of the ways organizations have been surviving the chaos of 2025 — all while the demand for services ticks up. Which strategies, born of circumstance, will stick? Can nonprofits come out of the turmoil stronger?

In the new September issue, Ben Gose explores how nonprofits are reinventing themselves. For many leaders, decisions about how to handle the uncertainty are existential. “In our scenario-planning trainings, we ask leaders: ‘What are your nonnegotiables — what is the most important thing to you when you make these very difficult decisions?’” says Annie Chang, a vice president at the Nonprofit Finance Fund. “It’s almost like a values decision of who you are,” she adds. “We always say you have to start with that first before you make a decision on what to cut.”

Other leaders are embracing new or different ways to cut costs and collaborate. For example, building on a trend from the last five years, more organizations are considering fiscal sponsorship, in which financial accounting, payroll, and human resources are handled by a supporting nonprofit entity. In the Philadelphia metro area, 150 executives at more than 100 organizations meet regularly online to discuss regulatory and legislative actions affecting charities. The effort started in January, when Cynthia Figueroa, CEO of JEVS, a human-services charity, says she recognized that Trump’s executive orders were becoming a “political COVID” — a potential catastrophe for the sector. In July, the group held an in-person meeting that featured sessions on policy and advocacy, legal insights, and strategic partnerships.

“It doesn’t mean that there isn’t going to be bad news,” Figueroa says, “but people are trying to be proactive rather than just waiting for something to happen to them.”

Rosie Drumgoole, CEO of Chicago Cares, speaks during the Points of Light Corporate Service Council Summit.
Susan Ryan Kalina

Ben also speaks with leaders about how to handle the DEI dilemma — fight back or duck and cover? — as well as mergers and acquisitions as an avenue to stay afloat.

With respect to diversity and inclusion, Rosie Drumgoole (above), CEO of Chicago Cares, says her organization hasn’t changed the way it operates, but it has changed some of the language it uses. “If I have to erase a couple of words off my website to make everybody be able to come to the table, that’s what I’m going to do,” she says.

Also in the new issue:

Ben and Rasheeda Childress preview what the new tax law could mean for giving. Ben examines whether the $2,000 tax break will bring back everyday donors. One analysis suggests that the new deduction could increase giving, perhaps by as much as $20 billion per year, but some experts are skeptical. Rasheeda looks into the potential for big gifts from donors in 2025, due to new provisions like the cap on charitable deductions for itemizers that won’t take effect until 2026, as well as how the bill could affect DAF giving.

Nailor Elementary School principal Lester Fisher works with a second grade student on a math lesson, in Cleveland, Miss. Nailor is one of dozens of Mississippi schools that have gotten help from the Barksdale Reading Institute. The enhanced teaching materials, ample supplies, and an abundance of books help develop literacy among the students, which carries over into other studies like math and history.
ROGELIO SOLIS/AP

Drew Lindsay dives into the “Mississippi Miracle,” a $160 million philanthropic effort to boost literacy in the state. Jim Barksdale, the one-time CEO of Netscape and a Mississippi native, and his wife created a local nonprofit built around a reading-instruction model that became an anchor in a state education plan. A decade ago, the state ranked 49th in reading proficiency among fourth graders. Today it stands ninth. Drew identifies eight elements of the program’s success.

Plus: How sabbaticals can recharge leaders and strengthen organizations, an innovative model for volunteer-led fundraising events, why a small action like fixing a broken stoplight can spark big community change (opinion), six lessons from a philanthropic leader’s tour across the country (opinion), and seven ways nonprofit leaders can navigate the potential for politics to influence federal grant making (opinion).

Learn More From the Chronicle

The best way to keep up with all the offerings from the Chronicle is to sign up for our Philanthropy Today newsletter. You’ll get updates every day about new items we have posted, plus a guide to what else you need to know from reporting by other news organizations.

By subscribing to Philanthropy Today, you’ll also receive a special newsletter delivered to your inbox every Wednesday afternoon that’s dedicated to The Commons, our project that examines how philanthropy and nonprofits can best bring Americans together in a time of hyperpolarization.

People fill their plates during The Longest Table event hosted by Village Square in Tallahassee, Fla. on October 27, 2019.
Leon County Government

In case you missed it, The Commons has recently featured:

  • Mark Toner on four civic groups that are building community with unexpected tools, from journalism to bouncy houses.
  • Jamie Merisotis on the power of relying on a single metric for measuring impact.
  • Nandita Raghuram on 34 leader-approved books, movies, TV series, and podcasts that can mend America’s divisions.

Also, on September 18 at 2 p.m. Eastern, we’re hosting a webinar on how to strengthen ties with everyday donors. Small-dollar donors fuel missions by providing steady, predictable revenue and grassroots support. Yet this critical group is shrinking. Hear two executives share insights on how to boost donor retention, run successful online campaigns, future-proof a fundraising plan, and much more.

Thanks, as always, for being a subscriber.

With gratitude,

Andrew Simon, editor-in-chief, Chronicle of Philanthropy

Andrew Simon
Andrew Simon is the editor-in-chief of the Chronicle of Philanthropy. He joined the Chronicle in April 2024.
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