2026 · LIVE WEBINAR
Why Your Nonprofit’s Books Keep Breaking
(it’s not your bookkeeper)
For nonprofit leaders tired of fixing the same books twice. A candid conversation about why the fixes keep failing, and what actually works.
01 · THE PATTERN
New bookkeeper. New software. Same broken books.
“Every time we get a new bookkeeper, they quit.”
— Executive Director, large environmental nonprofit
Every finance leader knows this story. Two days in, the new hire finds the accounts haven’t been reconciled since last year. Someone leaves, and nobody knows where the bodies are buried.
The old saying calls this insanity. For nonprofits it’s worse. Every trip through the cycle leaves the team thinner.
02 · THE DIAGNOSIS
It was never the people. There was never a system.
“We really need somebody with the experience to come in and tell us how we’re supposed to be doing this.”
— Founder, youth nonprofit
Everyone goes looking for somebody. But when you can see the books and still not trust their accuracy, when the work is done by people who do not know our business — that’s not a hiring problem.
And now everyone wants to layer AI on top of this.
03 · THE COST
You pay for the system either way. Up front, or in the cleanup.
“The bank register is $6,000 off — from 2018 beyond.”
— Finance lead, Habitat for Humanity affiliate
The mess compounds quietly. Reconciling by hand becomes essentially a fool’s errand; the board package gets built all really manually, and every hour of it comes off the mission.
Organizations with slow financial reporting are 10x more likely to have lost a grant or major gift. — Hiline research, 200+ nonprofit finance leaders surveyed.
What does “built right” actually look like?
04 · THE CONVERSATION
A candid conversation, not a pitch.
These aren’t accounting problems — they’re leadership problems, caused by infrastructure that was never built for how you operate. Sixty minutes on what it looks like when someone finally builds it, and how to break the cycle without doing it yourself.
Rebecca Bostwick
Principal, Bostwick Strategy Group
Not all money is good money — and she'll tell your board which.
to be announced
Amanda Brower
Head of Accounting Services, Hiline
CPA by training, customer advocate by nature.
Katie Burns
Chief of Staff, Hiline
Former KPMG auditor, now Hiline's resident Digits expert.
05 · REGISTER
Stop fixing. Start building.
These aren’t accounting problems — they’re leadership problems, caused by infrastructure that was never built for how you operate. Sixty minutes on what it looks like when someone finally builds it, and how to break the cycle without doing it yourself.