Preston Wakefield
Program Director · 11-50
1 review written · 5.0 average
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Reviews by Preston Wakefield
★★★★★
Somewhere around week three, I realized I had quietly added eleven new staff members and a dozen volunteers to the same workspace without a single complaint from anyone on the team. That's not nothing. Rolling out a new project tool at a nonprofit is usually a trust exercise that fails, especially when your people range from tech-savvy coordinators to folks who still prefer printed checklists. Trello just didn't fight us on it. The board layout clicked fast, onboarding new members took maybe five minutes each, and the permissions controls were flexible enough to keep sensitive grant-related cards visible only to the right people.
What really impressed me in these first couple of months is how well the platform holds up as headcount grows. I added two new program boards, restructured our volunteer tracking list mid-sprint, and connected the Slack integration without any confusion. Power-ups for calendar view and custom fields filled the gaps I was worried about. Nothing felt bolted on. For an organization working with tight margins and zero IT staff, that kind of reliability matters more than any flashy feature.
I'd flag two things for anyone evaluating this. The free tier caps on Power-ups got limiting faster than I expected once the team started experimenting, so budget for at least the Standard plan. And the mobile app, while functional, doesn't quite match the desktop experience. Minor friction, honestly. For a nonprofit that needed to move from a shared spreadsheet to something that could actually scale with us, Trello has been exactly what I needed at exactly the right time.
