Insights. Clear thinking for complex tech decisions.
Practical guidance for leaders navigating digital transformation, technology decisions, workflows, and organizational change.
The Pendulum Swing: Why Nonprofits Keep Switching Between All-in-One and Best-of-Breed Tech
Every few years nonprofits swing from one all-in-one platform to a stack of specialized tools and back again. What stops the swing is an owned core, not a better platform.
The Horizon Keeps Moving
Your team has come further than your plan says. Before 2027 planning starts, here's why measuring progress against a moving vision wears nonprofit teams down.
The Operating Gap Never Really Closes
Your CRM didn't break. Over ten years, everything around it moved. Here's why the gap between how nonprofits work and where they're going keeps reopening.
Your Staff Are Already Using AI. Nobody Decided That.
Three people on your team are already using AI. You know because you found out by accident — someone mentioned, mid-meeting, that they'd used it to draft a funder update, summarize the board package, or write last week's social caption. Nobody asked permission first. Nobody's tracking it. And you can't tell if that's fine or a problem, because nobody at your organization actually owns the answer either way.
That's the position most nonprofit leaders are in right now, whether they've said it out loud or not.
The Iceberg Theory: What Lies Beneath Your Technology Stack
Leaders often manage technology as a set of visible tools, but its real risk and value lie beneath the surface—in decision-making, ownership, knowledge-sharing, and the organization's capacity to absorb change without exhausting its people. This piece gives leaders a practical framework and diagnostic questions for shifting from simply "having" technology to actively "operating" it, so they can spot fragility early and build resilience before small workarounds become costly emergencies.