The Magic of Mistakes
- Brian Fleming Ed.D

- Jun 3, 2025
- 4 min read
Where the Best Ideas Come From

Remember Bob Ross? The soft-spoken painter who created those peaceful landscapes on PBS?
There's this moment in every one of his shows where something goes wrong. His brush slips. The paint bleeds where it shouldn't. A cloud ends up lopsided. The Van Dyke Brown just isn't blending as it should.
And then Ross does something remarkable. Instead of fixing it, he turns it into something better. The slip becomes a tree. The bleeding paint becomes a reflection on water. The lopsided cloud becomes the most interesting part of the sky.
"We don't make mistakes," he'd say in that famously calm voice. "Just happy little accidents."
This isn't just about painting. It's about a completely different way of thinking about how good things happen in your organization. And it's exactly what most higher education leaders get wrong when we talk about innovation.
The Meeting That Never Works
Picture this scene. It happens on every campus in America, at least once a day.
A dozen leaders sit around a conference table. Someone pulls up a PowerPoint with concerning data. Student retention is down in engineering. Survey scores show students feeling disconnected. Transfer rates are worrying.
What happens next is always the same. The room erupts with solutions. Tons of them.
"We need a new early warning system." "Let's redesign how we do advising." "What about a special first-year program?" "Should we see what State University is doing?"
Within an hour, new committees are formed. Implementation timelines are set. Someone gets tasked with writing a proposal. Someone else reaches out to a vendor.
But here's what rarely happens: Nobody asks what the students are actually experiencing. Nobody wonders why one department somehow has great retention while another struggles. Nobody notices that informal study groups have been forming in the library, or that a particular staff member has become the person struggling students seek out.
Instead, we jump straight to solutions. We skip right past what's already working. And we miss out in the process.
Innovation Hiding in Plain Sight
The strange thing is this: innovation is probably already happening on your campus. It's probably happening just a few doors down from that meeting.
Right now, somewhere, a professor has stumbled onto a new teaching approach using AI that's working better than anything she's tried before. Students in a dorm have figured out how to support each other through difficult classes. A staff member has quietly solved a problem that three previous task forces couldn't crack.
These aren't planned innovations. From your vantage point, they're "happy accidents" that turned into something valuable. But because they don't fit any defined strategic priorities or show up in any budget lines, you don't see them. Or if you do see them, you don't know what to do with them.
Too often, we're too busy implementing our innovation strategy to notice the actual innovations coming to life all around us.
What Bob Ross Understood
Ross had figured something out that most of us miss. He started each painting with a plan—a mountain scene, a forest landscape, a peaceful lake. But he held that plan lightly. When something unexpected happened, he didn't fight it. He worked with it.
This is the exact opposite of how most campuses think about change. We make detailed plans. We set specific goals. When reality doesn't match our expectations, we see it as a problem to fix rather than information to use.
Ross saw accidents as opportunities. But too often, we see them as deviations from the plan.
What Happy Accidents Look Like in Practice
So what would it actually mean to run a campus that's open to innovation through happy accidents?
Start with direction, not a destination. You know you want to improve student success. You care about creating better learning experiences. But instead of predetermined solutions, create conditions where good things can emerge. Find ways to detect the innovations happening around you.
Pay attention to what's working, especially when it surprises you. That chemistry professor whose students always do well? Find out what she's doing differently. The residence hall with an unusually strong community? What's happening there that isn't happening elsewhere?
When something works, scale the accident. Fund small experiments. Let faculty pursue questions they can't answer yet. Support conversations between departments that have no particular agenda.
Take that staff member who's become the go-to person for struggling students. Instead of wondering if this fits your strategic plan, ask how you can support what she's already doing. Maybe she needs more time for these conversations. Maybe other staff could learn from her approach. Maybe what looks like one person being helpful is actually a new model for student support.
Most importantly, change how you measure success. Instead of only tracking whether you hit your predetermined goals, start tracking how many unexpected good things (mistakes) are happening.
The Real Question
Ross never painted the same landscape twice. He had techniques and principles, but each painting emerged from what actually happened when brush met canvas.
That's what innovation culture should look like. Not a detailed blueprint for predetermined outcomes, but a way of working that helps you recognize and nurture the breakthroughs that want to happen.
The question isn't whether your campus has the right innovation strategy. It's whether you're paying attention to the happy accidents that are already trying to tell you something important.
Because the best innovations aren't the ones you plan for. They're the ones you're wise enough to notice when they show up.



