If there’s one thing I’ve learned in my career, it’s this: enrollment is a complicated puzzle.

• Mapping the family journey.

• Strengthening retention.

• Executing at a high level through every step of the funnel.

• Expanding your reach into new markets.

Those are just a few pieces; fitting them together takes time, discipline, and a mindset willing to test and adapt.

Over the past year, I’ve had the chance to tell some remarkable stories on the podcast.

Amy Jolly at Applewild School leaned into an iterative model, testing new ideas, adjusting quickly, and ultimately doubling the school’s revenue in just four years.

Hugh Jebson at St. John’s Episcopal applied a sharp business lens to leadership and operations, helping his school rethink pricing, retention, and sustainability.

Each story is different, but they all highlight paths schools can take to stabilize and grow enrollment.

This brings me to our latest Independent School Moonshot Podcast episode, How Daycroft School Grew Enrollment by 99% in Just 5 Years.

It’s a powerful look at what happens when bold leadership meets community-building and hands-on enrollment work.

When David Lee arrived at Daycroft, enrollment was declining and the school faced operating deficits.

Five years later, the school has nearly doubled its enrollment (from 102 to 203 students), tuition now covers almost all operating costs, and auxiliary revenue is fueling reinvestment in faculty and programs.

Top Takeaways from the Episode:

• The head must lead enrollment. David joined every tour, followed up with families, and partnered closely with admissions.

• Community creates “velcro.” When families feel connected, they stay.

• Tuition now covers most operating expenses, freeing up other revenue to invest in program innovation and staff support.

🎧Listen to the Daycroft episode now

If you’re thinking about your approach to enrollment—or simply want to hear what’s working in schools right now—this episode is well worth your time.

You’ll gain practical insights and maybe even a spark of inspiration to apply at your school.