SUBSCRIBER UPDATES
Mid-Week Whip-Around – Just Trying to Keep it Real Around Here
Of Alphas and Betas and Getting the Charter School Recipe Right
CharterFolk X Volume 6.7 Bill Kurtz — Building Something Bigger Than Yourself
Today, we are honored to profile the extraordinary Bill Kurtz, Senior Advisor and Former CEO of DSST Public Schools in Denver, Colorado.

Two years after stepping down as CEO of the network he helped build from the ground floor, Bill Kurtz keeps coming back to the same sentence when he talks about the Denver School of Science and Technology, now DSST Public Schools.
“DSST is much, much more than I am,” he said. “Always has been, always will be.”
It’s an easy enough sentence for any founder to repeat. It is also a much more challenging concept to actually plan for, even with about 20 years’ worth of preparation.
DSST currently serves more than 7,000 middle school and high school students across eight campuses in Denver and Aurora. (Read more about CharterFolk’s visit to DSST.)
Bill was the Founding Head of School when the network’s first school (DSST Montview High School) opened in 2004, and he eventually became DSST’s first CEO before stepping down in 2024.
During Bill’s tenure at DSST, the network established the highest-performing and highest-growth secondary schools in Denver and Aurora Public Schools, helping 100% of its high school graduates earn college acceptance since 2008.
In addition to all the accolades and accomplishments DSST earned during his time at the helm, Bill has a tremendous amount of pride for all the work he did to prepare the organization to succeed without him.
From Wall Street to the South Bronx
Bill’s path into education took him through a place charter leaders don’t always venture: the trading floors of Wall Street.
Growing up in Maine, Bill had always gravitated toward working with young people, but mentors in college steered him toward finance first. Bill spent three and a half years in the mergers & acquisitions group at JP Chase, an experience he still credits with teaching him how to operate in a world that, as he put it, largely revolves around money.
While Bill enjoyed working on Wall Street, he couldn’t quite shake what always seemed like a baffling money/math problem.
“We were probably the wealthiest country in the history of the world, but we couldn’t figure out how to teach a high percentage of our children to read or do basic math,” Bill said.
Bill volunteered at a school in Harlem on Wednesdays during his time on Wall Street. He eventually traded mergers & acquisitions at JP Chase for Holy Cross School, a K-8 Catholic School in the South Bronx where Bill worked as a teacher, coach, helped start a board, raised money, ran the business office, and eventually became assistant principal.
From there, Bill found his way to the Link Community School in Newark — the school whose model would later become the foundation for Uncommon Schools — and spent six years as its principal and learning how to lead a school.
He was ready for a new challenge by the time DSST became a possibility.
Dedication to DSST
In 2003, Colorado’s DSST was among the first schools to receive funding from the Gates Foundation’s small high schools initiative, and the network ran a national search for a founding leader.
Bill, several thousand miles from the East Coast circles he’d built his career in, decided it looked like an interesting opportunity. He got the job and DSST Public Schools was born.
What followed was two decades of building, in Bill’s words, a school designed to outlast him rather than to reflect him.
In 2018, DSST won the Broad Prize as the top-performing charter school network in the country. Three DSST schools have been recognized as National Blue Ribbon Schools by the U.S. Department of Education; DSST also finished as one of the top three high schools in President Obama’s 2010 Commencement Challenge and Oprah’s Angel Network gave DSST $1 million on her daytime talk show in 2011.
Bill says he is most proud of the flagship school he founded not simply because of what it became, but because its model and success was replicable across the network without Bill standing directly over each school leader.
“We are diverse by design because our school reflects the actual population of Denver,” Bill said.
Bill added that DSST still has the highest college-going rate among low-income students in the entire Charter School Growth Fund portfolio, and its graduates report some of the highest first-job earnings of any charter network in the country, a byproduct of DSST’s early and sustained commitment to STEM education.
He credits an organizational foundation that has barely shifted in more than two decades and was never dependent on any individual leader to hold up. That foundation includes:
- A clear mission that every child will have the opportunity to attend a four-year college.
- A defined view of the human condition: that everyone wants to be affirmed for their gifts and to make a meaningful contribution to the world.
- A commitment to educational equity regardless of race, income, or background.
- A shared set of core values — respect, responsibility, courage, curiosity, integrity, and doing your best — that bound students, staff, and families to one another, not to any CEO.
“You can’t build a culture if you’re not designing towards something,” Bill said. “That was the secret sauce.”
A Decade in the Making
For most charter leaders, succession planning is a conversation that starts a year or two before a transition. For Bill, it started nearly a decade before he ever announced he was stepping down.
Since the goal was to create an organization that wasn’t totally dependent on its founders, the leadership handoff itself couldn’t be an afterthought.
“Founders can overstay or understay,” he said. “Overstaying often leads to the organization becoming too synonymous with the person who created it.”
For that reason, the timing of the transition is key.
Bill sees his final CEO chapter as one defined by steering DSST through the pandemic and back into a position of strength. Once that was accomplished, he believed the network was ready for a leader who could take it somewhere he couldn’t.
That leader turned out to be Nella García Urban, who spent 20 years at YES Prep before joining DSST. Three years into Nella’s tenure, he credits her leadership — and a board that, in his words, did its own work well — for making that transition hold, and for proving that DSST really was bigger than the person who founded it.
His advice to other founders considering the same leap is blunt: Don’t wait until you think you’re ready.
“Some leaders might start thinking about their succession about four or five years earlier, but don’t take any action yet because it feels too soon,” Bill said. “That’s actually when I encourage them to dive into this work. A lot of times when succession planning comes around, people say they will spend about a year and a half and feel like that is enough time. “
While a year and a half of planning might feel substantial in the moment, it is barely a blink in the lifespan of an organization that is built to last generations.
Staying Out of the Way
These days, Bill’s role at DSST is intentionally light, by design as much as anything else he built there.
He supports Nella and the board in his capacity as a Senior Advisor when they ask for it — often on matters where his institutional memory of Denver or DSST specifically can be useful — but he’s the first to say Nell doesn’t need much of his time to keep running things well.
Nevertheless, Bill remains invested in the current state of education.
Outside of DSST, Bill currently serves as an advisor for several organizations, including local nonprofits Denver Families for Public Schools and Clayton Early Learning. He also writes a biweekly Substack that focuses on leadership best practices and posts regularly the topic via his LinkedIn. He credits a handful of hobbies that he’s cultivated over the past decade — including running, hiking, photography, reading, painting, writing poetry — with keeping him whole enough to stay in the work as long as he did.
“The leaders who pour everything into developing everyone around them while neglecting their own growth and well-being will eventually run out of capacity to lead well at all,” Bill said.
CharterFolk Contributors Veronica Conforme and Mollie Mitchell – Beyond “Internal or External”: Three Paths Through a CEO Transition
Good day, CharterFolk.
Today we’re pleased to share a co-authored Contributor Column from Veronica Conforme and Mollie Mitchell.



We provide background about the authors below.
Veronica Conforme is the co-founder and CEO of Greenhouse E3. She previously served as CEO of UP Education Network in Boston and now partners with charter school boards and executive teams nationwide to strengthen leadership pipelines, support CEO transitions, and develop the next generation of charter school leaders.
Mollie Mitchell is the founder and president of The K12 Search Group, where she advises charter school boards on executive searches and leadership transitions across the country. In 2027, The K12 Search Group will celebrate its 20th anniversary.
Beyond “Internal or External”: Three Paths Through a CEO Transition
The biggest mistake charter boards make during a CEO transition isn’t choosing the wrong leader. It’s waiting for the CEO to announce a departure before thinking seriously about succession.
Too many boards still operate under a 10 to 15-year CEO tenure model. That model was built around founders, a disproportionately long-tenured cohort that is steadily shrinking. The sector is producing fewer new founders, and most leadership transitions now involve replacing second- and third-generation CEOs. Based on numerous searches conducted by The K12 Search Group, charter school CEOs typically serve for 5 to 7 years.
A broader shift is accelerating that change. Career reinvention, evolving life priorities, and movement outside the sector or into funding and consulting roles are increasingly common.
We have spent decades working on both sides of these transitions. Veronica Conforme leads Greenhouse E3, which helps charter organizations develop CEO-ready talent internally. Mollie Mitchell, founder of The K12 Search Group, advises boards and conducts searches for exceptional leaders. Between us, we have seen dozens of transitions succeed and many fail.
After years of working alongside charter school boards, we have reached the same conclusion:
The conditions for a successful leadership transition are created long before a CEO leaves.
Succession planning is not merely good practice; it is one of a board’s most important responsibilities. Charter School Growth Fund (CSGF) reported 15 CEO transitions in its portfolio since 2023. Just as boards provide financial and strategic stewardship, they must also ensure leadership continuity. Strong boards consistently ask themselves: “Are we intentionally building an organization capable of producing outstanding leaders?” Organizations that invest in developing executive talent are far better positioned to weather inevitable leadership changes and are more likely to retain their high performers. Succession planning creates options. Executive search expands options. Together, they allow boards to make thoughtful decisions rather than urgent ones.
For years, boards have assumed that a CEO transition requires choosing between an internal promotion and a national search. But we believe there are three viable paths.



Promote from Within
Organizations that have intentionally invested in succession planning over many years may not need an executive search firm. When the board has confidence in an internal leader whose readiness has been demonstrated over time, promoting from within can provide continuity and maintain momentum.
Internal promotion should never be viewed as the “easy way out.” When done well, it reflects years of thoughtful leadership development, increasingly challenging assignments, executive coaching, meaningful board exposure, and ongoing assessment of readiness to lead the organization.
Just ask Marcia Aaron, Partner at CSGF, who demonstrated that successful CEO transitions begin years before the handoff. Marcia knew the external talent pool was likely a talent “puddle” and began developing her successor in partnership with the board several years before she left her position as CEO at KIPP SoCal. Her successor just reached the five-year mark in the role, leading the organization through a period of enrollment growth and accelerated academic recovery post-COVID.
Independently Assess Internal Candidate(s)
Boards with one or more credible internal successors still need a rigorous process. The work begins by gathering input from key stakeholders, defining the capabilities the organization will need in its next chapter, assessing the candidate(s) against those requirements, and benchmarking that individual’s readiness against the current external talent pool.
Years ago, a charter school board came to Mollie prepared to spend tens of thousands of dollars on a national search. They had one question:
“We think we have the right internal candidate—but how do we know?”
Mollie had recently completed a similar search in that market. And after assessing the candidate against the organization’s needs, she could confidently recommend that the board hire the internal candidate.
“I can’t believe you’re trying to talk us out of paying you for a full search,” the board chair said.
The board voted to promote the internal candidate, who led the organization for the next eight years. The board saved significant resources, but more importantly, they gained confidence by following a disciplined process rather than relying on assumptions. And the best news? They had a new CEO within weeks, not months.
The process felt more like a thorough final interview for the expected successor than a comparison with external candidates, which might be seen by the candidate as a lack of confidence and suggest that the years of investment and development were still not enough.
Conduct a National Search
There are instances when needing to conduct a search isn’t a failure of succession planning. Sometimes an organization’s next chapter genuinely requires capabilities that do not yet exist within the organization.
When there is no viable internal successor, or when an organization requires transformational leadership, a professionally led executive search is often the best path forward. Strong governance means recognizing when continuity is the right answer and when transformation is the right answer.
Many boards facing a CEO transition may still want to conduct a full search—even if they believe they have strong internal candidates. Boards in this position should expect a 4-6-month engagement costing upwards of $75,000. For guidance in selecting a search firm, please read our recent article linked here.
Keep in mind that there is a risk in running a search where multiple internal candidates compete against each other: the candidates who don’t get the job are likely to leave the organization.
Faced with a CEO transition, every board should ask three questions:
- Do we have a credible internal successor?
- Has that person’s readiness been independently assessed against our future needs and the external market?
- Does our next chapter require capabilities that do not currently exist inside the organization?
The strongest leadership transitions aren’t defined by whether a board hires internally or externally. They’re defined by whether the board intentionally built leadership capacity, selected a process that matched the organization’s needs, and earned its stakeholders’ trust along the way.
You can’t predict the future, but you can prepare for it.
Ready to get started? The CSGF recently published Board Basics, a set of practical tools for charter board governance, and this guide to CEO Succession Planning includes resources for getting started or going deeper on this important work.





