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A late-summer surge of CEO retirements, CFO handoffs and clinical leadership shuffles across hospitals and insurers reveals an industry under financial strain and searching for stability. Here's who's moving, and why it matters beyond the boardroom.
When a hospital system loses its CEO and CFO in the same week, the people who notice first aren't shareholders. They're the nurses wondering if budgets will change. They're the patients hoping their care won't be disrupted while executives shuffle offices. Leadership transitions in healthcare rarely make headlines outside trade publications, but they ripple through organizations that employ millions of people and touch nearly everyone's life at some point.
This week's wave of executive moves across the healthcare industry is unusually large, even for a sector known for frequent reshuffling. Insurers, hospital systems and research institutions are all navigating changes at the top, and the pattern says something about where healthcare is heading: toward consolidation, toward heavier reliance on finance and technology expertise, and toward institutions trying to project stability while quietly rebuilding their leadership benches.
Start with the insurers. Teladoc Health has appointed Michael Grasher as chief financial officer, bringing more than three decades of insurance and financial services experience, most recently as CFO of property-casualty insurer IFG Companies. Grasher said he's looking to build on what he called Teladoc's "unmatched scale, deep clinical expertise and a global footprint," working alongside CEO Chuck Divita.
Centene, meanwhile, is losing longtime CFO Drew Asher, who will step down in December before retiring fully at the end of 2027. His successor, Chris Neczypor, arrives in September from Lincoln Financial, where he served as CFO. Neczypor previously worked as an equity research analyst at Goldman Sachs. CEO Sarah London praised his "proven track record of strengthening financial performance" and called him "a collaborative, values-driven leader." Centene also named Bradley Bolivar as its new chief information officer, succeeding Brian LeClare, who retires in October. Bolivar spent decades at Fannie Mae leading technology strategy, and London framed the hire around a broader industry shift: "We are entering a new era where data, technology and AI are not just business enablers, but strategic capabilities that shape how we operate, innovate and create value."
That framing matters. It's a plain acknowledgment that health insurers now see technology leadership as inseparable from financial leadership, a recognition that the tools managing claims, fraud detection and member data are becoming as consequential as the balance sheet itself.
Hospital leadership changes this week carry a different flavor, one shaped less by technology ambition and more by financial pressure and generational turnover. Tufts Medicine is losing both its CEO and CFO amid what the organization describes as a financial strengthening project. Mike Dandorph will step down September 30, the end of the 2026 fiscal year, with COO Phil Okala stepping in as acting president and CEO. Dandorph called the past six and a half years "a distinct privilege" and said he believes the timing serves the organization's best interests. CFO Andrew DeVoe is also departing, with Greg Kruse, Tufts' vice president of strategic operations, temporarily absorbing budget planning duties while a national search begins.
Losing two top financial and operational leaders simultaneously is a stress test for any institution. Think of it like a household losing both its primary breadwinner and its bookkeeper in the same month: someone still has to pay the bills, and the transition period is where mistakes tend to happen.

ChristianaCare's transition looks calmer by comparison. Janice Nevin, who spent 23 years at the Wilmington, Delaware nonprofit and 12 as its CEO, is retiring, handing the reins to Jenn Schwartz, who joined in 2018 as chief legal officer after over a decade at Lourdes Health System. The board credited Nevin with expanding the system's footprint and steering "significant investment in historically under-resourced areas," a detail worth pausing on. Leadership changes at safety-net-adjacent systems carry real stakes for underserved communities, and continuity of that commitment under new leadership is something worth watching closely.
Summa Health is bringing in Jennifer Eslinger as president and CEO starting September 21, succeeding Daryl Tol, who had served as acting CEO following the system's acquisition by Health Assurance Transformation Company. Eslinger led Rochester Regional Health, a $4.2 billion system, through what board chair Kate Walsh described as significant transformation. Providence St. Joseph Health is adding Kevin Smith as CFO effective October 26, poaching him from SSM Health, where he currently serves in the same role.
Clinical leadership is shifting too. St. Jude Children's Research Hospital has named Charles W.M. Roberts, director of its Comprehensive Cancer Center since 2015, as its next president and CEO, effective January 1, 2027. Roberts, a pediatric hematologist-oncologist, pushed the center to its best-ever National Cancer Institute rankings and contributed research that helped pave the way for FDA-approved cancer therapies. His appointment follows an "extensive international search" that ultimately chose an internal candidate, a reminder that sometimes the best fit is already in the building.
Humana named Shantanu Nundy, currently executive vice president of care delivery at Accolade, as its new chief medical officer starting August 31. Nundy continues practicing medicine in primary care and hospital settings even as he takes on the corporate role, a detail that matters because it signals Humana wants clinical credibility, not just management credentials, steering its medical strategy. He'll report directly to CEO Jim Rechtin.
These moves are not just corporate housekeeping. Every CEO transition, every CFO handoff, every new chief medical officer changes how an organization prioritizes spending, staffing and patient care in ways that take months or years to fully surface. When institutions like Tufts Medicine cite financial strengthening as the backdrop for leadership turnover, it's a signal that budget pressures are reshaping who sits in the room where care decisions ultimately get made.
For frontline workers and patients, the practical effect is usually indirect but real: shifting priorities, paused initiatives, sometimes a change in how aggressively an organization pursues cost cutting versus community investment. Watching who takes the reins, and what language they use to describe their priorities, tells you a lot about what the next few years will look like for the people these institutions actually serve.
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Original Sources
Chutes & Ladders—Teladoc Health taps new CFO; Johns Hopkins Health Plan names interim CEO
↗ https://www.fiercehealthcare.com/providers/chutes-ladders-2026-hires-departures-firings-retirements-ceo-executives-healthcare
About the author
Amara's entry point into AI was an epidemiology role at a London research hospital, where she spent five years studying how digital health tools reached — or conspicuously failed to reach — underserved communities. Watching early algorithmic systems in healthcare quietly entrench existing inequalities, she redirected her career toward the systemic consequences of AI at scale. She covers AI through an unflinching lens: who benefits, who bears the cost, and what evidence actually says versus what the press release claims. Her writing is calm and precise, but she doesn't mistake balance for neutrality.
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4 September 2026
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