Launching April 2027 · Limited to 25 Fellows per cohort
229: Fellowship
The Executive Leadership Program for Healthcare Technology Executives
The healthcare technology C-suite has never been more accessible…
While others chase certifications and hope for promotion…
Elite professionals are gaining the connections, capabilities, and credibility for C-suite success
The Healthcare Technology Executive Succession Crisis
of healthcare technology executives stepped into their role in the past 3-4 years
have no succession planning at all
years average technology executive tenure at large systems
High turnover + Thin succession benches = Massive opportunity
Yet talented Health IT leaders remain stuck in Director and VP roles for 5-10 years because existing development options validate knowledge but don't produce executive-ready candidates with enterprise exposure and mentorship.
Complete Executive Development Pathway
12-Month Executive Program
229: Fellowship
$12,500
Healthcare Technology C-Suite Preparation
- Personal healthcare technology executive mentor for 12 months
- An executive sponsor at your own organization who meets with you at least quarterly through the program for discussion and coaching on your capstone project
- Capstone project developed and delivered over the 12 months that demonstrates mastery of the material
- 3 in-person intensives, Wednesday through Friday: kickoff in April 2027, mid-year in September 2027 overlapping our Washington, DC summit, and graduation with capstone presentations in March 2028 in Naples, FL
- Nine virtual cohort sessions of 3 to 4 hours with guest speakers, on the second Friday of each month without an intensive
- A case study in every session with a sitting health IT leader from the 229 community
- Healthcare technology leadership assessment and personalized 2-year development roadmap
Limited to 25 Fellows per cohort
Eight Domains Covered in the Fellowship
Integrated throughout the 12-month program curriculum and cohort discussions.
- Leadership and the CIO / CDIO role
- Strategy and governance
- Management and teams
- Financial stewardship
- Technology, infrastructure, platforms and devices
- Data, analytics, and AI
- Risk, security, and resilience
- Future developments in tech
The Year at a Glance
Three in-person intensives, Wednesday to Friday. Nine virtual sessions on the second Friday of the month.
- April 2027, in-person intensive, Kickoff, Wednesday to Friday
- May 14, 2027, virtual session, 3 to 4 hours
- June 11, 2027, virtual session, 3 to 4 hours
- July 9, 2027, virtual session, 3 to 4 hours
- August 13, 2027, virtual session, 3 to 4 hours
- September 2027, in-person intensive, Mid-year, DC, Wednesday to Friday
- October 8, 2027, virtual session, 3 to 4 hours
- November 12, 2027, virtual session, 3 to 4 hours
- December 10, 2027, virtual session, 3 to 4 hours
- January 14, 2028, virtual session, 3 to 4 hours
- February 11, 2028, virtual session, 3 to 4 hours
- March 2028, in-person intensive, Graduation, Naples FL, Wednesday to Friday
Red: in-person intensive, Wednesday to Friday.Light: virtual session, second Friday, 3 to 4 hours.
April 2027
Kickoff
Wednesday to Friday, standalone. Sets norms, builds the cohort, launches the capstone.
September 2027
Mid-year
Wednesday to Friday, overlapping our Washington, DC summit. Fellows attend the Friday-morning four-hour block.
March 2028
Graduation
Wednesday to Friday in Naples, FL. Fellows present their capstones; every executive sponsor attends.
Dean, 229 Fellowship
Andrew Rosenberg, MD
Andrew Rosenberg, MD is the 229 Fellowship's program architect and Dean. A Johns Hopkins-trained internist, anesthesiologist, and intensivist, he was the first Chief Medical Information Officer at University of Michigan Health System, where he led the electronic health record implementations (Eclipsys, then Epic) and created the Office of Clinical Informatics. He then became Michigan Medicine's first system Chief Information Officer, combining the Health System and Medical School IT divisions into one. He has been active in the leading US health IT organizations for two decades.
Case Study Contributors
Every session includes a case study with a sitting health IT leader from the 229 community. Contributors include, among others:
Michael Pfeffer
Chief Information Officer
Stanford Health Care
Shane Thielman
Corporate Senior Vice President, Chief Information & Digital Officer
Scripps Health
Donna Roach
CDIO
University of Utah Health
Chero Goswami
Chief Information and Digital Officer
Providence
Alistair Erskine
Chief Information and Digital Officer
Highmark Health
Chris Carmody
Chief Information Officer
UPMC
Brent Lamm
Senior Vice President and Chief Information Officer
UNC Health
Reid Stephan
Vice President and Chief Information Officer
St. Luke's Health System
Lisa Stump
Executive Vice President and Chief Digital Information Officer
Mount Sinai Health System
Lori Boisjoli
Principal
229 Project
Andrew Rosenberg, MD
Principal and Dean, 229 Fellowship
229 Project
Bill Russell
Founder
229 Project
Who Should Apply
Built for the next generation of health IT leadership: Director level and above, with 8 to 12 years of increasing leadership experience.
Aspiring Executives
Directors, AVPs, and VPs in IT, clinical informatics, security, or operations ready for CIO/CTO/CDO/CISO roles
High-Potential Leaders
People already in succession planning pipelines who need broader exposure and executive presence
Career Pivoters
Clinicians or operators transitioning into digital/technology leadership roles
How 229: Fellowship Complements Existing Options
CHIME Boot Camps
Excellent 2.5-day intensive programs with strong case-based learning and immediate networking value.
229: Extends this with 12-month longitudinal mentorship and ongoing cohort development
HIMSS Certifications
Industry-leading CPHIMS/CPDHTS programs that validate essential domain knowledge and technical expertise.
229: Builds on this foundation with executive communication skills and leadership development
Business & Leadership Education
Comprehensive business education and executive programs that provide broad strategic thinking and leadership foundation with prestigious networking opportunities.
229: Focuses specifically on healthcare technology leadership with practical application and industry mentoring
What Fellows Achieve
Strategic Readiness
Leadership processes, executive stakeholder management, digital transformation strategy, and capital allocation fluency
Executive Presence
Executive communication, storytelling, and presentation skills that command rooms
Industry Expertise
Deep understanding of vendor ecosystems, regulatory environments, and emerging technologies
Professional Network
Access to healthcare technology executive mentors, peer community, and industry leadership networks
Enterprise Thinking
Comfortable in enterprise-wide conversations with multi-year digital roadmap articulation
Accelerated Timeline
Compress advancement from 5-10 years to 2-5 years with credible sponsor advocacy
Selective Application Process
We carefully select applicants to ensure program quality and Fellow success.
Step 1
Eligibility Requirements
- Current role: Director or above (Director, AVP, VP, or equivalent) in IT, digital, informatics, or security
- 8 to 12 years of increasing leadership experience
- An executive sponsor at your organization (required) who will meet with you at least quarterly through the program for discussion and coaching on your capstone project
- Statement of intent for C-suite advancement
- Leadership challenge case study with business impact
- Two professional references (supervisor + peer or direct report)
- Employer funding and time release (preferred but not required)
- Attendance at every session: a fellow who misses more than one is dismissed, with no refund
Step 2
Selection Process
- Application review by current and former industry CIOs
- Admissions committee: the Dean, the 229 CEO, and two sitting CIOs
- Finalist interview with 229 program leadership
- Class announced two months before the first meeting
Step 3
Investment Options
- Company Sponsorship (Primary): Health systems invest in succession planning
- Individual Payment: Quarterly payment plans available
- Cohort Discount: 10% off for 3+ Fellows from same organization
- Scholarships: Limited merit-based scholarships available
- ROI Positioning: Proactive succession planning investment vs. reactive external hiring and knowledge transfer costs
Ready to Build Your Executive Foundation?
Join healthcare technology professionals gaining the connections, capabilities, and credibility for executive success.
Cohort Size: Limited to 25 Fellows
Questions? Contact us at fellowship@229project.com