Where Medicine Meets Leadership

Chesapeake Leadership Enterprise

Strengthening leaders, empowering teams, transforming organizations beyond the ordinary

Dr. Cherilyn Hanna-Mahase, MBBS, MD, FAAP, FACP, MMEL, is a physician executive, board-certified internist and pediatrician, Maxwell Leadership Certified coach and international speaker, with 20+ years at the intersection of clinical excellence and leadership.

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Dr. Cherilyn Hanna-Mahase in a green blazer, smiling toward the audience on stage

About

A physician who leads and builds tomorrow’s leaders

Dr. Hanna-Mahase speaking on stage with a handheld microphone, one hand raised to make a point, against a purple backdrop

Dr. Cherilyn Hanna-Mahase trained at the University of the West Indies and completed residency at Detroit Medical Center / Wayne State. She is Market Medical Director at Upperline Health in Orlando, Florida, and CEO of Chesapeake Leadership Enterprise.

Her defining milestone is building the Bahamas’ first accredited Family Medicine postgraduate training program, work that reshaped healthcare education across the Caribbean. She is a published researcher and the creator of the Lead from Within Leadership Model™.

“Great leadership is not an accident. It is a discipline, and it can be developed in anyone willing to do the work.”
— Dr. Cherilyn Hanna-Mahase

Credentials

  • MBBS, University of the West Indies, Mona
  • MD residency, Detroit Medical Center / Wayne State
  • Board-certified, Internal Medicine & Pediatrics
  • FAAP, Fellow of the American Academy of Pediatrics
  • FACP, Fellow of the American College of Physicians
  • MMEL, Master of Medical Education & Leadership
  • Maxwell Leadership Certified Team Member & Executive Coach
  • CaPP Institute certified coach
  • Published researcher
  • American College of Healthcare Executives
  • West Orange County Chamber of Commerce
    Proud member, West Orange Chamber of Commerce

Speaking

Five signature keynotes

Each talk is built from work done inside real healthcare systems and adapted to the room. Every engagement includes a custom slide deck, a pre-event audience survey, a post-event resource guide and an optional follow-up Q&A.

Check availability
  1. 01

    The Physician Leader’s Blueprint

    For physicians, clinicians, medical executives and academic medical centers

    A frameworks-driven look at the move from clinician to organizational leader, built from real experience, not theory.

  2. 02

    Culture Eats Strategy. And Then What?

    For executive teams, HR and the C-suite

    A proven culture architecture, built inside real healthcare systems.

  3. 03

    Leading Without Borders

    For diverse and global health teams and DEI conferences

    Leading culturally diverse teams with equity, empathy and operational effectiveness.

  4. 04

    Burnout Is a Systems Problem

    For CMOs, hospital executives and wellness conferences

    Organizational solutions, not self-care platitudes.

  5. 05

    The New Manager Playbook

    For first-time managers and HR cohorts

    Practical, honest and immediately actionable.

  6. Dr. Hanna-Mahase addressing a room from a glass lectern, wearing a lime and pink jacket, with framed gold-embroidered artwork behind her
Formats
Keynote, 45–60 min
Workshop, 90 min to half day
Full-day intensive
Virtual
Panel
Commencement
Audiences
25 to 500+ attendees
Travel
Based in Orlando (MCO); travels across the US and internationally.
Industries
Healthcare
Academic medicine
Graduate medical education
Corporate
Government and public health
Non-profit
Every talk includes
Custom slide deck
Pre-event audience survey
Post-event resource guide
Optional follow-up Q&A

In the room

Dr. Hanna-Mahase with a group of colleagues gathered around a numbered table at a leadership conference in a crowded ballroom
Dr. Hanna-Mahase in a red suit holding a Maxwell Leadership Certified Team Mentorship Program sign in front of a Maxwell Leadership backdrop with purple and white balloons

Coaching & services

Partner with Dr. Hanna-Mahase

A limited number of engagements accepted quarterly.

Enquire about coaching

Resources

Frameworks and tools

Organizational licensing

Lead from Within Leadership Model™

Licensed to organizations, with train-the-trainer certification.

Enquire about licensing
Workbook, 40 pages

New Manager Starter Kit

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Rubric

NP & Clinical Staff Evaluation Rubric

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Medical Director edition

NP Coaching & Development Framework

A complete system for hiring, onboarding and developing Nurse Practitioners: a structured 60-minute behavioural interview, 30–60–90 day onboarding, chart review scoring, a three-phase shadowing model and a five-domain evaluation.

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Program, 6 modules · Coming soon

Clinical-to-Executive Transition Blueprint

Join the waitlist

For organizers & media

Everything you need to introduce her

Short bio

Dr. Cherilyn Hanna-Mahase, MBBS, MD, FAAP, FACP, MMEL, is a physician executive, board-certified internist and pediatrician, Maxwell Leadership Certified coach and international speaker. She is Market Medical Director at Upperline Health in Orlando, Florida, and CEO of Chesapeake Leadership Enterprise. Trained at the University of the West Indies with residency at Detroit Medical Center / Wayne State, she built the Bahamas' first accredited Family Medicine postgraduate training program, which reshaped healthcare education across the Caribbean. A published researcher and creator of the Lead from Within Leadership Model™, she brings 20+ years at the intersection of clinical excellence and leadership.

One-line introduction

Please welcome Dr. Cherilyn Hanna-Mahase: physician executive, board-certified internist and pediatrician, Maxwell Leadership Certified coach, creator of the Lead from Within Leadership Model™ and CEO of Chesapeake Leadership Enterprise.

Headshot of Dr. Cherilyn Hanna-Mahase, smiling, in a green blazer

Speaker one-sheet & assets

A printable one-sheet with keynotes, formats and technical notes. Headshots and stage photos are supplied on request.

Request headshot & assets

Portrait of Dr. Cherilyn Hanna-Mahase

Book a time

Book a time with me

Pick a service, choose a time that works for you, and tell me who you are. I see every booking myself. If none of the listed times work, send me a note through the contact form and we will find one that does.

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How to book

Start the conversation

Speaking
Book 6–12 weeks ahead.
Coaching
Book 2–4 weeks ahead.
Licensing
Enquire for details.
Direct
cherilyn@chesapeake-leadership-enterprise.com(407) 749-7365Winter Garden / Orlando, FL
Enquiry type

Speaking: please book 6–12 weeks ahead.

Stay in touch

Occasional notes on leadership

Leadership, change and building teams, plus public speaking dates. No filler.

Tell me what to send

I will send a short note asking you to confirm. Nothing arrives until you do, and every message has a one-click unsubscribe.