CEO In Training

CEO In Training (CIT)

Location: San Antonio, Texas

Capstone Transportation | A Connect Health Affiliate

Paid Leadership Development Opportunity

We are looking for an individual with an entrepreneurial spirit and a strong track record of developing people to join the Capstone Transportation team in a future leadership role. Capstone—a Connect Health affiliate—offers a unique opportunity where you’ll gain hands‑on operational experience, executive mentorship, and the strategic training required to lead a medical transportation operation. This paid 6 month track is built for driven leaders who want responsibility, growth, and the chance to make a meaningful impact in their market.

What we're looking:

Leadership & Experience

• 2–3 years of leadership experience, guiding teams
• Healthcare experience preferred but not necessary

Skills & Strengths

• Strong financial management
• Marketing strategy and implementation
• Excellent leadership and team-building skills
• Effective multitasking and prioritization
• Problem-solving and decision-making abilities
• Experience in staff training and development

Communication & Culture

• Clear, confident and public relations skills
• Strong interpersonal skills and employee first mentality
• High ethical standards and commitment to quality care
• Able to thrive in fast-paced environments
• Organized, reliable, and values-driven

What You’ll Experience
You’ll be trained, coached, and mentored on how to lead a high-performing Capstone operation. You’ll gain hands-on exposure to every facet of the business: financial management, clinical operations, team leadership, and strategic growth. You’ll shadow seasoned leaders, execute real initiatives, and make operational decisions.

What Awaits You After the Program
Upon successful completion, you’ll step into an Executive Director role—owning the vision, direction, and operational control of your own healthcare company. You’ll have the autonomy to lead, grow, and innovate—supported by Connect Health’s world-class service center in HR, finance, clinical, IT, and more. In addition, you have opportunity to become a CEO after showing operational success.

About Capstone
Capstone Transportation provides compassionate ambulance and non-emergent medical transportation, ensuring individuals can access the care they need. Capstone strives to provide a reliable and safe transportation service to the community while improving clinical outcomes.

Our mission is to dignify and transform medical transportation experience. We empower local leaders through an entrepreneurial, operation centered culture that keeps decision making close to the communities we serve. Guided by our core values — celebration, accountability, passion for learning, love one another, intelligent risk-taking, customer second, and ownership — we focus on delivering high-quality, reliable, and cost-effective solutions.

As we expand into new markets, we remain committed to innovation, strong healthcare partnerships, and developing future leaders who will carry our mission forward.