Chief AI & Transformation Officer

The Chief AI & Transformation Officer is responsible for leading Envision Radiology’s enterprise artificial intelligence and transformation strategy. This executive will identify, prioritize, and scale opportunities that improve patient, provider, and employee-owner experiences; strengthen operational performance; and position the organization for sustainable growth. The role serves as the enterprise leader for AI-enabled transformation, partnering across Operations, Clinical leadership, Information Technology, People, Finance, Growth, and other functions to redesign work, accelerate adoption, and deliver measurable business outcomes while maintaining appropriate governance, privacy, security, compliance, and human oversight. This is a hands-on executive role that combines strategic leadership with direct technical contribution, including prototyping, building, testing, and improving AI-powered products, applications, automations, and software solutions in partnership with IT and clinical stakeholders.

Essential Functions

1. Develops and leads the enterprise AI and transformation strategy in alignment with Envision Radiology’s purpose, North Star, strategic priorities, and long-term growth objectives.

2. Builds and manages a prioritized transformation portfolio across clinical, operational, administrative, and support functions, establishing clear business cases, owners, timelines, and measures of success.

3. Partners with clinical leadership, physicians, Compliance, Legal, Information Technology, Operations, and other functional leaders to redesign workflows and ensure AI initiatives align with clinical standards, operational needs, and organizational priorities.

4. Leads the evaluation, piloting, implementation, and scaling of AI-enabled solutions, automation, workflow technologies, and other transformation initiatives across the enterprise.

5. Establishes clinical and regulatory AI governance with medical, quality, compliance, legal, privacy, security, and IT leaders, including pre-deployment clinical validation, documented approvals, regulatory and contractual review, human oversight, performance thresholds, and ongoing monitoring for safety, accuracy, bias, drift, and unintended consequences.

6. Personally contributes to the design, prototyping, development, testing, and iteration of AI-powered applications, software tools, workflow automations, and integrations; partners with IT and technical teams to move viable prototypes into secure, supportable production solutions.

7. Develops an enterprise approach to AI adoption and change management that equips leaders and employees to use new capabilities effectively, responsibly, and confidently.

8. Translates frontline and leadership needs into product requirements, builds proofs of concept and minimum viable products where appropriate, conducts hands-on demonstrations and user testing, and iterates based on feedback and measurable outcomes.

9. Establishes performance metrics and value-realization practices to measure financial impact, productivity, quality, access, service, adoption, employee experience, and other intended outcomes of transformation initiatives.

10. Leads AI vendor and partner evaluation, including clinical evidence and validation requirements where applicable, due diligence, contracting support, data-use safeguards, performance expectations, monitoring obligations, and escalation or exit plans.

11. Maintains practical proficiency with AI development platforms, APIs, automation tools, data workflows, and emerging technologies; evaluates and directly experiments with relevant capabilities to inform build-versus-buy decisions.

12. Builds and develops the transformation function and cross-functional delivery model, while remaining directly involved in solution architecture, technical problem-solving, prototyping, and execution rather than operating solely as a strategic sponsor.

13. Communicates transformation priorities, progress, risks, results, and lessons learned to the Executive Leadership Team, Board of Directors, and other stakeholders as appropriate.

14. Fosters a culture of curiosity, responsible experimentation, data-informed decision-making, ownership, and continuous improvement across the organization.

15. Performs other duties as assigned.

Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions., This position provides executive leadership and operational oversight to the enterprise AI and transformation function. The position is responsible for building and developing the team, establishing performance expectations, managing resources, and leading cross-functional transformation work that may involve employees and leaders who do not directly report to the role. The executive is also expected to personally participate in product discovery, rapid prototyping, technical delivery, and troubleshooting alongside the team.

Work Environment

This job operates in a professional office environment and may also be performed in a hybrid or remote setting based on business needs. This role routinely uses standard office equipment and enterprise technology platforms and requires frequent collaboration through virtual and in-person meetings.

Physical Demands

The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job.

While performing the duties of this job, the employee is regularly required to use hands and fingers to handle, feel or operate objects, tools or controls, and reach with hands and arms. The employee is frequently required to talk and hear.

Travel

Periodic travel is expected for this position to support enterprise operations, leadership meetings, transformation initiatives, and strategic partnerships.

1. Strategic Leadership & Vision.

2. Hands-On AI Product Development, Prototyping & Technical Fluency.

3. Business Acumen & Value Creation.

4. Change Leadership & Organizational Adoption.

5. Data-Driven Decision Making.

6. Governance, Risk & Responsible AI.

7. Cross-Functional Collaboration & Influence.

8. Executive Communication & Storytelling.

9. Operational Excellence & Continuous Improvement., * Ten plus years of progressive leadership experience in enterprise transformation, strategy, innovation, digital, technology-enabled operations, or a related field; healthcare experience preferred.

• Demonstrated experience both leading complex transformation initiatives and personally designing, building, testing, or deploying AI-enabled software, applications, automations, or digital products.

• Working knowledge of clinical versus administrative/operational AI use cases, healthcare AI validation, ongoing performance monitoring, and the importance of physician oversight and patient safety.

• Experience establishing enterprise AI intake, evaluation, risk-tiering, prioritization, governance, deployment, monitoring, and value-realization disciplines. Ability to translate use cases into functional requirements, working prototypes, and scalable implementations.

• Practical proficiency with AI tools and development workflows, such as APIs, low-code/no-code platforms, scripting, application prototyping, integrations, testing, and iterative product delivery; ability to collaborate credibly with engineers and contribute hands-on.

• Ability to evaluate vendors, partnerships, and technology solutions using business, operational, financial, security, compliance, and scalability considerations.

• Ability to communicate complex concepts clearly and persuasively to executive leaders, boards, radiologists, operators, technical teams, and frontline employees.

• Proven ability to lead through influence across a geographically dispersed, multi-functional organization.

• Strong analytical and financial acumen, including the ability to define outcomes, establish metrics, and assess return on investment.

• High level of judgment, integrity, curiosity, adaptability, and comfort operating in a rapidly evolving environment.

Education/Certifications:

• Bachelor’s degree in business, healthcare administration, technology, engineering, data/analytics, or a related field desired; equivalent education, training, and experience may be considered.

• Master’s degree in business, healthcare administration, technology, or a related field preferred.

• Formal training or certification in AI, digital transformation, change management, process improvement, project/program management, or related disciplines preferred.

In-Office or Remote 2 Locations 284K-355K Annually Expert/Leader In-Office or Remote 2 Locations 284K-355K Annually Expert/Leader Leads enterprise AI and transformation strategy, overseeing AI governance, clinical validation, workflow redesign, product development, automation, vendor evaluation, change management, and value realization. Builds the transformation function while remaining hands-on with prototyping, testing, technical delivery, and troubleshooting. Partners with clinical, operational, technical, legal, compliance, and executive stakeholders to deploy safe, scalable AI solutions and communicate outcomes to leadership and the board. The summary above was generated by AI

Envision Radiology, a 100% ESOP-owned company, seeks a Chief AI and Transformation Officer to join the team! This position offers a hybrid work arrangement in Colorado Springs, CO, or a remote option with travel required. Monday - Friday, full-time | Position Pay Range: $283,700 - $355,000 Opportunity for an additional, discretionary bonus available, Adheres to Envision’s Code of Conduct and Compliance Policies and attends annual Compliance training as set forth by the Company.

Company Benefits

The following benefit programs are available to eligible employees. Benefits eligibility is dependent on a variety of factors, including employee classification.

• Health Benefits: Medical/Dental/Vision/Life Insurance

• Company Matched 401k Plan

• Employee Stock Ownership Plan

• Paid Time Off + Paid Holidays

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