Chief Transformation & Digital Innovation Leader

TheHiveCareers; San Juan (PR); On-site; USD 300,000 - 550,000; Full time

Job summary

TheHiveCareers is seeking a Chief Transformation Officer (CTO) for Insurance & Investments to drive enterprise-wide transformation across insurance and investment businesses. You will lead organizational change, digital modernization, and process optimization to strengthen competitive positioning.

Partner with the CEO and executives to modernize business models, enhance customer experience, and improve efficiency, governance, and strategic growth across the financial services portfolio.

Qualifications

• MBA or equivalent preferred.
• 12–18+ years in financial services, insurance, investments, digital transformation or enterprise change management.
• Executive leadership experience managing large programs.
• Strong understanding of insurance operations and investment services.
• Proven skills in automation, technology implementation and organizational restructuring.

Responsibilities

• Transformation Strategy: Develop and execute enterprise-wide transformation strategies aligned with objectives.
• Digital Transformation: Lead digitalization, technology adoption, automation, AI integration, modernization of platforms.
• Business Process Optimization: Redesign underwriting, claims, policy administration, investment ops, and customer service processes.
• Organizational Transformation: Lead restructuring, change management and workforce transformation initiatives.
• Insurance Transformation: Modernize distribution, product development, claims, underwriting workflows, and engagement.
• Investment Transformation: Improve operations, portfolio admin, reporting, data analytics, and processes.
• Strategic Execution: Translate priorities into transformation programs with leadership.
• Technology & Innovation: Identify fintech and InsurTech solutions to boost performance.
• Performance & Governance: Set KPIs, manage budgets, and governance for initiatives.
• Stakeholder Management: Engage executives, regulators, partners and consultants.

Skills

Executive leadership

Strategic planning

Stakeholder management

Change management

Digital transformation

Education

MBA or master’s in digital transformation/technology management

Bachelor’s in Business Administration/Finance/IT/Engineering

Job description

TheHiveCareers is seeking a Chief Transformation Officer (CTO) for Insurance & Investments to drive enterprise-wide transformation across insurance and investment businesses. You will lead organizational change, digital modernization, and process optimization to strengthen competitive positioning.

Partner with the CEO and executives to modernize business models, enhance customer experience, and improve efficiency, governance, and strategic growth across the financial services portfolio.