Chief Transformation & Digital Growth Leader

thehivecareers.co; San Juan (PR); On-site; USD 300,000 - 400,000; Full time

Job summary

thehivecareers.co seeks a Chief Transformation Officer (CTO) to lead enterprise-wide transformation across insurance and investment businesses. You will drive digital modernization, optimize operations, and reshape business models in collaboration with the CEO and senior leadership.

You will design strategy, governance, and programs, manage multi‑million-dollar initiatives, and partner with regulators and technology providers to deliver measurable improvements in efficiency, customer experience,

Qualifications

• Bachelor’s degree in a related field; MBA preferred.
• 12–18+ years in financial services and transformation programs.
• Executive leadership with experience managing large-scale programs.

Responsibilities

• Develop and execute enterprise-wide transformation strategies.
• Lead digital transformation and AI integration across platforms.
• Redesign operational processes across underwriting, claims, policy administration, and investment operations.
• Drive organizational change, workforce transformation, and cultural development.
• Modernize insurance distribution, product development, and customer engagement.
• Improve investment operations, portfolio administration, and reporting systems.
• Collaborate with the CEO/COO/CFO/CSO to translate priorities into programs.
• Identify emerging technologies and fintech solutions to boost performance.
• Establish KPIs, governance, budgets, and risk management for initiatives.
• Engage senior executives, technology partners, regulators, and consultants.

Skills

Executive leadership

Strategic planning

Stakeholder management

Change leadership

Executive communication

Digital transformation

Project governance

Education

Bachelor's degree in Business Administration, Finance, Information Technology, Engineering, Economics, or a related field

MBA or master's in digital transformation, technology management, or business strategy preferred

Job description

thehivecareers.co seeks a Chief Transformation Officer (CTO) to lead enterprise-wide transformation across insurance and investment businesses. You will drive digital modernization, optimize operations, and reshape business models in collaboration with the CEO and senior leadership.

You will design strategy, governance, and programs, manage multi‑million-dollar initiatives, and partner with regulators and technology providers to deliver measurable improvements in efficiency, customer experience,