Chief Transformation & Digital Strategy Leader

TheHiveCareers; Virginia; On-site; USD 250,000 - 450,000; Full time

Job summary

TheHiveCareers is seeking a Chief Transformation Officer (CTO) to lead enterprise-wide transformation across insurance and investment businesses in the United States. The role focuses on digital modernization, operational efficiency, and strategic growth in financial services.

Responsibilities include developing transformation strategies, overseeing AI integration, redesigning core processes, and guiding organizational change.

Qualifications

• Bachelor's degree in business, finance, IT, engineering, economics, or a related field.
• MBA or master's in digital transformation, technology management, or business strategy preferred.
• Typically 12–18+ years of experience in financial services, insurance, investments, digital transformation, or enterprise change management.
• Significant executive leadership experience managing large-scale transformation programs.
• Strong understanding of insurance operations, investment services, fintech, and digital business models.
• Proven experience in business process reengineering, automation, technology implementation, and organizational restructuring.
• Experience managing complex transformation portfolios, cross-functional teams, and multimillion-dollar initiatives.
• Excellent strategic planning, change leadership, stakeholder management, and executive communication skills.

Responsibilities

• Develop and execute enterprise-wide transformation strategies aligned with corporate objectives and long-term growth.
• Lead digital transformation initiatives, technology adoption, automation, AI integration, and platform modernization.
• Review and redesign operational processes across underwriting, claims, policy administration, investment operations, and customer service.
• Lead organizational restructuring, change management, workforce transformation, and cultural development initiatives.
• Modernize insurance distribution, product development, claims processing, underwriting workflows, and customer engagement.
• Improve investment operations, portfolio administration, reporting systems, data analytics, and investment management processes.
• Collaborate with the CEO, COO, CFO, CSO, and business unit heads to translate priorities into transformation programs.
• Identify emerging technologies and InsurTech/digital investment solutions to improve performance.
• Establish transformation KPIs, monitor project delivery, manage budgets, and ensure governance.
• Engage senior executives, technology partners, regulators, consultants, and external stakeholders to ensure delivery.

Skills

Executive leadership

Change management

Strategic planning

Stakeholder management

Executive communication

Program governance

Education

Bachelor's degree in business/finance/IT/engineering/economics

MBA or digital transformation/tech management master's

Tools

Data analytics platforms

ERP systems

CRM systems

Job description

TheHiveCareers is seeking a Chief Transformation Officer (CTO) to lead enterprise-wide transformation across insurance and investment businesses in the United States. The role focuses on digital modernization, operational efficiency, and strategic growth in financial services.

Responsibilities include developing transformation strategies, overseeing AI integration, redesigning core processes, and guiding organizational change.