Director of Digital Transformation — Insurance & Investments
TheHiveCareers Saint Vincent and the Grenadines
Why this grade
This listing scored 54/100, which is a D. It lost the most ground on pay transparency.
- Description depth 20 / 20 How much the posting actually says about the work, measured in characters of real text.
- Freshness 15 / 15 How recently it was posted. Older postings are likelier to be filled or abandoned.
- Remote clarity 8 / 15 Whether "remote" means anywhere, or is quietly restricted to one country.
- Role specificity 6 / 10 Whether the listing is tagged well enough to tell what the role actually is.
- Corroboration 5 / 10 Whether more than one source carries this listing.
- Pay transparency 0 / 25 A published salary range, worth more than any other single factor because it is what a candidate cannot find out without applying.
Every figure above is arithmetic over the posting itself — its salary field, its text, its age, its tags and how many sources carry it. How the grades work →
Director Full Time
Job Summary
The Director of Digital Transformation leads enterprise-wide digital transformation initiatives, using technology, data, automation, and redesigned business processes to improve operational efficiency, customer experience, scalability, and business performance.
Within Insurance & Investments, the role focuses on transforming insurance, investment, finance, customer, and corporate processes through digital platforms, automation, analytics, AI, cloud, and integrated enterprise systems.
Key Responsibilities
Develop and execute the organization's digital transformation strategy and roadmap.
Identify opportunities to digitize, automate, and redesign business processes.
Lead enterprise-wide digital transformation programs and portfolios.
Partner with business, IT, investment, insurance, finance, risk, and operations leaders.
Drive modernization of legacy systems, platforms, and technology architecture.
Lead digital customer experience initiatives across web, mobile, portals, and self-service channels.
Implement workflow automation, RPA, AI, machine learning, and intelligent process solutions.
Oversee digital transformation of insurance processes including underwriting, policy administration, claims, and customer servicing.
Support digitalization of investment and asset-management processes, portfolio reporting, research, and client servicing.
Drive data, analytics, BI, and AI-enabled decision-making.
Lead cloud adoption, APIs, systems integration, and platform modernization.
Establish transformation governance, KPIs, benefits tracking, and program reporting.
Manage transformation budgets, vendors, consultants, and strategic technology partners.
Identify and manage transformation risks, dependencies, and change impacts.
Lead organizational change management, stakeholder engagement, and digital adoption.
Ensure transformation initiatives comply with cybersecurity, privacy, regulatory, and risk requirements.
Build a culture of continuous improvement, innovation, and digital adoption.
Present transformation progress, investment requirements, benefits, and risks to executive leadership.
Ideal Candidate Profile
10–15+ years of experience in digital transformation, technology, consulting, business transformation, or financial-services technology.
5+ years in Director of Digital Transformation, Digital Transformation Lead, Head of Digital Transformation, Chief Digital Officer, Technology Director, or equivalent roles.
Experience in insurance, investment management, asset management, banking, wealth management, or financial services strongly preferred.
Strong experience in:
Digital transformation strategy
Business process transformation
Digital operating models
Technology modernization
Automation / RPA
AI & analytics
Cloud transformation
Data transformation
Customer experience / digital channels
Change management
Program & portfolio management
Systems integration
Experience leading complex, multi-functional transformation programs.
Strong business partnering and executive stakeholder-management skills.
Experience managing budgets, vendors, consultants, and transformation teams.
Bachelor's degree in Technology, Computer Science, Business, Engineering, Finance, or related discipline; MBA or relevant transformation/digital certifications advantageous.
Originally posted on Himalayas
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Where this listing came from
- 30 Sep 2026 Himalayas first sighting
Seen on 1 board over 0 days.