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Open nowFirst seen 5 days ago

Head of Technology — Insurance & Investments

thehivecareers.co2,874 open roles

Where
George Town, Cayman Islands, Remote
Work mode
Remote
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Your applicationOpen nowHead of Technology — Insurance & Investmentsthehivecareers.co · George Town, Cayman Islands, Remote

  1. YouYes, apply to this one.

  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on thehivecareers.co's own form.

The reply lands in your private mailbox

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The clock on this job

Early applications get read.

12.3% of postings close within 7 days. Measured by our own scanner across the market.

Share of postings closed within
  1. 2.1%1 day
  2. 4.5%3 days
  3. 12.3%7 days
  4. 19.3%14 days
  5. 35.6%30 days
  6. 58.1%60 days
This job: first seen 5 days ago

The posting

Job Summary

The Head of Technology leads the organization's technology function, ensuring that IT platforms, infrastructure, applications, architecture, cybersecurity, data, and digital capabilities support business and operational objectives.

In an Insurance & Investments environment, the role typically oversees technology supporting insurance policy administration, claims, underwriting, investment/portfolio management, finance, CRM, customer channels, regulatory reporting, and enterprise operations.

Key Responsibilities

Develop and execute the organization's technology strategy and roadmap.

Lead technology modernization, digital transformation, and automation initiatives.

Oversee enterprise architecture, applications, infrastructure, cloud, networks, and IT operations.

Manage technology platforms supporting insurance, investments, finance, risk, and customer operations.

Lead cybersecurity, information security, technology risk, and IT controls.

Establish technology governance, standards, policies, and operating models.

Drive data, analytics, AI, and business intelligence capabilities.

Oversee ERP, CRM, core insurance, investment-management, and other enterprise systems.

Lead major technology implementations, migrations, integrations, and upgrades.

Ensure high availability, disaster recovery, business continuity, and technology resilience.

Manage technology vendors, outsourcing partners, contracts, and budgets.

Ensure compliance with applicable financial-services, privacy, cybersecurity, and regulatory requirements.

Partner with senior business leaders to translate business requirements into technology solutions.

Manage and develop technology teams across multiple functions and locations.

Provide technology updates, risks, investment requirements, and transformation progress to executive leadership.

Ideal Candidate Profile

12–18+ years of progressive technology/IT experience.

5+ years in Head of Technology, Technology Director, IT Director, CTO, CIO, or equivalent leadership roles.

Experience in insurance, investment management, asset management, banking, wealth management, or broader financial services preferred.

Strong experience in:

Technology strategy

Digital transformation

Enterprise architecture

Cloud and infrastructure

Cybersecurity / information security

Data & analytics

IT governance

Technology risk

Enterprise applications

Systems integration

Experience managing technology budgets, vendors, large projects, and multidisciplinary teams.

Demonstrated ability to work with CEO, CIO, CTO, CFO, COO, investment, risk, and business leadership.

Bachelor's degree in Computer Science, Information Technology, Engineering, Information Systems, or related discipline; advanced qualifications are advantageous.

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