Full-Time

Sr. Director Cloud Operations

Posted on 10/31/2025

Markel Group

Markel Group

51-200 employees

Three-engine financial holding: insurance, investments, ventures

No salary listed

No H1B Sponsorship

Richmond, VA, USA

Hybrid

Category
Engineering Management (3)
, ,
Required Skills
Datadog
Kubernetes
Microsoft Azure
Grafana
Docker
AWS
Prometheus
Jenkins
Terraform
Ansible
Requirements
  • Extensive experience (10+ years) in technology operations, security, SRE, and quality assurance, ideally within a large, regulated enterprise environment, preferably in the insurance industry.
  • Proven leadership experience managing multi-disciplinary teams (Cloud Operations, DevOps, SRE, QA, GRC).
  • Strong expertise in cloud platforms (Azure, AWS) and cloud operations best practices.
  • Deep understanding of DevOps tools and automation frameworks (e.g., Jenkins, Terraform, Ansible, Kubernetes, Docker).
  • Hands-on experience with Site Reliability Engineering principles, monitoring tools (e.g., Prometheus, Grafana, Datadog), and incident management.
  • Experience leading Disaster Recovery planning and execution.
  • Strong knowledge of Governance, Risk, and Compliance frameworks (e.g., SOC 2, ISO 27001, HIPAA).
  • Solid understanding of QA methodologies and tools.
  • Experience in financial operations (FinOps) and cloud cost management.
  • Excellent strategic thinking, planning, and communication skills.
  • Proven ability to develop and implement technology roadmaps and operational strategies.
  • Strong collaboration skills with the ability to work across multiple teams and geographies.
  • US Work Authorization required. Markel does not provide visa sponsorship for this position, now or in the future.
Responsibilities
  • Lead and manage Cloud Operations, DevOps, and GRC activities for all applications and IT resources in US and Bermuda.
  • Own and oversee Site Reliability Engineering (SRE) initiatives to ensure high availability, performance, and resilience of applications and infrastructure.
  • Manage and support Disaster Recovery (DR) planning, execution, and testing to safeguard business continuity.
  • Lead the Quality Assurance (QA) team to ensure high-quality standards for application development, delivery, and operational processes.
  • Continuously monitor application and infrastructure health; implement proactive alerting, tracking, and remediation processes.
  • Drive automation initiatives across Cloud and DevOps to improve efficiency, reliability, and scalability.
  • Develop and implement operational efficiency practices including FinOps to optimize cloud spending and resource utilization.
  • Improve and enforce Governance, Risk, and Compliance policies to meet regulatory requirements and internal standards.
  • Develop and communicate the strategic vision, roadmap, and operational plans for Technology Operations.
  • Collaborate closely with Enterprise Architecture, IT Delivery, and other key stakeholders to align technology strategy and execution.
  • Foster a culture of continuous improvement, innovation, and operational excellence within the team.
Desired Qualifications
  • Certifications such as Azure/AWS Certified Solutions Architect, Certified Kubernetes Administrator (CKA), Certified Information Systems Security Professional (CISSP), or ITIL.
  • Experience working in regulated industries (financial services, healthcare, etc.).
  • Familiarity with enterprise architecture frameworks and agile delivery methodologies.
  • Experience with large-scale, distributed systems and multi-cloud environments.
  • Strong project management and vendor management skills.

Markel Group operates as a financial holding company with a three-engine model: specialty insurance, investments, and Markel Ventures (a portfolio of non-insurance businesses). Specialty insurance focuses on hard-to-place or niche risks, underwriting and managing risk through its insurance subsidiaries. Profits from the insurance businesses are reinvested into investments and into acquiring and holding profitable non-insurance companies, creating a diversified, resilient enterprise. The group’s investment engine uses generated earnings to fund external acquisitions and capital growth, while Markel Ventures builds a broad portfolio of long-term holdings in various industries. What sets Markel apart is its deliberate diversification across three connected engines and a long-term, capital-accumulation approach known as the

Company Size

51-200

Company Stage

Post IPO Equity

Headquarters

Glen Allen, Virginia

Founded

1930

Simplify Jobs

Simplify's Take

What believers are saying

  • Rising equine insurance demand in Europe and Asia Pacific boosts Markel International premiums.
  • AMF Bakery Systems gains from industrial baking automation and sustainable equipment trends.
  • Jump AI partnership cuts underwriting costs, improving Q1 2026's 93% combined ratio.

What critics are saying

  • JANA Partners forces Markel Ventures divestiture within 3-6 months, dismantling three-engine model.
  • Chubb undercuts Markel Global Reinsurance premiums by 10-15% in 12-24 months.
  • 2026 US hurricanes spike Markel Specialty combined ratio above 100% in 6-12 months.

What makes Markel Group unique

  • Markel Group deploys three-engine model of specialty insurance, investments, and Markel Ventures since 2005.
  • Covers hard-to-place risks like equine, marine, and museums via Markel Specialty and International.
  • Emulates Berkshire Hathaway by permanently holding diverse Ventures businesses like AMF Bakery Systems.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

401(k) Company Match

Employee Stock Purchase Plan

Paid Vacation

Paid Holidays

Parental Leave

Flexible Work Hours

Remote Work Options

Hybrid Work Options

Company News

National Today
Apr 12th, 2026
Luma Capital Buys Stake in Markel Group - Richmond Today

Luma Capital S.A. SPF, an investment firm, purchased a new position in Markel Group Inc. (NYSE:MKL) during the fourth quarter, according to a recent SEC filing. Luma Capital bought 7,032 shares of the insurance provider's stock, valued at approximately $15.1 million, making it the third-largest position in Luma Capital's portfolio.

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