Senior Cloud Engineer

Odyssey Reinsurance Company (OdysseyRe) is the global reinsurance arm of Odyssey Group, one of the world’s leading providers of reinsurance and specialty insurance. OdysseyRe offers a broad range of property, casualty, and specialty reinsurance products, providing capital and risk management solutions for clients to efficiently manage economic risk through a network of branch and representative offices across North America, Latin America, EMEA (Europe, Middle East & Africa), AsiaPacific and London.

OdysseyRe is an equal opportunity employer with excellent benefits and a strong commitment to providing training and opportunities for our staff. We provide employees an innovative, enriching environment and take great pride in their career growth.

OdysseyRe is rated A+ (Superior) by AM Best and A+ (Strong) by Standard and Poor’s. Odyssey Group is a subsidiary of Fairfax Financial Holdings Limited, which is traded on the Toronto Stock Exchange under the symbol FFH.

Senior Cloud Engineer

Position Summary

We are looking for a talented Cloud Engineer who has the experience and knowledge necessary to help build out and improve our existing cloud and on premise infrastructure and troubleshoot problems as they arise.  This is a mid-level position within the Cloud Engineering team. The position is responsible for building, maintaining and monitoring core systems and applications, managing instances, contributing to the design and maintenance of cloud and on-premise resources. Responsibilities include automating server and service deployments and upgrades, scripting, performance monitoring and tuning, process automation and capacity planning.

The position will involve mentoring and collaborating with other senior engineering staff. 

This position requires after hours support, occasional weekend work and a flexible work schedule.  General supervision will be provided for this position.  The position requires understanding the overall business process and structure, enforcing Sarbanes-Oxley and other corporate and department rules and procedures.

Essential Duties

• Public (Azure) and Private (VMWare) Cloud infrastructure design, build, configuration and capacity planning
• IaaC development utilizing standard industry tooling such as Ansible Tower, Azure DevOps, PowerShell, Bicep, Terraform, others.
• Solid understanding of Azure service offerings and ability to design secure hybrid solutions
• Windows and Linux server installation, configuration, tuning, monitoring and break-fix support
• Application functional and performance monitoring, root cause analysis and resolution
• Creation, deployment and management of Cloud based resources in a global, complex environment;  Azure experience is required
• Establish and maintain environment configuration specifications, manage upgrade and deployment IaaC processes through all stages of the SDLC and deployment history
• Proficient knowledge of scripting with 1 or more technologies:  Terraform, Bicep, Azure CLI, PowerShell, Batch, Shell, Python, Azure ARM, etc.
• Contribute on System Design activities for new requirements.  Develop solutions in alignment with industry best practices and corporate security standards. 
• Performs some maintenance tasks, system and application log reviews, break-fix support
• Works with Project Teams to determine and advise on technical scope for new projects
• Produce and maintain high quality technical documentation for systems, applications, scripts, automation and processes
• Routine systems and application patches and upgrades
• Mentoring/collaborating with other engineers on cloud technologies and modern IaaC techniques
• Member of L3 on-call support rotation. 

Skills, Knowledge and Abilities

• Extensive server, OS, Cloud Service, application and network troubleshooting experience
• Solid experience in overseeing the design and implementation of systems, applications and related processes both on premise and in the cloud
• Strong written, oral, and inter-personal communication skills
• Ability to solve complex problems quickly and completely
• Good project management skills
• Must be highly self-motivated and directed, an independent thinker, organized and detail-oriented
• Ability to work independently with little guidance and in a collaborative team environment
• Adherence to established processes and procedures
• Strong understanding of computer technologies and the direction of new technologies
• Competence with documenting, flowcharting and project management tools and procedures
• Ability to plan and organize effectively
• Knowledge of applicable IT security, confidentiality and data privacy practices - maintains confidentiality of company-sensitive data
• Keeping direct supervisors informed of activities and situations which will impact the achievement of corporate and department goals and objectives
• Performing other related duties, as required, to achieve the goals and objectives of the company and department
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Technical Requirements

• Windows Server (2012 thru 2022)
• Linux – Redhat Enterprise, Rocky Linux, and Ubuntu Distro experience a plus
• Azure general administration and solution design experience
• Azure DevOps experience a plus
• Kubernetes experience a plus
• Application Performance Monitoring / App Insights
• Server clustering and H/A concepts
• Enterprise job scheduling and automation
• General web development architecture knowledge and advanced IIS configuration and troubleshooting
• Windows \ PowerShell \ Python \ Shell scripting
• Basic AD and Azure AD management experience
• Experience with Microsoft Office tools
• The following hands-on and/or product knowledge of modern infrastructure is important:

Vendors: Microsoft, Citrix, VMWare, Palo Alto, Netscaler, Cisco, etc.

Technologies:  Cloud (Azure), networking, storage, switching, automation, firewalls, monitoring, backup and recovery, disaster recovery. 

Solutions or Products:  Bicep, PowerShell, Terraform, Jira, ServiceNow, Jenkins, Ansible, GIT, Microsoft Desktop and Server Technologies, DNS, DHCP.

Experience & Education Requirements

• Bachelor’s degree in Computer Science, a related field, or equivalent technical education in a directly related area
• 5 to 7 years hands-on experience directly related to the duties and responsibilities specified
• Knowledge of Insurance and Reinsurance a plus

We are an E-Verify employer - all hired positions require successfully passing an E-Verify Check.  

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