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Senior Systems Engineer

WhiteCap Search
Hartford, CT Full Time
POSTED ON 5/28/2026
AVAILABLE BEFORE 6/26/2026
At Conning, a Senior Systems Engineer is essentially a senior-level IT infrastructure and cloud engineering specialist. The role focuses heavily on Microsoft enterprise technologies, automation, hybrid cloud infrastructure, reliability, and security. Based on recent job postings, the position is centered around designing and operating large-scale Microsoft environments for a financial services company.

Job Function

  • Schedule: 9am - 5pm | on-call during some weekends
  • Designing and managing hybrid infrastructure across on-prem systems and Microsoft Azure
  • Running Microsoft 365 services like Exchange Online, Teams, SharePoint, and OneDrive
  • Managing identity and access systems using Azure Active Directory (Entra ID)
  • Automating infrastructure and operational tasks using PowerShell, ARM, and Bicep templates
  • Implementing Infrastructure-as-Code (IaC) practices for VMware and Hyper-V environments
  • Building disaster recovery and business continuity systems using Azure Site Recovery
  • Monitoring system health, performance, security, and compliance
  • Troubleshooting complex outages and acting as the highest escalation point for infrastructure issues
  • Supporting endpoint/device management with Intune and Autopilot
  • Collaborating with security, architecture, and DevOps teams on modernization initiatives
  • Mentoring junior engineers and serving as a Microsoft subject matter expert


The Technology Stack Is Very Microsoft-centric, Including

  • Azure
  • Microsoft 365
  • Intune
  • PowerShell
  • VMware / Hyper-V
  • Azure Automation
  • Azure Arc
  • Microsoft Defender / Sentinel / Purview


Because Conning is an investment management firm serving the insurance industry, the role also likely involves:

  • High availability requirements
  • Regulatory/compliance considerations
  • Security and governance controls
  • Stable enterprise infrastructure for financial systems


In practice, the day-to-day work is probably a mix of:

  • Cloud engineering
  • Systems administration
  • Infrastructure automation
  • Incident response
  • Architecture/project work
  • Technical leadership


It’s more strategic and architecture-oriented than a traditional sysadmin role. Senior engineers are generally expected to own systems end-to-end, lead projects independently, and improve reliability and automation across the environment.

Job Requirements

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  • Strong focus on enterprise server/infrastructure engineering within Microsoft environments.
  • Solid expertise with enterprise hypervisors, with a strong preference for VMware.
  • PowerShell scripting/automation
  • Partner closely with the security team to support vulnerability remediation, infrastructure hardening, and security engineering initiatives.
  • Demonstrated ability to lead infrastructure modernization projects end-to-end.
  • Strong Windows Server hybrid cloud engineering experience with Azure exposure (Azure Arc/Automation/Monitor nice to have).
  • Experience in insurance/financial services/regulated environments (prefered)
  • Team fit extremely important:
    • Collaborative
    • Strong communication
    • Able to multitask/context switch
    • Self-sufficient/no micromanagement
    • Not siloed
  • Very minimal end-user support exposure — mostly L3 infrastructure/project work

Disclosure: The hourly rates and/or salaries listed may or may not reflect total compensation packages including bonus and fringe benefits, etc., nor are the advertisement(s) posted a guarantee of a certain compensation package for a position or bona fide offer of employment. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, or protected veteran status and will not be discriminated against on the basis of disability.

45333

Salary : $45 - $50

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