Job Description

What You'll Be Doing

• Support and administer over 20 AWS tenant environments hosting Siepe SaaS platforms and client infrastructure.
• Manage approximately 400 EC2 instances and supporting AWS infrastructure, primarily Windows-based systems.
• Perform all infrastructure adds, moves, changes, upgrades, and decommissioning activities across client and internal environments.
• Deploy new client environments as new customers are onboarded.
• Ensure systems are properly monitored, patched, backed up, secured, and maintained to meet operational and compliance requirements.
• Run weekly infrastructure health checks and proactively identify operational risks or performance concerns.
• Identify opportunities to reduce cloud operating costs by removing unused resources, rightsizing systems, and improving resource utilization
• Manage Microsoft Active Directory environments across multiple AWS tenants and trusted domains.
• Maintain Group Policy Objects (GPOs), DNS, DHCP, DFS/DFSR, domain trusts, and role-based access controls.
• Manage all user access, permissions, authentication, and security policies.
• Work with clients to configure secure external access solutions using SAML2, Single Sign-On (SSO), Identity Providers (IdP), VPNs, and related authentication technologies.
• Ensure vulnerabilities are identified, tracked, remediated, and documented in a timely manner
• Maintain security best practices across Windows servers, networking, and cloud infrastructure.
• Assist with annual SOC 2 Type II audits, evidence collection, remediation tracking, and operational compliance initiatives.
• Escalate systemic risks, recurring issues, or infrastructure improvement opportunities to the Infrastructure leadership team.
• Provide advanced infrastructure support to developers, DBAs, QA teams, and technical leads.
• Troubleshoot complex application, networking, authentication, and infrastructure-related issues.
• Collaborate directly with clients to support connectivity, integrations, onboarding, and environment troubleshooting.
• Support hybrid networking and connectivity between AWS environments and Siepe corporate infrastructure using Meraki SD-WAN.
• Utilize scripting and Infrastructure as Code (IaC) tools such as PowerShell and Terraform to automate operational tasks and environment deployments.
• Leverage AI tools and automation technologies to improve operational efficiency, accelerate issue resolution, and streamline infrastructure management.
• Maintain and continuously update system documentation and operational knowledge bases to ensure accuracy and operational readiness.
• Track all work activities, project updates, service requests, and time entries within ConnectWise PSA.
• Provide weekly status reports to technical leads and management teams outlining progress, operational issues, risks, and remediation activities.  

What You'll Bring

• Extensive experience supporting enterprise Windows infrastructure environments hosted in AWS.
• Experience administering large-scale EC2-based environments and multi-tenant cloud infrastructures.
• Advanced knowledge of Microsoft Active Directory, including domain trusts, GPOs, DNS, DHCP, DFS/DFSR, and identity management.
• Networking expertise including Layer 3 routing, firewall administration, VPN technologies, and SD-WAN connectivity.
• Experience supporting Microsoft SQL Server, Windows application servers, and web server environments.
• Strong understanding of vulnerability management, patching, backup systems, monitoring platforms, and operational security best practices.
• Experience with SAML2, Single Sign-On (SSO), Identity Providers (IdP), and secure remote access solutions.
• Experience with automation and scripting tools including PowerShell and Terraform.
• Excellent troubleshooting, communication, organizational, and documentation skills.
• Ability to manage multiple environments and competing priorities in a fast-paced operational environment.
• Experience working within Managed Service Provider (MSP) environments.
• Experience supporting alternative investment management or financial services organizations.
• Familiarity with Meraki networking technologies and SD-WAN deployments.
• Experience with AWS cost optimization and cloud governance initiatives.
• Familiarity with SOC 2 Type II operational and security controls.
• Experience with monitoring platforms, endpoint management tools, and operational automation.
• Exposure to DevOps methodologies and CI/CD environments.
• Some after-hours or weekend maintenance work may be required
• Candidates must be highly organized, detail-oriented, and capable of independently managing operational responsibilities.
• This is a hands-on engineering role requiring both technical depth and strong customer-facing communication skills.
• The successful candidate will play a key role in maintaining the stability, scalability, security, and operational efficiency of Siepe’s cloud infrastructure environments.