Senior Microsoft System Engineer
Objectway
Industry
Information Technology & Services
Location
Milan, Italy
Work mode
hybrid
Job type
Full-time
Annual salary
Not specified
Minimum experience
10+ years
Posted
20th October, 2026
Required skills
Asset ManagementFintechWindowsBusiness Continuity & Disaster RecoveryActive DirectorySharePointMicrosoft AzureVMwareMicrosoft SQL ServerSQLLinuxRed Hat Enterprise LinuxUbuntuApache TomcatJboss
About the role
Translated into English from Italian by Korum. The employer's original wording is on their site.
With over 30 years of experience in the sector, Objectway offers software solutions and services for Wealth, Banking and Asset Management, enabling clients to face future challenges while providing immediately high-performing solutions. The Group is a Technology Player with a consolidated track record in the Financial Services sector and over 100 million euro in consolidated revenues. Objectway is one of the top 100 Fintech Players worldwide (IDC ranking), with over 200 clients among the most important Wealth Managers, Banks, Asset Managers, Fund Managers, Custodian Banks, insurance companies and banking outsourcers in more than 15 countries. With over 800 professionals operating from Italy, the United Kingdom, Belgium, Germany, Switzerland and Ireland, the Group serves clients on 4 continents, supporting approximately 100,000 professionals in managing more than 1,000 billion euro of assets.
To support its growth plan, Objectway is recruiting for its Milan office in the Windows OS/ Security Team:
Senior Microsoft System Engineer.
The successful candidate will be involved in the design, implementation and management of mission-critical Microsoft infrastructures with high availability (High Availability) and business continuity (Disaster Recovery).
Main Responsibilities:
- Support in the design and implementation of high-availability Microsoft architectures (Windows Server Failover Clustering, Always On Availability Groups)
- Definition, implementation and testing of Disaster Recovery strategies with RPO and RTO objectives agreed for each client/service
- Management of Windows Server environments (2016/2019/2022/2025) in complex, multi-tenant enterprise scenarios
- Advanced administration of multi-forest/multi-domain Active Directory, Group Policy, DNS, DHCP, PKI/AD CS and Federation Services (AD FS)
- Support for the governance of Microsoft 365 (Exchange Online, SharePoint, Teams, OneDrive, Entra ID / Azure AD) with advanced security and compliance configurations
- Knowledge of VMware vSphere, Microsoft Hyper-V and Apache Cloud Stack virtualisation environments in high-availability contexts
- Advanced administration of Microsoft SQL Server: Always On AG configuration, mirroring, log shipping, performance optimisation and security management
- Support in managing enterprise backup solutions (Veeam, Commonvault) with definition of retention policies and periodic restore tests
- Planning and conducting periodic Business Continuity Tests and DR Drills with production of reporting for management and clients
- Proactive infrastructure monitoring using advanced tools (Checkmk, Qradar, Qualys) with definition of thresholds and alerting
- Preparation of detailed technical documentation: HLD/LLD, runbooks, operating procedures, DR plans and post-incident reports
- Second and third level support on critical incidents (Major Incident Management)
- Technical support to junior colleagues in the team.
Mandatory Technical Requirements:
- Established experience (10+ years) in the management and design of enterprise Microsoft infrastructures
- In-depth expertise in high-availability architectures: Windows Failover Clustering, SQL Always On AG
- Proven experience in defining and managing Disaster Recovery plans with RPO/RTO defined for multi-client scenarios
- Advanced knowledge of multi-forest/multi-domain Active Directory, GPO, DNS, DHCP, PKI and federation services
- In-depth experience with Microsoft Azure (IaaS, PaaS, Azure Site Recovery, networking and security)
- Experience managing Microsoft 365 in enterprise contexts with a focus on security, compliance and governance
- Knowledge of VMware vSphere (ESXi, vCenter, HA, DRS, vMotion) and Microsoft Hyper-V virtualisation systems in clusters (a specific certification is not required)
- Advanced knowledge of Microsoft SQL Server in high-availability configurations (Always On AG, mirroring, log shipping)
- Experience with enterprise backup solutions and tested and documented restore procedures
- Advanced PowerShell scripting skills for automation, monitoring and orchestration
- Knowledge of network protocols (TCP/IP, VLAN, VPN, load balancing, firewall) and advanced troubleshooting capability
- Knowledge of major Linux distributions (Red Hat Enterprise Linux, Ubuntu Server): installation, configuration, service management and basic troubleshooting (a specific certification is not required)
- Basic knowledge of application servers: Apache Tomcat, JBoss/WildFly and IBM WebSphere
- Strong skills in Vulnerability Assessment, Penetration Testing and definition of Remediation Plans: identification of infrastructure vulnerabilities, risk analysis, prioritisation of corrective actions and verification of the effectiveness of the remediations adopted
- Excellent command of the English language (level C1), written and spoken
- Willingness to travel within Italy and internationally
Preferred Requirements:
- Microsoft certifications: AZ-104 (Azure Administrator), AZ-305 (Azure Solutions Architect), AZ-800/801 (Windows Server Hybrid Administrator), AZ-700 (Azure Network Engineer)
- Experience with Business Continuity frameworks (ISO 22301) and Information Security (ISO 27001)
- Experience with Infrastructure as Code tools (Terraform, Ansible)
- Experience with Microsoft Intune / SCCM / Endpoint Manager for device management
- Previous experience in MSP/Managed Services environments with multi-client management
- Experience in conducting infrastructure assessments and producing technology roadmaps
- Strong analytical and problem-solving skills in high-pressure contexts with strict SLA constraints
- Aptitude for working in distributed and multicultural teams
- Ability to manage priorities and work on several projects/clients simultaneously.
Contract & Compensation:
- Contractual terms will be discussed by assessing actual experience and fit with the position;
- Ticket Restaurant;
- Health Insurance;
- Company Welfare;
- Performance Bonus;
- For the selection process, an indicative gross annual salary between €50,000 and €55,000. The actual contractual classification and the related remuneration package will be defined according to various factors, including professional qualifications, level of seniority, skills acquired and training path.
Equality Policy:
We are an organisation that promotes equal opportunities and welcomes applications from all suitably qualified or qualifying candidates, regardless of race, sex, disability, religion/beliefs, sexual orientation or age.
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