Five Star Bank

Senior Systems Administrator

Five Star Bank$115K — $125K *
Information Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree in computer science, information technology, or a related field, or equivalent professional experience.
  • 5+ years of progressive information technology experience with a focus on enterprise systems administration.
  • Demonstrated hands-on experience with Microsoft 365, Microsoft Entra ID, Active Directory, and Windows Server administration.
  • Experience in a banking or regulated industry environment is preferred.
  • Strong analytical and problem-solving skills with the ability to communicate effectively across diverse audiences.

Responsibilities

  • Administer and secure Microsoft 365, Entra ID, and related systems.
  • Investigate and resolve complex technical issues as a Level 3 escalation resource.
  • Monitor systems and analyze logs to identify operational risks and improvement opportunities.
  • Lead technology projects from planning through implementation.
  • Mentor support staff and promote knowledge sharing within the team.
  • Develop and maintain comprehensive technical documentation and resources.
  • Support disaster recovery and compliance activities across the organization.

Benefits

  • Comprehensive health and wellness benefits package.
  • Opportunities for professional development and training.
  • Supportive work environment focused on collaboration and mentorship.
  • Flexible work hours with occasional remote work options.
  • Engagement in projects that foster innovation and operational improvements.
Full Job Description
Position Overview

The Senior Systems Administrator serves as the Bank's primary Level 3 technical resource by being responsible for enterprise systems administration, advanced troubleshooting, project implementation, vendor coordination, and technical mentorship across Microsoft 365, identity, server, and related technologies, while maintaining strong documentation, change management, security, and service quality standards.

Essential Job Functions
  • Administer, configure, maintain, secure, and troubleshoot Microsoft 365, Microsoft Entra ID, Active Directory, Windows Server, system software, security configurations, user access, and other related technologies and systems.
  • Serve as the primary Level 3 escalation resource by investigating, troubleshooting, and resolving issues across identity, endpoints, applications, servers, cloud services, and security controls, including root-cause analysis and corrective action recommendations.
  • Monitor and analyze systems, logs, alerts, events, and technical trends to identify service-impacting conditions, recurring issues, operational risks, and opportunities for improvement.
  • Provide advanced support and administration for hosted and server-based applications, secure file transfer solutions, endpoint technologies, branch systems, connectivity services, authentication platforms, and technology deployments.
  • Lead and support technology projects, including planning, integration, testing, and implementation.
  • Develop and maintain technical documentation, procedures, configuration records, troubleshooting resources, and knowledge-transfer materials.
  • Support disaster recovery, business continuity, information security, audit, risk management, change management, regulatory compliance, and operational resilience activities.
  • Identify and Implement improvements to technical processes, automation, system reliability, operational efficiency, and end-user adoption of enterprise technologies.
  • Mentor support staff while promoting cross-training across the team.
  • Serve as the primary liaison with managed service providers and technology vendors.
  • Assist individuals to get maximum usefulness from enterprise technologies.
  • Other duties as assigned.
  • Comply with all Anti-Money Laundering Laws and Regulations.


Preferred Background
  • Strong experience administering and troubleshooting Microsoft 365, Microsoft Entra ID, Active Directory, Windows Server, and other related technologies in an enterprise environment.
  • Ability to independently troubleshoot complex technical issues and perform root-cause analysis.
  • Strong experience analyzing Windows, Microsoft 365, identity, applications, servers, networking, cloud services, and security controls.
  • Working knowledge of DNS, DHCP, TCP/IP, routing, switching, firewalls, VPNs, and enterprise connectivity troubleshooting.
  • Experience with PowerShell or other scripting and automation tools for administration, diagnostics, and process improvement.
  • Experience with Microsoft Intune and endpoint administration.
  • Experience working with managed service providers and technology vendors.
  • Strong critical thinking, analytical, problem-solving, organizational, communication, and time-management skills.
  • Ability to mentor technical staff and communicate technical concepts clearly to both technical and non-technical audiences.
  • Experience with secure file transfer technologies, enterprise application integrations, and financial services or other regulated environments preferred.


Requirements

  • Bachelor's degree in computer science, information technology, or closely related field and/or equivalent professional experience.
  • 5+ years of progressive professional information technology experience, including enterprise systems administration and advanced technical troubleshooting.
  • Demonstrated hands-on experience with Microsoft 365, Microsoft Entra ID, Active Directory, and Windows Server administration.
  • Experience working in a Bank environment or other regulated industry preferred.
  • Ability to communicate with a diverse realm of customers, employees, vendors, and management effectively and efficiently.
  • Ability to independently analyze unfamiliar technical issues, exercise sound judgment, and determine appropriate resolution or escalation.


Work Environment

This job operates in a professional office environment. This role routinely uses standard office equipment such as computers, phones, photocopiers, filing cabinets, and fax machines.

Physical Demands

While performing the duties of this position, the employee is in regular communication, is required to use various tools or objects, and have the mobility to move about the office. The employee occasionally lifts and/or moves objects up to 25 pounds. Specific vision abilities required by this position include close vision, distance vision, and the ability to adjust focus.

Position Type/Expected Hours of Work

This is a full-time position that may require long hours or occasional weekend work.

Travel

Travel is primarily local during the business day, although occasional out-of-the-area and overnight travel may be expected. Employee must possess a valid driver's license and transportation to visit client sites and other branches.

Other Duties

The purpose of the job description is to outline the duties and responsibilities for which the position is held accountable. The job description does not restrict the right of management to change, alter, or reassign duties at any time with or without notice.

Salary Description

$115,000-$125,000/annually

About Five Star Bank

Five Star Bank is a community bank that provides personal and business banking services. The bank was founded in 1850 and is headquartered in Warsaw, New York. Five Star Bank offers a range of financial products and services, including checking and savings accounts, loans, mortgages, credit cards, and more. The bank has over 50 branches in New York and Pennsylvania. Five Star Bank is a subsidiary of Financial Institutions, Inc., a financial holding company that provides banking and financial services.
Learn more about Five Star Bank
Size
600 employees
Industry
Founded
1881

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