Senior Technology Operations Specialist

Travelers • Hartford, CT

4d • $77,600 - $128,000

About The Position

Travelers is hiring a Sr. Technology Operations Specialist to support infrastructure stability, availability, and performance. The role centers on day-to-day operational health: monitoring systems, executing maintenance, managing service requests, and keeping documentation current. An AI-driven candidate would position themselves as someone who goes beyond reactive maintenance — leveraging AI/ML tools for predictive monitoring, anomaly detection, and automating routine procedures to reduce toil and improve reliability at scale. Applicants must be authorized to work for ANY employer in the US. The company does not sponsor/support H-1B petitions, TN, or Forms I-983/STEM OPT, this this role.

Requirements

• High school diploma or equivalent.
• Able to work independently.
• Two (2) years of experience in a technology operations or related role.

Nice To Haves

• Three (3) years of technology operations/system administration experience preferred
• Technical Skills: Distributed Systems – An AI-driven candidate would cite experience using AI-powered observability platforms (e.g., Dynatrace, Datadog with ML insights) to manage cloud workloads intelligently across nodes.
• Windows Server – They'd highlight using AI-assisted configuration management to predict cycles and performance degradation patterns. Leveraging chronic cycles to reduce/minimize alerts.
• Linux Proficiency – Shell scripting experience would extend to building automation pipelines that feed operational data into AI dashboards or self-healing scripts.
• Operational Awareness – This is where an AI-driven candidate shines most — using AI-assisted incident triage, pattern recognition, and decision-support tools to stay ahead of issues rather than just responding to them.

Responsibilities

• Lead monitoring and maintenance of critical technology services and infrastructure platforms, ensuring high availability, stability, and performance while proactively identifying optimization opportunities.
• Execute advanced operational procedures, complex maintenance activities, and system upgrades following established protocols while contributing to process improvements and automation initiatives.
• Manage escalated service requests, incidents, and operational issues through ticketing systems, providing expert-level troubleshooting and resolution while maintaining clear communication with stakeholders.
• Develop, maintain, and enhance operational documentation, runbooks, and standard operating procedures to ensure comprehensive and up-to-date service delivery processes.
• Perform advanced monitoring, analysis, and reporting using enterprise monitoring tools to identify trends, predict potential issues, and recommend proactive measures for operational excellence.
• Conduct complex troubleshooting, root cause analysis, and problem resolution for infrastructure platforms and technology services, implementing sustainable solutions and preventive measures.
• Collaborate with cross-functional teams, vendors, and business stakeholders to drive service improvements, ensure adherence to service level agreements, and support strategic operational initiatives.

Benefits

• Health Insurance: Employees and their eligible family members – including spouses, domestic partners, and children – are eligible for coverage from the first day of employment.
• Retirement: Travelers matches your 401(k) contributions dollar-for-dollar up to your first 5% of eligible pay, subject to an annual maximum. If you have student loan debt, you can enroll in the Paying it Forward Savings Program. When you make a payment toward your student loan, Travelers will make an annual contribution into your 401(k) account. You are also eligible for a Pension Plan that is 100% funded by Travelers.
• Paid Time Off: Start your career at Travelers with a minimum of 20 days Paid Time Off annually, plus nine paid company Holidays.
• Wellness Program: The Travelers wellness program is comprised of tools, discounts and resources that empower you to achieve your wellness goals and caregiving needs. In addition, our mental health program provides access to free professional counseling services, health coaching and other resources to support your daily life needs.
• Volunteer Encouragement: We have a deep commitment to the communities we serve and encourage our employees to get involved. Travelers has a Matching Gift and Volunteer Rewards program that enables you to give back to the charity of your choice.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: High school or GED