Executive IT Support Analyst

Rockland Trust; Plymouth (MA); On-site; USD 110,000 - 140,000; Full time

Job summary

Rockland Trust in Massachusetts is seeking an Executive IT Support Analyst to deliver premium, white-glove technology support to senior executives and Board members. This high-visibility role requires professionalism, discretion, and a proactive approach to ensuring a seamless technology experience for executive leadership.

You will manage executive AV setups, support video conferencing (Teams/Zoom), and collaborate with IT teams to anticipate needs.

Qualifications

• 5+ years IT support experience serving senior leadership or VIP users.
• Strong knowledge of Windows 11 and Dell computers; mobile device management (iOS/Android); Microsoft 365.
• Hands-on experience supporting integrated AV systems and conferencing technologies.
• Excellent interpersonal, customer service, and communication skills; highly organized and able to travel up to 10% within Eastern Massachusetts.

Responsibilities

• Provide dedicated, high-touch IT support for executives and Executive Assistants.
• Deliver prompt, discreet, professional technical assistance on-site and remotely.
• Anticipate executive technology needs and proactively prevent issues.
• Support endpoints including laptops, mobile devices, and collaboration tools.
• Manage executive conference rooms and AV environments.

Skills

VIP IT support

Windows 11

Mobile device management

Microsoft 365 (Teams, Outlook)

Tools

Microsoft Teams

Zoom

AV systems

Job description

Rockland Trust is a full-service commercial bank and financial services company committed to helping our neighbors reach their financial goals. Founded in 1907 and headquartered in Massachusetts, we proudly serve individuals, families, and businesses throughout New England with a strong emphasis on personal relationships, local decision making, and community impact.

With a broad range of banking, wealth management, and investment solutions, Rockland Trust combines the resources of a growing financial institution with the personalized service of a community bank. Our long-standing philosophy-Where Each Relationship Matters-guides how we work with our customers, colleagues, and communities every day.

At Rockland Trust, our employees are at the heart of our success. We foster a collaborative, inclusive, and values driven culture that encourages professional growth, innovation, and work life balance. We are deeply committed to community involvement, financial education, and creating a workplace where individuals can build meaningful, long-term careers.

We are seeking an experienced Executive IT Support Analyst to provide premium, white-glove technical support to senior executives, Board of Directors members, and Executive Assistants. This highly visible role requires a polished professional who delivers exceptional, personalized IT service while building trusted relationships with key stakeholders. The ideal candidate is proactive, highly organized, and committed to ensuring a seamless technology experience for executive leadership.

Key Responsibilities

Executive Support

• Provide dedicated, high-touch IT support for executives and Executive Assistants.
• Deliver prompt, discreet, and professional technical assistance both onsite and remotely.
• Anticipate executive technology needs and proactively prevent issues before they arise.
• Support a wide range of endpoints, including laptops, mobile devices, and collaboration tools.

AV & Meeting Room Support

• Manage and support executive conference rooms and audiovisual (AV) environments.
• Ensure meeting spaces are fully operational, including video conferencing platforms such as Microsoft Teams and Zoom.
• Provide real-time support for high-profile meetings, leadership events, and Board sessions.
• Coordinate and execute AV setup for executive presentations and events.

Relationship Management & Communication

• Build strong, trusted relationships with executive stakeholders.
• Communicate with professionalism, confidence, and clarity across all levels of the organization.
• Serve as a liaison between executives and broader IT teams to ensure seamless service delivery.
• Maintain the highest level of confidentiality and professionalism at all times.

Required Qualifications

• 5+ years of IT support experience, including direct support for senior leadership, executives, or VIP users.
• Strong technical knowledge of:
  • Windows 11 and Dell computers
  • Mobile device management (iOS and Android)
  • Microsoft 365, including Teams, Outlook, and collaboration tools
• Hands-on experience supporting integrated AV systems and conferencing technologies.
• Exceptional interpersonal, customer service, and communication skills.
• Strong organizational skills with attention to detail and follow-through.
• Ability to provide off-hours support, including evenings and weekends, as needed.Ability to travel up to 10% of the time, primarily within Eastern Massachusetts.

Preferred Qualifications

• Experience working in high-pressure, fast-paced environments.
• Experience delivering executive-level or VIP support.
• Relevant IT certifications such as CompTIA A+, Network+, Microsoft certifications, or equivalent.

Benefits & Culture

Our goal is to offer our colleagues the most generous benefits package possible. We provide a comprehensive suite of benefits designed to support your health, financial security, and overall, well being. Benefits include: competitive compensation with performance based incentive awards, health and dental insurance, a 401(k) and DC retirement plan, LTD and life insurance, paid vacation, day care reimbursement, tuition assistance for undergraduate and graduate programs, an award winning wellness program, and much more!

At Rockland Trust, you'll find a respectful and inclusive environment where everyone has the opportunity to succeed. We are an equal opportunity employer, and all qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability status, protected veteran status, or any other characteristic protected by law.

Pay Transparency

Compensation for this role will be based on a variety of factors, including skills, experience, education, and internal equity. The salary range posted reflects the company's good faith estimate of the range for this position at the time of posting. Actual compensation may vary. In addition to base salary, certain positions may be eligible for additional compensation, including commissions, incentive awards or stipends.

Accessibility & Accommodations

We are committed to providing reasonable accommodations to enable individuals with disabilities to perform the essential functions of their roles.