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IT Support Specialist (Boston HQ: On-Site)

WinnCompanies is looking for an on-site IT Support Specialist to join our Boston Corporate Office. You will play a crucial role in ensuring the smooth operation of IT systems and services.  Reporting directly to the Manager of IT Support Services, you will be responsible for on-going support of companywide networks, systems, and IT assets.


This role requires a solid understanding of Network/Systems administration, and the ability to troubleshoot and resolve technical issues. Additionally, this role requires experience supporting an end user community that is dependent on the computing/networking equipment provided to them. 


This opportunity offers a salary range of $77,221.65 - $86,874.36, depending on experience. This is an on-site position which work schedule consists of Monday through Friday.


Responsibilities
  • Diagnose, research, and resolve end-user issues in-person and remotely in a timely manner through established procedure and troubleshooting; escalate as necessary.
  • Communicate and translate technical information to non-technical end users; maintain communication and monitor incidents through resolution.
  • Act as an escalation point for requests not handled by first-level helpdesk support.
  • Provide guidance and explain policies and procedures to end-users.
  • Train end-users on new devices and technologies.
  • Evaluate and address reported phishing emails; provide end-user guidance as necessary.
  • Participate in the maintenance, implementation, and troubleshooting for software, hardware, and servers.
  • Provide network connectivity monitoring and performance troubleshooting assistance.
  • Assist in maintaining accurate hardware and software inventory.
  • Review, update, and maintain documentation to ensure internal processes and procedures, workflows, and training aids are current.
  • Assist with preventative maintenance within specified guidelines and procedures.
  • Participate in review and evaluation of new hardware and software products.
  • Support and administration of identity management services including Active Directory, Entra ID, Okta SSO, Okta MFA.
  • Provide audio/video support for Microsoft Teams Rooms technology.
  • Assist in department reporting, data maintenance, systems updates, and other tasks as required.
  • Collaborate with other IT team members and stakeholders to plan and execute IT projects and company business initiatives related to technology.


Requirements
  • Minimum 3-5 years’ experience in IT troubleshooting support role. 
  • Proficient experience troubleshooting hardware, software, and network issues in-person and remotely. 
  • Proficient with Windows 10/11 and the latest Microsoft Office Suite. 
  • Proficient in common administrative tasks in Active Directory. 
  • Experience with basic and advanced administrative tasks in Microsoft 365. 
  • Working technical knowledge of current Internet protocols, including DHCP, DNS, LAN/WAN, HTTPS, SFTP. 
  • Strong customer service orientation. 
  • Excellent verbal and written communication skills. 
  • Ability to communicate ideas in both technical and user-friendly language. 
  • Highly self-motivated and directed, with keen attention to detail. 
  • Able to prioritize and execute tasks effectively. 


Preferred Qualifications
  • Associates degree in related field or equivalent work experience.
  • Certifications such as CompTIA Network+, MCAAA, CompTIA Security+, Coding, Cisco CCNA, or Microsoft Certified: Azure Administrator Associate.
  • Experience with Programming and Development.


$77,221.65 - $86,874.36 a year

#LI-BB1

#IND3


Our Benefits:

Permanent full-time US employees are eligible to participate in the following benefits:

- Generous time off policies (including 11 paid holidays (12 for MA employees); Generous Accrued Time Off increasing with years of service; Generous paid sick time; Annual day of service; Floating Holiday)

- 401(k) plan options with a company match

- Various Comprehensive Medical, Dental, & Vision plan options

- Flexible Spending Account, Dependent Care Flexible Spending Account, Health Savings Account options with HSA annual employer contribution

- Long Term Disability and voluntary Short Term Disability; Basic Term Life Insurance and AD&D; optional supplemental life insurance

- Health Expense Reimbursement program (including gym memberships, equipment, and subscriptions)

- Tuition Reimbursement program and continuous training and development opportunities

- Wellbeing program (group challenges, seminars, opportunities to earn points to reduce medical premiums), Employee Assistance Program, & Commuter and Parking Reimbursement options

- Employee Corporate Discount Programs (Verizon Wireless, Home Depot Pro, Staples, and more!)

- Flexible and/or Hybrid schedules are available for certain roles

- Employee Relief Program supporting employees with unexpected hardships that place undue financial stress on them and their families

- To learn more, visit winnbenefits.com


Why WinnCompanies?

A job you can be proud of: WinnCompanies is a nationally recognized leader in apartment community management and development. Our team members are committed to helping people in the communities we serve and making a positive difference in their lives. 

A job that challenges you: Our employees are responsible for our growth and success, and we challenge our team members to always be their best in our fast-paced, dynamic and rewarding workplace. 

A job you can learn from: We offer multi-faceted leadership and learning opportunities to support our team members’ career growth and professional development.

A team that caresWe value teamwork, innovation, diversity and mutual respect. Through our recognition and rewards programs, we’re committed to celebrating and uplifting our team members.

 

About Us:

WinnCompanies is a mission-driven, national business focused on building and operating top quality affordable housing communities for individuals and families of all incomes, including members of the U.S. Armed Forces and their families. Our people are the source of our success – 4,400+ team members working together to create the best possible living communities in 24 states, Washington, D.C., and Puerto Rico.

 

Whether your skills are in operations, maintenance, leasing, compliance, marketing, IT, HR, accounting or finance, there’s a role for you at WinnCompanies. Your passion for excellence can help us make a positive impact in the lives of real people every day.


If you are a California Resident, please see our Notice of Collection here.

Current Winn employees should apply through this internal link.

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CEO of WinnCompanies
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Gilbert Winn
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Average salary estimate

$82047.5 / YEARLY (est.)
min
max
$77221K
$86874K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About IT Support Specialist (Boston HQ: On-Site), WinnCompanies

WinnCompanies is on the lookout for a dynamic IT Support Specialist to join our vibrant team at our Boston Corporate Office! If you're passionate about technology and thrive in a supportive environment, this is the perfect opportunity. In this role, you'll be the go-to expert for ensuring the seamless operation of our IT systems and services. You'll work closely with our Manager of IT Support Services to tackle any issues that arise, providing top-notch support for our company's network, systems, and technology. Your expertise will be key in diagnosing and resolving end-user problems, both in-person and remotely, as well as translating tech jargon into easy-to-understand language for our non-technical team members. You'll also be involved in exciting projects such as evaluating new hardware and software! With a competitive salary range between $77,221.65 and $86,874.36, this full-time position, with a Monday to Friday schedule, offers not just a job, but a chance to be part of a mission-driven team that transforms communities. Come share your skills and grow with us at WinnCompanies, where your passion can truly make a difference.

Frequently Asked Questions (FAQs) for IT Support Specialist (Boston HQ: On-Site) Role at WinnCompanies
What are the main responsibilities of an IT Support Specialist at WinnCompanies?

As an IT Support Specialist at WinnCompanies, your main responsibilities include diagnosing and resolving end-user issues, providing technical support both in-person and remotely, and educating team members on new devices and technologies. You’ll also be the escalation point for more complex requests, assist with network performance troubleshooting, and maintain documentation for internal processes.

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What qualifications do I need to apply for the IT Support Specialist position at WinnCompanies?

To qualify for the IT Support Specialist role at WinnCompanies, candidates should have a minimum of 3-5 years of experience in an IT troubleshooting support role. Proficiency in troubleshooting hardware, software, and network issues, along with knowledge in Windows 10/11 and Microsoft Office Suite, is essential. Experience with Active Directory and Microsoft 365 is also necessary.

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What type of training will I receive as an IT Support Specialist at WinnCompanies?

At WinnCompanies, new IT Support Specialists receive comprehensive training to help you get acquainted with our systems and protocols. You will not only learn about the technical aspects of the job but also how to communicate effectively with team members. Continuous development opportunities are also available, ensuring you stay up-to-date with the latest industry skills.

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Is the IT Support Specialist position at WinnCompanies remote or on-site?

The IT Support Specialist position at WinnCompanies is an on-site role based in our Boston Corporate Office. This allows for hands-on interaction with our team and ensures immediate support for any IT-related issues that may arise.

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What benefits does WinnCompanies offer to its IT Support Specialists?

WinnCompanies offers a comprehensive benefits package for its IT Support Specialists, including generous time off policies, 401(k) options with company match, medical, dental, and vision plans, tuition reimbursement, and employee assistance programs. You will also have access to various corporate discounts and continuous training opportunities.

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Common Interview Questions for IT Support Specialist (Boston HQ: On-Site)
Can you describe your experience with troubleshooting hardware and software issues as an IT Support Specialist?

In responding to this question, emphasize specific examples where you resolved hardware or software issues. Discuss the tools and methods you used to diagnose problems, and highlight your ability to communicate effectively with end-users to understand their concerns.

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How do you prioritize tasks when dealing with multiple IT issues at once?

Explain your approach to task prioritization, focusing on assessing the urgency and impact of issues. Share an example of a time you efficiently managed multiple requests while ensuring that critical problems were addressed promptly.

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What is your experience with Active Directory and Microsoft 365?

Describe your familiarity with Active Directory and how you've performed administrative tasks. Provide details about your experience with Microsoft 365, including any specific functionalities you've utilized, like user management and software deployment.

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Can you provide an example of a complex issue you resolved for an end-user?

Share a detailed story of a challenging IT problem, explaining the steps you took to identify and fix the issue. Highlight your troubleshooting strategy and the communication skills you employed to keep the user informed.

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How do you stay current with technology trends and advancements?

Discuss methods you utilize to keep your skills updated, such as following tech blogs, participating in online courses or forums, and attending industry conferences, showing your commitment to continuous learning.

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What has been your approach to training end-users on new systems or devices?

Focus on your communication skills and how you structure training sessions. Mention any tools or resources you prefer, emphasizing the importance of tailoring your training to meet the unique needs of different users.

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Describe a time when you had to translate technical information for a non-technical audience.

Provide a specific instance detailing how you successfully communicated complex technical concepts in simple terms. Highlight your ability to gauge the audience's understanding and adapt your explanations accordingly.

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What strategies do you use to manage user expectations while troubleshooting?

Discuss your communication tactics when managing user expectations, such as setting clear timeframes for resolutions and being transparent about the troubleshooting process. Illustrate your approach with an example.

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How do you handle frustrating or challenging users?

Explain how you remain calm and professional in challenging situations. Discuss techniques for de-escalating tension and ensuring user satisfaction, focusing on your dedication to providing excellent customer service.

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What tools do you commonly use for network connectivity monitoring?

Share specific tools you are familiar with for monitoring network connectivity. Discuss how you've used these tools in your previous roles to enhance network performance and troubleshoot connectivity issues effectively.

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Through the efforts of our outstanding team members, WinnCompanies is the creator and champion of the best possible living communities for our residents and clients, achieved through strong partnerships, a passion for excellence and a commitment t...

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January 15, 2025

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