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IT Project Specialist (Boston Headquarters)

WinnCompanies
WinnCompanies Salary
Boston, MA Full Time
POSTED ON 11/26/2025
AVAILABLE BEFORE 12/25/2025
WinnCompanies is looking for an IT Project Specialist to join our corporate IT team at our headquarters in Boston, MA.

In this role, you will be responsible for overseeing the implementation and transfer of property technology infrastructure during the onboarding and offboarding of communities within the organization’s portfolio. The ideal candidate will also lead the planning and execution of technology integration efforts, ensuring internal systems are accurately aligned with organizational goals and stakeholder expectations.

Please note that the pay range for this position is $70,000 to $85,000 annually. Salary will vary based on job responsibilities and scope, geographic location, candidate’s relevant experience, and other factors.

Responsibilities

  • Own IT project execution for onboarding and offboarding residential communities.
  • Coordinate cross-functional transition efforts across IT, HR, Finance and Operations.
  • Develop and maintain standard operating procedures for transition activities.
  • Communicate regularly with leadership to align budgets, planning and procurement.
  • Support change management efforts through training, documentation and communication.
  • Manage the secure and accurate migration of property data into internal systems.
  • Optimize transition workflows with playbooks, checklists and continuous improvements.
  • Deliver cross-departmental solutions that enhance efficiency and meet business goals.
  • Ensure compliance and data integrity throughout transition processes.
  • Contribute to BS&T departmental initiatives as needed.

Requirements

  • Bachelor's degree preferred.
  • 2 years of relevant work experience.
  • Advanced skillset with computer systems and other web-based applications such as Microsoft Office Suite.
  • Ability to produce complex documents, perform analysis and maintain databases.
  • Ability to manage collaborative teams for larger projects or both internal / external groups to the organization across functional areas.
  • Ability to provide a high level of customer service exceeding standards and expectations for the organization.
  • Strong project management experience.
  • Outstanding verbal and written communication skills.
  • Strong leadership qualities and ability to show initiative.

Preferred Qualifications

  • Prior experience leading technology implementations.

Our Benefits

Regular 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 cares: We 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 – 4,300 team members working together to create the best possible living communities in 27 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.

Salary will vary based on job responsibilities and scope, geographic location, candidate’s relevant experience, and other factors.

Current Winn employees should apply through this internal link.

Salary : $70,000 - $85,000

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