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Fairstead

Portfolio Support Specialist

Posted Yesterday
Be an Early Applicant
In-Office
Chicago, IL, USA
75K-90K Annually
Junior
In-Office
Chicago, IL, USA
75K-90K Annually
Junior
Provide administrative, operational, and analytical support to Senior Regional Managers and regional teams across a multi-state affordable housing portfolio. Manage travel, expense reports, reporting, budget tracking, financial coordination, compliance and audit support, market research, and project documentation to improve operational efficiency and support portfolio initiatives.
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Fairstead is a purpose-driven real estate firm dedicated to building affordable communities across the country. Headquartered in New York, with offices in Colorado, Florida, and Washington DC, Fairstead owns and manages a portfolio of more than 30,000 apartments, including pipeline, across 28 states. As an integrated owner, operator, and innovator, Fairstead brings development, construction, and property management under one unified platform to deliver high-quality affordable housing that serves our residents at scale.

At Fairstead, we believe affordable housing should be thoughtfully designed, professionally managed, and responsibly operated. We seek to create and preserve housing that serves residents while delivering long-term value to communities, partners, and stakeholders.

Fairstead challenges industry norms through our tech-forward, entrepreneurial approach to affordable housing. In addition to core real estate capabilities, we operate innovative service lines designed to improve resident outcomes, strengthen communities, and drive operational efficiency. We embrace digital transformation, data-driven decision-making, and emerging technologies, including AI, to build scalable systems that support sustainable growth, grounded in a culture of entrepreneurship, innovation, partnership, dedication, and integrity.


 

The Portfolio Support Specialist provides high-level administrative, operational, and analytical support to Senior Regional Managers and their team of Regional Managers within a multi-state affordable housing portfolio. This role is designed to reduce administrative burden, enhance operational efficiency, and support critical initiatives across the portfolio.

This role reports directly to the Senior Director of Strategic Innovation and offers a unique opportunity to join our leadership team with room for professional development and growth within the affordable housing industry. The ideal candidate brings 1 to 3 years of experience in affordable housing, strong organizational and analytical skills, and a working knowledge of compliance, financial reporting, and property operations within affordable housing.

RESPONSIBILITIES:

  • Provide ongoing administrative support to assigned Senior Regional Managers and regional teams.
  • Coordinate and manage travel arrangements, including flights, hotels, and transportation.
  • Prepare, submit, expense reports accurately and timely.
  • Prepare presentations, reports, and other materials as needed.
  • Maintain organized records and documentation for the portfolio.
  • Assist with budget preparation, tracking, and budget variance reporting.
  • Collaborate with property leadership and accounting teams to ensure accurate financials, including timely support for accounts payable and receivable processes
  • Collect, review, and analyze historical income and expense data for properties.
  • Prepare accurate and timely weekly, monthly, and quarterly property performance reports.
  • Identify trends, variances, and performance drivers; escalate insights to leadership.
  • Partner with Regional Managers to ensure consistent and accurate reporting.
  • Gather and analyze market data, including rent comparables and local trends using internal and third-party sources.
  • Interface with internal stakeholders (and external partners as needed) to support understanding of asset performance and unique property characteristics.
  • Support internal projects and portfolio-wide initiatives.
  • Assist with rollout of new programs, processes, and operational improvements.
  • Prepare for and support MORs, NSPIRE, and other regulatory inspections.
  • Ensure all required documentation is complete, accurate, and submitted on time.
  • Assist with responses to audit findings and compliance-related requests.
  • Assist with due diligence for property acquisitions
  • Support documentation and coordination for capital projects and large-scale renovations.
  • Perform additional duties as assigned to support portfolio operations and evolving business needs

Benefits

  • Generous employer contribution for 
  • Employer Paid Vision Plans.
  • Company Matched 401(k) Retirement Plan: 100% of the first 3%; 50% of the next 2%.
  • 12+ paid Holidays.
  • 15 days of PTO.
  • 7 Sick days.
  • Employer Paid Life Insurance.
  • Flexible Spending Account.
  • Nationwide Pet Insurance.
  • Disability Insurance.
  • Laser Correction Discount.
  • Employee Discounts on appliances, apparel, and more.

QUALIFICATIONS:

  • 1 – 3 years of experience in affordable housing property management, including working knowledge of programs such as LIHTC, HUD, and Section 8
  • High School Diploma or GED required
  • Affordable Housing industry certifications (COS, TCS, BOS, etc.) preferred
  • Proficiency in property management systems (e.g., Yardi, OneSite, RealPage), with the ability to navigate, extract, and analyze operational and financial data
  • Project coordination or project management experience
  • Exposure to audit preparation and regulatory compliance processes
  • Strong proficiency in Microsoft Office Suite, especially Excel
  • Proven ability to analyze data and produce clear, actionable reports
  • Adaptable and agile, with the ability to quickly step into new environments and contribute effectively
  • Excellent organizational, time management, and multitasking skills
  • High attention to detail and accuracy
  • Strong written and verbal communication skills
  • Travel: Approximately 10–15%

Exact compensation may vary based on skills, experience, and location.


Salary Range
$75,000$90,000 USD

Diversity in backgrounds and experiences is key to Fairstead’s success. Being an equal opportunity employer is a central tenet of our philosophy that shapes who we are and the communities we serve. Our goal is to ensure competitive total compensation that is commensurate with experience, location, and other market benchmarks. 


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