Corporate Controller - Real Estate - Multifamily

Proper
Chicago, IL

About Proper 

Proper is a private equity–backed, hyper-growth platform transforming how multifamily property management is run. By acquiring and rolling up property management companies, streamlining operations, and driving innovation, we’re building a smarter, more efficient future for the industry. With AI and automation enhancing how we scale, Proper is creating the financial and operational backbone for tomorrow’s property management. Join us and help lead this transformation. 

About the Role 

The Controller will oversee all accounting and financial reporting functions for our multifamily real estate portfolio. This role will ensure financial integrity, implement best practices in financial controls, and provide strategic insights to support business objectives. The ideal candidate has extensive experience in multifamily property and corporate accounting, GAAP compliance, working with outsourced accounting resources, and team leadership. 

Key Responsibilities 

  • Oversee all financial reporting, accounting, and consolidate financial data from portfolio companies for corporate reporting. 
  • Ensure compliance with GAAP, tax regulations, and real estate financial standards. 
  • Manage month-end and year-end closing processes, including reconciliations and financial statement preparation for portfolio company consolidation. 
  • Develop and implement internal controls to safeguard assets and ensure accurate financial reporting. 
  • Collaborate with asset management, acquisitions, and operations teams to provide financial insights and analysis. 
  • Lead cash flow management, forecasting, and treasury functions. 
  • Manage relationships with external auditors, tax advisors, and financial institutions. 
  • Implement and enhance accounting software and technology solutions to improve efficiency. 
  • Manage accounting and reporting relationships with portfolio companies
  • Manage A/P & Brex expense management for parent company

Our Core Values 

  • People-First, Tech-Forward: We leverage technology to eliminate inefficiencies, empowering teams to focus on high-value work.
  • Authentic Candor & Transparency: We believe honest, direct communication builds trust, accountability, and stronger relationships.
  • Good & Fast Over Perfect & Slow: We move quickly on adaptable decisions and take a methodical approach for impactful ones.
  • Ownership & Accountability: We take initiative, embrace challenges, and follow through. We hold ourselves responsible for our work, decisions, and impact.
  • Empathetic Leadership: Strong leadership starts with high emotional intelligence, fostering a culture of support and loyalty.

What We Offer 

  • A chance to own and scale the brand of a private equity–backed hyper-growth platform. 
  • High visibility with sellers, and industry leaders. 
  • Competitive salary, bonus, and potential equity. 
  • Health, dental, vision, 401k match, flexible PTO, and learning stipends. 
  • Team retreats, culture-forward initiatives, and a collaborative, ambitious environment. 

Proper is an equal opportunity employer.  We celebrate diversity and are committed to creating an inclusive environment for all employees.

Requirements

Qualifications & Experience 

  • Bachelor's degree in accounting, Finance, or related field; CPA or MBA preferred. 
  • 15+ years of progressive accounting experience, with at least 5 years in real estate (multi-family experience strongly preferred). 
  • Strong knowledge of GAAP, real estate tax structures, and financial reporting standards. 
  • Experience with property management accounting software (Yardi, RealPage, or similar). 
  • Proven leadership skills, with experience managing accounting teams. 
  • Strong analytical, problem-solving, and communication skills. 
  • Ability to thrive in a fast-paced, growth-oriented environment. 
  • Experience with Sage intact preferred

Benefits

Compensation & Benefits

  • Base Salary + Bonu s based on experience
  • Equity: Possible equity based on experience and trajectory
  • Other Benefits: Health, dental, vision, flexible PTO, 401k matching
Posted 2025-11-19

Recommended Jobs

Lead Fullstack Software Engineer

Careers @ Hellojoy
Chicago, IL

About HelloJoy We’re an early-stage, venture-backed startup based in Chicago building a new way to track and treat mental illness. Our mobile app monitors patients between office visit…

View Details
Posted 2025-11-25

Benefits & Leave Administrator

Addison Group
Hoffman Estates, IL

Job Title: Benefits & Leave Administrator or Benefits Coordinator Location (city, state): Chicagoland Area, IL (In Office) Industry: Environmental Services Pay: Contract hourly …

View Details
Posted 2025-12-30

Information Security Engineer

AArete
Chicago, IL

Description   Information Security Engineer    AArete is one-of-a-kind when it comes to consulting firm culture. We’re a global, innovative management and technology consulting firm, with of…

View Details
Posted 2025-12-16

Rheumatology in Western Illinois - 275K+ Base, 150K Loan Repay & 50K Sign On

Enterprise Medical Recruiting
Illinois

One of the largest, most advanced & financially successful hospital systems located in a beautiful riverfront community in Western Illinois, is looking to add a Rheumatologist to join their longstand…

View Details
Posted 2025-11-07

Bartender

The Bad Apple - Lincoln Park
Chicago, IL

Now hiring an energetic and talented bartender! The Bad Apple in Lincoln Park (658 W Belden) is known for the best burgers in Chicago, as well as one of the most comprehensive beer lists in the coun…

View Details
Posted 2025-12-18

Account Executive, Commercial

Red River
Springfield, IL

Red River is looking for a high-energy, results-driven Commercial Account Executive to help organizations transform their IT environments. In this role, you'll own a dedicated territory, build strat…

View Details
Posted 2025-12-21

Lube Rack Technician

Gem City Ford Inc
Quincy, IL

* Work every other Saturday. On the weeks you work Saturday, you get the following Friday off. * Need to have your own tools * Experience with tire replacement, balancing, and patching. * MUST h…

View Details
Posted 2025-08-28

Assistant Director

Huntington Learning Center of Downers Grove
Downers Grove, IL

NOW HIRING ASSISTANT DIRECTOR A CAREER WITH HUNTINGTON LEARNING CENTER, IS REWARDING IN EVERY WAY! At Huntington, we are eager to continue to build our teams! We seek to hire the best, most ta…

View Details
Posted 2025-12-22

Material Handler I

Steris Corporation
Libertyville, IL

At STERIS, we help our Customers create a healthier and safer world by providing innovative healthcare and life science product and service solutions around the globe. Position Summary The Mate…

View Details
Posted 2025-12-12

Management Trainee - Car Wash

WashU Carwash
Des Plaines, IL

Our mission is to be our communities' preferred car wash brand by obsessively pursuing excellence in all things. That pursuit of excellence starts with the people with hire. As a Management Trainee, …

View Details
Posted 2025-09-01