Regional Property Manager

Clear Investment Group; Chicago (IL); Hybrid; USD 120,000 - 150,000; Full time

Benefits offered by this job

401k access

Health & dental insurance

PTO and Holidays

Job summary

Clear Investment Group, a Chicago-based boutique real estate investment firm, is seeking a Regional Property Manager. The role oversees on-site staff, stabilizes distressed assets, and drives property performance across multiple portfolios.

The ideal candidate has 10+ years in distressed asset management and 5+ years of leadership, with strong financial acumen and proficiency in Yardi Voyager and RentCafe. The position is 50% in-office in the Chicago Loop and 50% travel.

Qualifications

• 10+ years of property management experience in distressed assets (Class C) and stabilizing portfolios.
• 5+ years of leadership experience recruiting, training, and supervising property teams.
• Ability to read and analyze property-level financial statements (P&L, budgets) and improve NOI.
• Strong operational mind to create, implement, and maintain processes for leasing, maintenance, and reporting.
• Excellent communicator capable of working with colleagues, vendors, and residents.

Responsibilities

• Oversee daily operations for multifamily portfolios (300–1200 units each).
• Monitor property performance and implement strategies to maximize occupancy and revenue.
• Develop and maintain processes for portfolio management: collections, leasing, maintenance, budgeting, reporting.
• Coordinate with rental assistance programs (Section 8 and state programs).
• Oversee capital improvements, bidding, timelines, and reporting to leadership.
• Lead quoting and binding for property-level insurance coverage.

Skills

Distressed asset stabilization

Leadership

Financial analysis

Staff development

Communication

Excel

Yardi Voyager

RentCafe

Mobility

Job description

Company Overview

Clear Investment Group is a boutique real estate investment firm in Chicago specializing in rehabilitating and stabilizing distressed multi-family assets. We are based in Chicago, with portfolios across the Midwest, South, and Northeast. With a focus on acquiring distressed properties, we aim to improve communities by investing in local real estate. Our companies Core Values are:

1. Get it Done 2. Ride the Wave 3. Add Value 4. Exhibit Passion

Job Title

Regional Property Manager
Department: Asset Management
Reports to: Director of Property Management
Job Type: 50% in office (based in Chicago Loop); 50% Travel (could vary depending on projects/needs)

Compensation and Benefits

• Base Salary: $120,000-$150,000 commensurate withexperience
• Eligible for year-end and performance bonuses
• Access to 401k
• Health & dental insurance
• PTO and Holidays

Overview

We are seeking a Regional Property Manager interested in working for a growing and dynamic firm. This position oversees the firm’s sub portfolios, leads on-site staff, and develops operational systems that promote each property toward stabilization.

The ideal candidate is initiative-taking and drives projects through to completion. The ability to work in a fast-paced, high-stress environment is key, but so is a sense of camaraderie: our team values working collaboratively. We are looking for candidates who possess the qualities of an Ideal Team Player. We want someone who is Humble, Hungry, and Smart.

Humble – someone with experience who can learn and grow
Hungry – someone who wants drive results, create new standards and who constantly wants to improve
Smart – someone who is people and business smart and able to collaborate well with a diverse team of people

About you

• Seasoned (10+ years) property manager with experience in stabilizing distressed assets (Class C); experience taking over unstabilized portfolios and/or receiverships is a must
• Significant leadership and management experience (5+ years) with a proven ability to recruit, train, and supervise talented property teams
• Proven ability to read and analyze property-level financial statements, including P&L statements and budget variances; can implement specific initiatives that improve property NOI
• Strong operational mind: ability to create, implement, and maintain processes for all facets of property management: collections, leasing, maintenance, and property reporting
• Excellent communicator; able to professionally and compassionately work with colleagues, direct reports, vendors, and residents
• Proficient in Microsoft Office products, including Excel, Word, and Outlook
• Familiarity with Yardi Voyager and RentCafe a major plus
• Ability to lift 50+lbs and walk-up multiple flights of stairs

Core Responsibilities

Included but not limited to:

• Oversee the daily operations for a handful of multifamily portfolios, 300-1200 units each
• Monitor property performance and implement strategies to maximize occupancy and revenue.
• Develop, implement, and maintain processes for all facets of portfolio management: collections, leasing, maintenance, budgeting, and property reporting
• Coordinate with rental assistance programs: both Section 8 and other state funded programs
• Oversee capital improvement projects, including bidding process, coordinating with on-site staff and current residents, timeline and project management, and reporting to company leadership
• Lead the quoting and binding process for property-level insurance coverage

Property Assessment

• Conduct thorough assessments of distressed properties to identify issues and necessary repairs.
• Develop strategies for property improvement and stabilization.

Staff Management

• Hire, train, and manage all on-site, property staff: property managers, leasing agents, and maintenance crew members
• Conduct performance evaluations and provide ongoing feedback.
• Foster a positive and productive work environment.

Maintenance and Repairs

• Coordinate maintenance and repair activities to ensure properties meet quality standards.
• Supervise contractors and maintenance staff to complete necessary tasks.
• Implement preventive maintenance programs to reduce future issues.

Communication

• Maintain effective communication with property owners, stakeholders, and other relevant parties.
• Serve as a liaison between property management and other departments within the organization.