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Accidental Landlord in Chicago? Here’s How to Make It Work for You
Did you suddenly become a landlord without planning to? You’re not alone — and you’re not in over your head. Many people rent a home not by design, but because life took an unexpected turn. A job relocation, inheriting a family property, delaying a sale due to market conditions, or purchasing a new home while keeping the old one are all common ways people become “accidental landlords.” If that sounds familiar, you’re in good company. While it may not have been part of your or

Shawn Swift
17 minutes ago3 min read


The Basics of Property Management for Homeowners
At City Roots Properties, we believe strong property management is the foundation for protecting your home and helping your investment thrive. Whether you're renting out a unit or caring for the place your family calls home, understanding the essentials of property management empowers you to make confident, informed decisions. In this post, we break down the core elements of effective property management and share practical, real-world tips to help your property—and your peac

Shawn Swift
7 days ago4 min read


Navigating Property Management Tools in Chicago
Managing rental properties in Chicago comes with its own set of challenges—from staying on top of tenant communication and maintenance requests to ensuring timely rent collection and navigating local regulations. To keep everything running smoothly, property owners need reliable, efficient tools that simplify the day-to-day. The good news? Modern property management technology has evolved to make your job easier. Today’s platforms help reduce errors, save time, and create a b

Shawn Swift
Nov 144 min read


Why Customized Solutions Matter in Property Management
Property management isn’t a one-size-fits-all business—especially in a market as diverse as Chicago . Every property comes with its own set of challenges, goals, and tenant expectations, and generic, off-the-shelf management plans often fail to deliver real results. That’s why customized solutions are becoming essential. By tailoring strategies to the needs of each property and owner, management companies can improve efficiency, strengthen tenant satisfaction, and protect lon

Shawn Swift
Nov 73 min read


The Importance of Thorough Tenant Screening Processes
Finding the right tenant can make all the difference in protecting your investment and ensuring a stress-free rental experience. At City Roots Properties, our tenant screening process goes beyond the basics to help you secure reliable, respectful renters who pay on time and care for your property like it’s their own. In this article, we’ll break down why thorough screening matters, what a smart process should include, and how to choose a trusted service that keeps your proper

Shawn Swift
Oct 314 min read


Managing Property in Chicago: Challenges, Insights, and Proven Strategies
Managing property in Chicago presents a unique set of challenges that require both local knowledge and hands-on expertise. Whether you own a single rental unit or a growing portfolio, understanding the city’s regulations, seasonal demands, and tenant expectations is key to maximizing your returns and maintaining strong tenant relationships. At City Roots Properties , we help property owners navigate these complexities with ease and confidence. Navigating Chicago’s Property Ma

Shawn Swift
Oct 233 min read


Understanding the Benefits of Professional Property Oversight
Managing a property can be a complex and time-consuming task. Whether you own a residential building, commercial space, or rental units,...

Shawn Swift
Oct 124 min read


The Benefits of Boutique Property Management Firms
When it comes to managing real estate investments, the choice of a property management firm can significantly impact the success and...

Shawn Swift
Sep 303 min read


Streamline Property Operations with the Right Tools
Managing properties efficiently requires more than just experience and dedication. It demands the right set of property tools to simplify...

Shawn Swift
Sep 154 min read


How to Secure Quality Tenants for Your Rental Property
Finding the right tenants for your rental property is one of the most important steps in protecting your investment and securing steady...

Shawn Swift
Sep 52 min read


Managing Property in Urban Areas: What Landlords Need to Know
Managing rental properties in a dense urban environment like Chicago presents unique opportunities and challenges. From tenant...

Shawn Swift
Jul 282 min read


Why Skipping the Upfront Tenant Placement Fee Is a Win for Property Owners
For many landlords, the cost of leasing a unit can feel like a gamble, especially when traditional property managers charge large upfront...

Shawn Swift
Jun 112 min read


Why Hiring a Property Manager Is One of the Smartest Moves You Can Make as a Property Owner
Owning rental property is a smart investment, but managing it can be time consuming, complex, and stressful. Whether you are a first-time...

Shawn Swift
May 282 min read
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