
At first glance, managing your own rental property might seem like a great way to save money. Why pay a property manager when you can just collect the rent yourself, right?
But the reality is: self-managing isn’t always the cost-saving solution it appears to be. In fact, many landlords in Chicago lose money every year due to avoidable mistakes, time drains, and missed opportunities. If you’ve been self-managing your investment, here are a few eye opening reasons why it may be costing you more than you think!
1. Vacancies Last Longer
One of the most expensive mistakes a landlord can make is letting a unit sit vacant. Every week your property is empty, that’s money you’re losing. Property management companies like Lofty Real Estate have systems and marketing reach that get properties rented faster and to better qualified tenants.
We market across all the top rental platforms, handle showings efficiently, and use professional photos and video walkthroughs to attract interest immediately.
The result? Shorter vacancy periods and more consistent cash flow.
2. You Might Be Underpricing (or Overpricing)
Chicago’s rental market changes fast. If you’re not regularly analyzing comps and tracking demand trends in your neighborhood, you could be leaving money on the table, or scaring off great renters by pricing too high.
A professional property manager helps you price your rental strategically: balancing market demand, property features, and seasonality to maximize income while minimizing vacancy.
3. Tenant Screening Mistakes = Expensive Problems
Not every applicant is a dream tenant, and skipping proper screening can lead to months of headaches, from late payments and property damage to costly evictions.
We use rigorous background checks, credit reports, income verification, and rental history reviews. This process drastically reduces the risk of problem tenants and increases the likelihood of stable, long term occupancy.
4. Late Night Calls and Legal Stress
Let’s be honest: most landlords don’t want to answer maintenance requests at 2 a.m. or chase down rent on the 5th.
And when things get sticky, like lease disputes or city code violations, are you confident in your legal knowledge and response time? A professional property management team not only handles the day to day issues but also stays up to date on Chicago’s complex rental regulations, so you don’t get caught in a compliance nightmare!
5. DIY Maintenance Can Backfire
It might feel satisfying to tighten a faucet or patch a wall, but doing maintenance yourself (or hiring a random handyman off Craigslist) can lead to poor workmanship, delays, or liability issues.
We work with vetted, licensed vendors who respond quickly, do the job right the first time, and often offer discounted pricing due to our volume. Plus, we keep maintenance logs for tax and legal purposes, something many self managing landlords forget to do.
6. Time = Money
Think about how many hours you spend each month managing your rental:
- Coordinating repairs
- Collecting and tracking rent
- Communicating with tenants
- Handling turnovers
- Advertising vacancies
Now ask yourself: what is your time worth?
When you hire a property manager, you’re essentially buying back your time, time you could spend with family, growing your portfolio, or simply relaxing.
7. Missed Tax Deductions and Financial Oversight
Professional managers provide detailed income and expense statements, making tax time a breeze. Plus, they often identify deductible expenses you may have overlooked-meaning more money in your pocket come April.

Final Thought: You Don’t Have to Do It All
Many landlords start out managing their own properties thinking it will be easy. But over time, it becomes clear: the cost of DIY property management isn’t just financial, it’s emotional, physical, and mental.
If you’re feeling burned out, behind, or just ready to level up your investment, Lofty Real Estate is here to help. Our full service property management is designed to make ownership effortless and profitable!
Let’s talk about how we can protect your investment, and your peace of mind! ◡̈